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Trail Marker: Do You Have Five Pullers?
In this episode of the Growth Elevated Leadership Podcast, host Julian Castelli delves into the important topic of team optimization, focusing on the “pushers versus pullers” leadership concept. He encourages Team Leaders to take the time to categorizes team members as “pullers,” who drive progress and inspire others, and “pushers,” who are not really carrying their weight and require excessive supervision, motivation and support. Julian emphasizes the importance of having a strong executive team of pullers to ensure success in 2025. He provides insights on identifying pushers, their impact on team morale, and the necessity of making changes to enhance team effectiveness. The episode offers practical advice for leaders to evaluate and improve their teams for the new year.
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
Timestamps
Introduction to Team Building (00:00:02)
Overview of the podcast’s focus on leadership challenges in growing technology companies.
Push vs. Pull Framework (00:00:28)
Discussion on evaluating team members as “pullers” or “pushers” for effective team dynamics.
Identifying Pullers (00:01:10)
Characteristics of pullers who drive progress and inspire their peers within the team.
Recognizing Pushers (00:02:09)
Identifying team members who require motivation and support, referred to as pushers.
Concept Inspiration (00:03:01)
Julian shares the inspiration behind the push vs. pull concept from another podcast.
Santa Claus Analogy (00:03:58)
Using Santa and his reindeer to illustrate the difference between pullers and pushers.
CEO’s Role in Team Dynamics (00:05:53)
Importance of attracting and retaining a strong executive team for future success.
Evaluating Team for 2025 (00:06:48)
Encouraging leaders to assess if their team is suited for the challenges of 2025.
Challenges of Team Composition (00:07:46)
Discussing the common issue of needing the right team as companies evolve.
Framework for Team Evaluation (00:10:26)
Advice on categorizing team members into pullers, pushers, and maybes for assessment.
Signs of Pushers (00:11:24)
Five indicators that may suggest a team member is a pusher rather than a puller.
Performance Indicators (00:12:21)
Evaluating team performance as a primary sign of potential pushers.
Team Turnover Issues (00:13:12)
High turnover in a department may indicate a struggling leader or pusher.
Defensive Behavior in Meetings (00:14:13)
Signs of pushers being defensive or argumentative during executive meetings.
Impact on Team Morale (00:15:03)
Frustration among pullers can lead to losing high performers if pushers are not addressed.
Final Thoughts on Team Composition (00:15:55)
Encouragement to identify and replace pushers with pullers for success in 2025.
Speaker 2 00:00:28 Hey everybody! Today we’re going to talk about team building. Building. And I want to talk about push versus pull. That’s the framework I want to use. Is your team pulling you into next year. Are they pulling you into 2025. Are they knocking the ball out of the park in their department? Think about your executive team, right. Is every member of your executive team pulling you towards future growth? Are they inspiring their peers with their speed, their attitudes, and their approach? Or Can you think of some of your team members that maybe aren’t pulling, with the pullers? You know, you know, when you have it, you can know it when you can see it. It’s like product market fit. they are ripping.
Speaker 2 00:01:10 They’re creating opportunities. They’re knocking down obstacles. They’re excited. They’re energizing everyone around them. That’s what I’m calling pullers. Then maybe you have someone, some other folks that are maybes. Okay. So you think about your team. They’ve been pullers in the past. They’re likely to be pulling in the future. Maybe sometimes they’re off and on. so you can have a maybe group as well. But I also want to differentiate the opposite of pullers. And I think the opposite of pullers are people that instead of pulling you in your team, you have to push them. Okay? You have to really get get with them because they’re they’re not doing what you need from the team. Maybe they’re, they need some help. Maybe they’re they’re getting outmatched, with the phase you’re in, and, you have folks that you have to push and so think hard. Most teams have 1 or 2 of them. And you know, sometimes I ask CEOs, I think I tell them to think about which executive one on one session that you dread the most.
Speaker 2 00:02:09 That might be a sign, right? Maybe you’ve even stopped doing one one on ones with this executive, or you’re avoiding them. That’s a sign. Or maybe they’re causing troubles in meetings, or they have a lot of excuses. and so I want to think about categorizing your key team members, your executive team members as pullers who are pulling forward. And then there’s this maybes, which is fine. Let’s set those aside. And then are there sums that you have to push? And if there are, maybe it’s time to think about what to do with those, those pushers, next, next year as you start your planning. Now, I heard this concept of pullers versus pushers on a podcast the other day. it’s the I o podcast, which is the investor and operator podcast from Sterling and Tyler over at Pelion Ventures. So shout out to those guys. I thought it was a great concept, and I wanted to just spend more time talking about it, because I think it’s such a great, easy way to just think about it.
Speaker 2 00:03:01 You can see a puller or everyone’s had pullers and maybe everyone, once they think about it in this context, can think about people they had to push. And it really helps. And it just happens to be December. If there’s snow outside here in beautiful Park City. And I thought of Santa Claus, right? Because when I heard this concept, I thought, okay, well, think about the pullers, right? That you imagine Santa and his sleigh being pulled by a team of beautiful reindeer. The reindeers are straining on their harnesses, they’re pulling forward. There’s. They’re excited, and everyone’s trying to keep up with them. And they’re pulling Santa and his sleigh through the night sky. We could also all picture that, right? Santa has eight pullers and I’m not going to name them all. But we all know the song. And how else can he circle the entire globe on Christmas Eve? Unless he had eight fantastic pullers? Now the question is, does he have any pushers reindeer that he needs to push to help them do their job.
Speaker 2 00:03:58 Reindeers that he’s pushing all the time, reindeer that might even be sitting in the sleigh next to Santa. Or instead of the the presents or making, you know, taking his seat instead of pulling it. So when I heard this concept, I immediately thought of Santa Claus and said, man, pullers are out front pulling. And as the CEO, you’re trying to, you know, point them in the right direction and encourage them, make sure they’re fed and everything. Or are they are they arguing with you in the on the bench, in the seat, or much worse, are you having to push them? Maybe they’re in the on the in the sleigh and you’re Santa Claus behind the sleigh pushing folks. And so I, I thought that was great. And I wanted to share it with everybody to see maybe that image will help you. And I even created a I generated image, which I’m going to put on this posting here so you can see it. But are your is your the question is, is your executive team pulling you like Santa’s reindeer or are you behind the sleigh? And there’s a couple people in the sleigh and you’re having to push them.
Speaker 2 00:04:56 And if that’s the case, maybe there’s an opportunity for you to really increase the, the, the, the, the effectiveness and power of your team in 2025. So we’ll we’ll share that picture and we’ll have some fun. So so what are we talking about here. What do we what do you need to know? Okay. As the CEO your biggest job is to attract, retain, inspire and support an excellent management team. Okay. As a CEO, you’ve got three things. You have to have the vision of where you want to go. Number two is you have to attract the team who can get you there. And number three you you lead them along the way. And that middle piece attracting the team is was probably the biggest single job. And that’s what we’re talking about. If you attract eight pullers like Santa does, you can do incredible things. You can create miracles like like all of us are trying to do in the innovation world. Right? But if you have a handful of pullers and some pushers, it’s much harder.
Speaker 2 00:05:53 Right? And so my my point is do you have the right team. Do you have the right team for the next leg of your journey? Right. And sometimes the team changes by stage. So I’m going to ask you the question, do you have the team right. Team not for last year. Do you have the right team? Not for this year, but do you have the right team of pullers for next year, 2025 and beyond? Right. And I think that as you take some time over the holidays and think about, you know, what you can do to be successful going forward. this might be one of the biggest things you can think about to have an impact in 25. And don’t forget, this is the most important job of the CEO. And it’s the most important because it’s critical to your success. We’re all trying to innovate and do incredible things out there. If you’re an entrepreneur, if you’re trying to create innovation and change the world through tech, it is hard enough to do that.
Speaker 2 00:06:48 And it’s almost impossible unless you get the absolute best time, best team for the next phase of your journey. It’s critical to your success. Number two. If you don’t look at the team like this, no one else will. This is the job of the CEO. There’s no hiding or hiding from it. There’s no one else who’s going to come in and do it. You can’t outsource it. You have to do it. Number three, if you get it wrong and you don’t recognize that you have pushers, it can cause you to fail. Right. And we’ll talk about that a little bit. And then the last reason that, it’s it’s very, very hard. we talked about it in the hire. the fire fast and higher. Slow the dynamic of psychology and why it’s really hard to change teams out, but it’s important. It’s your job as the CEO. You have to do it, and it’s critical to your success. All right. Now, why why do we have to know this? Why? Why is this important? Okay.
Speaker 2 00:07:46 It’s important to think about it. And the reason I thought about it here, as we’re planning for 2025, you know, this is the the end of Q4 2024. So we have the forward year. Look at number one. Almost everyone has this problem, right? Even if you had the perfect team at some point in a stage that your company is growing and it’s going to have new challenges and new opportunities, and you’re going to need the right team for the forward, stage you’re going into. So the right team of pullers is sometimes stage dependent. You might have a puller who was a great puller in the series, a stage, but now you’re a series B and they’re trying to figure it out, and maybe they’re in the middle category and you can work with them and get them to be a puller there, and that’s fine. So take everyone who’s in the maybe category, put them in the maybe, but really look and see if you have pushers that you’re spending a lot of time with that you really have to push them to get the job done.
Speaker 2 00:08:38 And that’s the framework that I just thought was so powerful. If you’re pushing them instead of them pulling you, then maybe you’ve got to make a change. And that’s a framework to look at. Okay. It number two, it is easy to ignore. In fact, all the circumstances collude to make you want to ignore it because you have so much work to do. Your plan for 2025 probably doesn’t include, you know, upending your executive team. That’s probably terrifies you, right? And so it’s easy to ignore that. It’s emotionally hard to act upon. Right. Again, we talked about it in the higher slow fire fast, all the emotional things are going to have you default to try to deal with the status quo, or maybe hide some people in the maybe basket, which you know, you can do for a little while. But again, once you start using this framework of push versus pull, I think you’ll start identifying. Yeah. That person that I put, maybe I’m pushing them, I’m pushing them and pushing them.
Speaker 2 00:09:29 And at the end of the day, you have to make that tough decision to to find a puller if you want to be successful. another reason it’s hard is it’s recurring, right? You think you have it solved? you know, you just make a big hire. It’s a huge time of expense. It’s emotionally challenging. You might get a recruiter. It’s going to take a lot of your your CEO’s time, your board board’s time. You know, it’s very difficult. You think, okay, I’ve already done this. And all of a sudden, just when you think you have it solved, might pop up in another area. And that happens because the stages that we’re talking about. And so again, look at the forward year 2025. Do you have if you have five departments, the five executive leaders or 4 or 3, whatever it is, do you have your three or 4 or 5 pullers? Okay. And is anyone arguing and sitting in this in this slide next to you? So what I recommend that you do what you need to do here is to evaluate your team.
Speaker 2 00:10:26 And it’s very simple. Just break them into two categories or maybe three pullers. You know who they are. You have your pushers and you look at each executive if you pull, where are they pulling? You know, can they make be an example for other team members? And then you think about a pusher, where are you having to keep pushing them? Right. And you might have the people that you’re not quite sure put them in the middle for now, and we might be able to work them, but you really want to find the ones that you’re constantly pushing, you’re constantly spending time with, and then saying, okay, what would the impact be if we could upgrade that position? And ultimately, the reason why you need to do this, because if you do, it’s going to increase your chance of winning. All right. it’s going to it’s going to just help your team be more effective. And frankly, you can’t do it without it. So here’s the finish up here. Here are five signs that you may have a pusher as you go through this exercise of dividing your team into pullers, you know, maybes and pushers.
Speaker 2 00:11:24 You may have a pusher if number one the easiest is performance. Okay. That’s that’s that’s obvious. management 101. You know, look at who who met their goals, you know, have you meet your sales goals that you meet your marketing goals? Did you meet your meet your product goals? Did you meet your engineering goals? this year, you should be doing that at the end of the year. And, and, you know, any area that, is significantly off. That’s that’s a sign doesn’t necessarily mean you have a pusher. It just means that it’s an area to look at. And why is that right? Number two, what happens is, when you find someone that’s off you, you know, you’re a CEO, you’re a leader, you’re probably a pretty good problem solver. So you might have diving in and you might be trying to solve the problem for one of your team members. So are you trying to solve the problem for one of your executive team members? Right. Do you find yourself becoming an expert in sales or an expert in technology? All of a sudden you’re you’re look at your look at your bedside table.
Speaker 2 00:12:21 Is your bedside table full of books? Because you’ve decided you’ve got to figure out how to problem solve for one of your team members. That might be a sign that you have a pusher, right? You’re pushing them because you’re trying to figure it out. Now, it may be a unique challenge because we’re in the innovation space and it may be something really hard. And, you know, it requires that leader plus yourself, plus maybe some outside experts to solve a problem. So I’m not saying anytime you get involved it means you have a pusher, but it could be a sign, right? If you have the right puller, then you’re you’re focusing on trying to, you know, clear the path in front of them, making sure they’ve got enough to eat. And they’re they are sprinting towards the objective. If you’re trying to problem solve with them, it could be a fact that that you don’t have the right puller for this stage of the journey. Right. Okay. Number three, another sign that you might have a pusher is their team turnover in that department.
Speaker 2 00:13:12 Do they keep losing people? Do they have a hard time keeping their team? And so not only are they maybe not performing well, but then their team isn’t turning over and it becomes a consistent challenge. That’s a that’s a warning sign. If their team is, turning over or the caliber of their team is low. Okay, the fourth sign, they are in the sleigh. Okay. is there someone that you’re wondering about whether to put them in the maybe category or the pusher category, and they’re always in the sleigh? What does that look like? Obviously, you know, you can look at the graphic that I need to post here online. But for in a in a CEO executive suite, it means they are arguing about strategy. It means they are being defensive. And they’re they’re they’re arguing with their peers. So at the executive meeting they’re always being difficult. they’re spending time criticizing other departments. A lot of times these are signs that that they are struggling in their own area. And so they’re, you know, they’re not out there pulling, but they’re in the sleigh trying to trying to be defensive and, and creating some other challenges.
Speaker 2 00:14:13 So you can sometimes see, the problem. But because they’re in the sleigh and they’re being defensive or they’re arguing. Finally, the the last sign that you may have a pusher is that you can see that your other reindeer are getting frustrated. Okay. And this is why it’s so important that you actually identify folks that you have to push and you actually replace them with pullers. Right? eagles like to fly with eagles. Okay. if you have high performing pullers and they see one of the one of their peers is not pulling, they’re going to be pissed off. They’re going to be frustrated. They don’t like to be on teams with other other leaders who aren’t pulling. They may not say it, but you have to find out. You have to figure that out and you have to pull it out for them. It may not be politically correct, it might be subtle signs, but you have to have to find out. And when you do, you have to take action before you start losing your other pullers.
Speaker 2 00:15:03 Right. So imagine you’ve got, you know, five, five, exact team members and one’s really not pulling their weight and you got four others and they start getting frustrated. You might go from losing not just the the pusher that you have to replace, but you might lose one of your pullers because they’re here to win. And if you don’t fix your team and give everyone the best chance of winning, they might leave. Now you’ve got two problems, okay? You’ve just doubled your problem because you delayed. All right? So it’s one of the key reasons that you have to act once. Once you identify that you have some pushers because your pullers won’t tolerate, being saddled up with a bunch of pullers. So that’s the framework. Those are five signs. I hope this is helpful. I hope you enjoy the graphic. so you got to find out if you have any pushers. If you do, the first step is to admit it. Okay. Number two, create a plan to swap them out for pullers.
Speaker 2 00:15:55 And if you can do that and maximize the amount of pullers on your team, you’re going to increase your chances of winning in 2025. Happy holidays to everybody. Merry Christmas I hope you’ve got a bunch of pullers pulling you into 2025, and we hope to see you at Growth Elevated 2025 at the end of January. Take care.
Speaker 1 00:16:16 Thank you for listening to the Growth Elevated Leadership podcast. If you enjoyed this episode, would you please follow us and subscribe on your favorite podcast player and we’d be grateful if you recommend it to a friend. If you’d like more resources on how to become a better leader in business, we invite you to visit us at Growth elevated.com. We’ll be back next week with more insight from another great tech leader. Thank you.
Bridging the GTM Gap with Revenue Reimagined Founders
In this podcast episode, host Julian Castelli discusses the challenges technology companies face in scaling, particularly in sales and go-to-market strategies. Joined by Dale Zwizinski, Jake Reni, and Adam Jay, co-founders of Revenue Reimagined, the conversation delves into the “go-to-market gap” and the importance of foundational processes. The speakers emphasize the need for continuous review of customer profiles, transparent reporting, and experienced advisors. They share insights on avoiding common pitfalls, such as premature hiring of sales leaders and lack of documentation. The episode underscores the necessity of a structured approach to achieve sustainable growth.
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
Timestamps
Introduction to the Podcast (00:00:02)
Julian Castelli welcomes listeners and introduces the podcast’s focus on growing technology companies.
Context of the Episode (00:00:26)
Julian shares the episode’s purpose and introduces the guests, emphasizing the challenges in sales and go-to-market strategies.
Introducing Revenue Reimagined (00:01:17)
Julian introduces the founders of Revenue Reimagined and discusses their expertise in addressing the go-to-market gap.
The Go-To-Market Gap Discussion (00:02:40)
The speakers acknowledge the increasing difficulty in sales growth compared to the previous 12-18 months.
Rapid Changes in Go-To-Market Strategies (00:03:16)
Jake highlights the fast-paced changes in effective sales strategies and the need for constant adaptation.
Reviewing Customer Profiles (00:03:36)
Dale emphasizes the importance of continually reviewing ideal customer profiles and value propositions.
Founders’ Challenges (00:03:53)
Julian discusses the panic among founders as past strategies fail, leading to the need for expert help.
Founders’ Backgrounds (00:04:39)
Jake begins sharing his experiences and the challenges faced by startups in scaling effectively.
Pattern Recognition in Sales (00:06:08)
Jake reflects on recognizing recurring challenges in startups and the desire to help at scale.
Adam’s Journey to Startups (00:06:48)
Adam shares his transition from large companies to startups, highlighting the common issues faced.
The Importance of Early Intervention (00:08:10)
Adam discusses the need to assist startups earlier to avoid common pitfalls in sales leadership.
Dale’s Experience and Motivation (00:09:41)
Dale shares his extensive sales experience and the motivation behind helping multiple founders simultaneously.
Collaboration and Connection (00:12:16)
Dale recounts how he and Adam connected while competing for the same job, leading to collaboration.
The Value of Teamwork (00:13:31)
Dale expresses the importance of collaboration in consulting and the challenges of working alone.
Introduction to HireVue (00:14:16)
The conversation shifts to their shared connection with HireVue, a notable tech company from Utah.
Defining Revenue Reimagined (00:16:35)
Dale outlines what Revenue Reimagined does and the types of companies they assist in stabilizing growth.
Understanding Revenue Reimagined’s Client Engagement (00:17:24)
Discussion on the typical engagement length and the importance of an initial audit.
The Importance of Audits (00:19:16)
Insights on how audits help in understanding client needs and setting expectations.
Revenue Reimagined’s Journey (00:21:38)
Overview of the company’s first year, growth, and lessons learned from client engagements.
The Go-To-Market Gap Introduction (00:25:33)
Introduction of the concept of the go-to-market gap affecting many tech companies.
Identifying Go-To-Market Issues (00:25:37)
Discussion on signs of a go-to-market gap, starting with inconsistent deal closures.
Forecasting Challenges (00:26:55)
Exploration of issues with relying solely on top-down forecasting models.
Impact of Unrealistic Forecasts (00:28:31)
Consequences of unrealistic sales targets on team morale and performance.
Ghosting by Prospects (00:29:45)
What it means for sales teams when prospects stop responding.
Customer Churn Issues (00:31:08)
Discussion on the implications of losing customers faster than acquiring new ones.
Root Cause Clarity (00:32:50)
The importance of understanding root causes behind client pain points for effective messaging.
Team Structure Concerns (00:34:10)
The need for clarity on roles and performance within revenue-related positions.
The Hiring Trap (00:34:37)
Discussion on the common trap of believing hiring can solve all problems.
Operational Hiring Challenges (00:34:55)
Importance of hiring the right go-to-market experts versus operational or technical personnel.
Understanding the Right Language (00:35:37)
Founders may struggle with the specific language needed to hire effectively.
Framework for Go-to-Market Strategies (00:36:58)
Introduction of a four-step framework for stabilizing and scaling go-to-market strategies.
Stabilization Phase Insights (00:38:12)
Exploration of key moves needed during the stabilization phase to gain traction.
Root Cause Analysis (00:39:53)
Emphasis on understanding the root causes behind sales issues for effective solutions.
Progression to Repeatability (00:41:13)
Indicators of momentum needed to transition from stabilization to repeatability.
Joint Engagement Plan (00:43:54)
Explanation of the joint engagement plan as a tool for accountability in the sales process.
Mapping Sales to Buyer Processes (00:45:14)
Importance of aligning sales processes with buyers’ purchasing processes for better outcomes.
Building Trust in Joint Plans (00:47:27)
Strategies for establishing mutual trust in joint engagement plans between sellers and buyers.
Common Sales Mistakes (00:50:49)
Identifying repeatable mistakes in sales processes that hinder effectiveness and scalability.
Hiring Mistakes in Sales (00:51:56)
Discussion on the common mistake of hiring a head of sales too early in a company’s growth.
Founders’ Challenges (00:52:19)
Exploration of why founders struggle with exiting founder-led sales prematurely.
Importance of Process (00:52:49)
Emphasis on the necessity of established processes before hiring sales leadership.
Hiring the Wrong Fit (00:53:54)
Caution against hiring executives from large companies who may not fit startup environments.
Advice Against Early Hiring (00:56:06)
Recommendation to avoid hiring a VP of sales before the company is ready.
Documenting Processes (00:56:34)
The importance of documenting sales processes and strategies for clarity and training.
Cold Outreach (00:57:05)
Encouragement for founders to engage in cold calling and outreach to expand their network.
Recommended Reading (00:58:29)
Suggestions for essential books to help founders understand sales organization mechanics.
Scaling Strategies (00:59:01)
Recommendation of a book focused on scaling businesses effectively.
Extreme Ownership (00:59:22)
Discussion on the importance of accountability for founders and leaders in their processes.
Speaker 2 00:00:26 Hi, this is Julian Castelli. I’m the host of the Growth Elevated Leadership podcast, where each week I talk to inspirational entrepreneurs and leaders in the tech industry. Past guests have included CEOs and CXOs of great companies like Work Front, CG healthcare, Radical Systems, Enrollment Retail, me Not, the San Francisco 40 Niners, and many more. This episode is brought brought to you by growth. Elevated growth elevated as a community of tech founders, CEOs, and CXOs who are committed to working together to share best practices and learnings in an effort to help all of us become better leaders. We do this through educational programs like this podcast as well as our blog and of course, our annual tech summit in beautiful Park City, Utah. If you enjoy skiing and networking with other tech executives, check us out at Growth elevated.com.
Speaker 2 00:01:17 Today, I am super excited to introduce to you guys the founders of Revenue Reimagined, Revenue Reimagined as a sales and go to market expert agency that works with tech companies and other growth companies to create predictable revenue. These guys got on my radar screen because they’re out there talking about the go to market gap, and I’m seeing that everywhere. It used to be much easier to to be successful with sales with low interest rates. And when everyone was booming and people were were buying everything in sight. But it’s a lot hard lately. And these guys have a framework. They’re calling it the go to market gap, and they actually have the confidence to come in and help you fix it. They’re doing the hard work of unpacking the mess and rebuilding foundations to help companies get their revenue back on track. some might say they are reimagining how to restart revenue growth. Dale Zwizinski is the co-founder of Revenue Reimagined, and he previously ran sales departments at X44 and Halo. Jake Reni, also a co-founder, previously ran sales at tiled and has a senior sales leadership roles at Adobe.
Speaker 2 00:02:22 Finally, Adam Jay. The co-founder and previously ran sales at Falcon and Reprise. So these guys have great experience and I’m excited to bring them on to talk about this, this go to market gap. Welcome, Jake, Dale and Adam.
Speaker 3 00:02:40 Thanks for having us. I like how you did the the the the cycle. We put Adam last. So that’s always good. Listen, I I’m good to be last. I have to do less baby. That’s it. I gotta fix I gotta fix everything that these guys do. I’m kidding. That is true. That’s true.
Speaker 2 00:02:57 Excellent. Well, guys. Hey, thanks for being here today. you know, as we’ve talked and we prepared for this episode, we’ve talked about just how hard it is today, to to grow sales. Am I imagining that or is that, is that, a reality out there? It’s a lot harder the last 12, 18 months that it.
Speaker 3 00:03:16 Not night and day. It’s what what worked six, 12, 18 months ago doesn’t work anymore.
Speaker 3 00:03:22 go to market changes. I would even say in Jake and Dale gut check me. But even what worked 30 days ago doesn’t work anymore. It’s changing so rapidly, and it’s such a fast pace. Yeah, yeah, I go ahead.
Speaker 2 00:03:35 Dale.
Speaker 4 00:03:36 Yeah, I’m. We’re seeing that all the time. I think where people would build ideal customer profiles and value propositions like those need to be reviewed constantly and all the time. So, that’s something happening currently all the time and no one’s doing it.
Speaker 2 00:03:53 Yeah, I think I think we’re in a state where a lot of people are looking what at what has worked in the past. It’s not working. And there’s there’s some panic setting in. And, I think that’s what makes Mike special about you guys. This is a relatively new company. I want you guys to tell the founding story, but the fact that you are like the firemen coming to put out the fire, you know, I’m sure. Sure, it means you’re quite busy out there. And I’m grateful for your time this morning.
Speaker 2 00:04:15 tell us a little bit about your background. So you guys are are revenue experts. You’ve all had different experiences. Let’s just go around the horn, and I’d like to at, you know, have you tell us, you know, what experiences that you bring to the table that make your revenue expert? And why did you want to start helping companies on a on a fractional advisory basis versus, you know, what you’ve done in the past? Let’s let’s start with Jake.
Speaker 5 00:04:39 Yeah, that’s a good question. I, I had been thinking about it for, for some years. And, what I found as I was going through the later stage or I guess later stage of my career with some of the startups I had been a part of, is consistently the challenges that they were going through, of moving out of these product market fit phases into the like, the possibility of scale. And it just started noticing a pattern of the consistent issues that they were coming across every single time, that we were, you know, finding ourselves with the challenge of getting foundational issues just like settled, of how to get the right processes in place, how to get the right, spend and do this responsibly, and and how to prevent or avoid some of the inevitable things that seem to be coming up often, which is like layoffs when we over hired or we overspend.
Speaker 5 00:05:33 And so, for me, it got to a point where I realized, okay, I could either do this inside a single business and keep banging my head up against the wall, or I can take a lot of the frameworks that I’ve I’ve developed over time, the playbooks I’ve developed over time and really help do this at scale. And and that to me was something super exciting. And that’s why I decided to go out on my own. Finally, after about a year ago, after my buddy Dale here had been pushing me for the last two years to go maybe two and a half years to go out on my own. So that’s that’s why I decided to go do this.
Speaker 2 00:06:08 I like that the pattern recognition. Right. You know, once you see it a few times, you’re like, man, this is really helpful for a lot of people, right?
Speaker 5 00:06:15 Yeah, absolutely. Yeah.
Speaker 2 00:06:17 I mean, that’s one of the reasons we started this podcast in our blog, because we’re all seeing the same challenges over and over again, you know, different companies serving different customer needs, but with, you know, the same functional challenges happen over and over again.
Speaker 2 00:06:30 That’s that’s what we’re trying to do at growth elevators help people accelerate through those because it’s such a, it’s such a, rewarding feeling when you can help people skip steps or accelerate based on, you know, I always say, you know, learn from my mistakes. Please. I’ve got plenty to share. Adam, tell me about your journey, please.
Speaker 3 00:06:48 So it’s funny, Dale also is the one who made me go out on my own but a little different of a story. I started my career working for large public companies in health care, and got a ton of solid experience on systems, process tools, and, red tape at the same time. and realized that I didn’t love that big giant world. I didn’t feel like I made as much of an impact as I could. So I went over to the startup side, and was very blessed to be part of a couple IPOs and then wanted to get earlier in startups. so got into, like some seed and series A companies and very similar to what Jake said.
Speaker 3 00:07:27 Started seeing the same thing over and over and over again as a first time VP of sales or CRO, or second time VP of sales, CRO coming into the org to, you know, fix what the first one had been broken. I got pitched like I was an investor, right? Everything’s perfect, everything’s great. There’s just a couple things we need to change. But we’re going to change the world here. And all we need is for you to fix it. in being earlier in my career in naive, like I didn’t know what questions to ask, what metrics to dig into, what to really insist of. Like I need to see these reports. I need to see these numbers, not just take your word for it. And it took it. And were they even.
Speaker 2 00:08:07 There when you ask those questions, typically.
Speaker 5 00:08:09 No.
Speaker 3 00:08:10 No. there was a company that shall remain nameless where after being there a month, like I was told, we had X number of customers while we did, but half of them weren’t paying and had churns.
Speaker 3 00:08:22 And we’re still counting them as customers and we’re still counting the revenue they should have been bringing in as revenue. Oh, coupled with the fact that we were selling vaporware, another story for another time. but what I realized, Julian, is it’s not unique, right? It’s the same story every time. And oftentimes it’s because founders have been given horrific advice in the past, whether that be by, you know, a VC, whether that be by a inexperienced VP of sales who had no business being that first sales leader, because building is very different than scaling. And I realized that if I want to have that impact, that I want, I need to get to these folks earlier in the game, and I need to be able to help more than, you know, one at a time. After that last role, Dale had encouraged me, to go out on my own, which I was very reluctant to do. I did based on his pushing. And I’ll let Dale finish the story of how we wound up together.
Speaker 3 00:09:20 but here we are, in hindsight, being 2020, man. Like, there’s a lot of things I look back in life and I’m like, oh, I would have changed this. I would have changed that. I this is probably one of the best decisions I’ve ever made. I can’t imagine doing anything different or with anyone different than these guys.
Speaker 2 00:09:35 That’s awesome. Well, Dale, sounds like you were the instigator. You’re pulling these guys out of their roles. Well, you’re you’re the house breaker.
Speaker 4 00:09:41 I’m. I’m a little bit of the instigator. yeah, I’ve I’ve done sales for longer than I want to admit. and I was doing a lot of startup companies, so I’ve done, I don’t know, I quit counting now I say 25. It could be even more, but I’ve done it in like seven different countries. And so I did a lot internationally. I went into Oracle for a little while to get some like process execution type stuff done. so I did that for a little while.
Speaker 4 00:10:08 sold the company, to another fairly large mid-sized company called Fair Isaac. but always had the heart for the startup company because you can kind of do a little bit of everything. And so about two years ago, I was going through the same conversations. I’m just having getting pitch like an investor and we’re like, no, like, we know it’s broken. Like we’re not here to not talking to me.
Speaker 2 00:10:32 Otherwise, right? Yeah.
Speaker 4 00:10:33 Like it’s broken. But you need to know, like what you’re truly getting into. And I think founders are people that are going in to go at their first or second hire are hesitant because they think, well, if I make it two, if I don’t make it look good enough, then they’re not going to want to come work for us. And I think we as people that really want to help founders from a from a go to market perspective. We just know it. So I think we need to dispel that rumor. And people do really want to help.
Speaker 4 00:11:02 But you got to get the right person in that right seat because you’re building process. You’re hiring people, you’re building, you know, you’re closing business. You could be, you know, getting into messaging. So there’s a lot of dirtiness. There’s I call it pick and shovel work, that a lot of people don’t want to do if you’re heading up a sales sales group. So about two years ago, I was seeing trends of this because I go into a company similar to what Adam and Jake were talking about, and two months into the relationship, I could see that we weren’t going to go anywhere. Like there wasn’t a path to where they were trying to get to. But as leaders now in that company, you’re kind of stuck because you’re like, okay, like when we’re all competitive by nature. So you’re like, I can fix this. I can turn it around. But you just you kind of see the writing on a wall. You don’t want to be jumping around a lot. And it’s not that.
Speaker 4 00:11:49 Maybe better questions. We could have got better answers. but I also felt I took a reflection point and I said, why am I trying to do this for one founder at a time where I get in and I’m like, stuck for six months or eight months or 12 months, or I can do it for multiple founders and have that kind of conversation around how they can help grow in scale. And so, like I started doing some work on my own. And then when Adam, was leaving the company. So the funny story, the way we kind of got connected where we didn’t even know each other probably 18 months ago, and we were going after that same job that he was kind of just talking through, and I was trying to pitch them as like, this is a you should do fractional, like I was trying to go down the fractional path and he went down the full cycle path. He outflanked me in the sales process because he actually flew out there. I did not fly out there.
Speaker 4 00:12:42 so he definitely outflanked me in that. But, you know, six months later, like, Adam and I stayed really cool. Like, we had conversations. And even though we were competing for the same job, like we had our first call without even knowing each other. And so we built that trust and bond kind of right through that process. And when we were when he went out on his own, he ended up getting a job that he got a really good, first job and then got a second job that was like just as big, if not bigger, and said, hey, do you want to just, you know, tag team on this and see what happens? In the meantime, we had started our own podcast, Revenue Reimagined. And then I realized at that point when we started working together that like, you can’t do this on your own. Like you’ll see a lot of consultants, a lot of professionals go out on their own and they can only last eight, 12 months.
Speaker 4 00:13:31 It’s just super, super difficult. because of, you know, you want to take vacation. Like there’s times you get like, you gotta help clients out, and it’s just a very difficult thing. Adam becomes our executive assistant and all the operational stuff that we do, because Jake and I hate that stuff. and Jake and I, Jake and I have known each other for a long time, all the way back to the hirevue days. and and collaborated together. So I, you know, as we were building the organization out, it felt better because I like when Jake wanted to go out on his own, I was feeling the same way. Like I would not want to do this on my own again, even though I was trying to go through it two years on my own. And, or 12 months before Adam and I kind of, like, jumped on board together.
Speaker 2 00:14:13 Hey, did you guys work together at Hirevue?
Speaker 4 00:14:16 Jake was, we were. We were.
Speaker 5 00:14:18 No, let me tell the story.
Speaker 5 00:14:21 Dale tried hiring me when I was at Hirevue. I was I would be ended up becoming a power user at one of the companies that he was leading sales for at the time. one of the early, early kind of products in the market, in the, in the kind of revenue intelligence space and, and, I ended up becoming a power user and he just never seen anyone so amazing and and just effective as me. And so he tried to hire me, but he just couldn’t afford me at the time. No. Like we became, we became fast friends. Like we we just shared a vision. We shared a perspective, on on revenue. And regardless of the timing and how things didn’t work out, we like we knew we wanted to work together or collaborate. So we partnered on stuff and kind of just built the relationship from there.
Speaker 2 00:15:08 That’s awesome. A quick aside, Hirevue is a is a great tech company from Utah, and I always like to plug Utah companies. But I heard a thing that I think you guys will appreciate.
Speaker 2 00:15:17 I was talking to someone on Wall Street the other day about recruiting and and you know, I’ve got I’ve got a college age kid who’s looking at that. And they used hirevue as like a verb, like, like, you know, they’re like, I was asking about school recruiting and like, oh, it’s all in the hirevue now everyone does the hirevue. And I don’t think Hirevue was a company. He just kind of was referring it to as this thing. It’s like a process. It’s the hirevue thing. Everyone goes through the hirevue there’s thousands of people. I’m like, wait a minute, did you just say Hirevue? That’s a company. I know the founders of that business. That’s a really cool, you know, video interview, tool set. So? So all of us have some connection there. All right.
Speaker 5 00:15:50 Mark, Mark Newman would love that.
Speaker 4 00:15:53 One of my first hires through Hirevue was on the beach. I actually did the I did the whole thing on my phone, watch the watched the video and like, hired them right away.
Speaker 2 00:16:01 Yeah, it’s it’s a it’s a very cool tool. So for those of you just listening in, Hirevue uses video interviewing and all the benefits of technology to to go through that really long, tedious process and standardize it, turn interviews into data, and then be able to use that data to to make hiring decisions. And so a lot of us have connections with that, that Utah Tech company. All right, guys, so you guys got together, who wants to define revenue reimagined today? Like, you know, what does your company do? Who your company? Who are your customers? What’s the sweet spot of a customer that might be able to use revenue reimagined? Who would like to take that one? Dale.
Speaker 3 00:16:35 All. Dale. All right. Dale.
Speaker 2 00:16:38 Revenue. Your positioning statement. Revenue management revenue reimagined helps. Who? Where?
Speaker 4 00:16:44 helps you. So we’re doing everything from, series A to public companies. and the thing is that they don’t they have challenges the same, whether you’re a public company or or like $1 million, startup.
Speaker 4 00:16:59 So there’s a lot of similarities to those. We’re helping founders, CEOs and revenue leaders build, and stabilize their foundation to stabilize their, their go to market strategy, building foundations and driving through repeatability. So those are the three. Those are three of the four stages and go to market gap. and.
Speaker 2 00:17:19 When are you when are you big enough to be able to hire revenue reimagined and when is it too small?
Speaker 4 00:17:24 It’s a good question. we have some that are pre-seed that has some capital and some money. or not, I shouldn’t say pre-seed seed, seed that I got like a seed round raise. and that’s difficult for us because we are the salespeople. like we have to do many of the sales calls. but our sweet spot would probably be in, between the five and. And 50 million would probably be, like, the real sweet spot. Okay.
Speaker 2 00:17:53 and what’s the typical length? By higher revenue. Imagine. What am I signing up for? Is it is it 90 days and you’re done? Or is it.
Speaker 2 00:17:59 We do two years. What are we looking at?
Speaker 4 00:18:01 We we we usually say 6 to 9 months is is kind of our typical. the first month is always an audit. So one of the things we learned as a team, and I screwed up way before even we had had revenue reimagined, was I want to just go in there and solve problems and fix things like we want to operate. So we’re trying to get in there as fast as we can to operate on things. And and by the time a lot of founders come to us, or CEOs or revenue leaders come to us like it’s totally broken to the point of like they need leads now, they need deals closed. They need like, but there’s no process in place. And so it’s very difficult. It’s a difficult place for us as a team because we want to go in and like put on the gloves. Pick and shovel. Start doing the work. so right now, the way we do it now is a month audit. So we go through like all in very good detail, all the information from a go to market, from marketing, customer success, culture, etc..
Speaker 4 00:18:54 and then we come up with the top 3 to 5 things that we can work on in the next 6 to 9 months. and some of our engagements go 12 to 18. Some of them will say at six, we’ve done a couple at four. We don’t do anything below four now, because the first month has to be an audit, and then the next three or at least some work to get to some trajectory and momentum.
Speaker 5 00:19:16 Julian, if I could just add something there super fast, like I was telling my wife the other day, we were on a drive and she was asking me like, what are the biggest kind of things you’ve taken away over the last year doing this on your own? And I said to her, after running audits with new clients, I could never go back to the client side without wanting to run an audit. And how weird would that be? As a as an in-house House Crow saying, okay, wait. Well, before I take the job, I’m going to run an audit for a month on this company, right? But seriously, I could never go back.
Speaker 5 00:19:44 I could never go back.
Speaker 4 00:19:46 And it goes back to the original conversation we’re having. Like we while we were asking questions to try to get some answers, like, in fact, I would, I would go so far as to do a bottoms up like high level model to try to figure out what the revenue would be. But I would like inevitably, if you’re in a if you’re in an interview process for two weeks, for example, like you just can’t ask all the right questions, they’re not going to let you into their CRM. So that becomes a tricky a tricky place.
Speaker 2 00:20:12 Yeah. So the audit is great. And I think the audit is also good for the customer. Right. Because it gives them a chance to get a third party assessment, which is always important. almost, you know, full disclosure, I’ve worked with you guys a couple of times and I’ve seen the rigor of the audit. I think that, you know, you get a whole view of, of of all the different elements of the revenue machine.
Speaker 2 00:20:34 I used to call it the birthday cake, which is so many layers of so many different functions and it’s a little overwhelming. I think people talk about the non-technical founder and how restructuring a a engineering and R&D department is really difficult. There’s a whole group of people that help people with that. If you’re a non go to market founder, I think it’s equally as intimidating, right. When you’re throwing at all the different things, we rev ups and compensation and quotas and go to market and positioning and all the different things you have to work on. It’s a lot more than just going hiring salespeople. Right. And so I think that audit gives you guys, it defines the scope of of work that needs to be addressed. And obviously you guys use that to kind of pinpoint where you want to focus first. so that’s that’s that sounds like that’s been a good, good lesson. I don’t think we’ve talked about how long you guys have been in business. Let’s really back up. When did you start? Where are you now? And, and so you’re kind of, I think, sharing some of the lessons over the, over the first, that’s big sprint as a company, right?
Speaker 3 00:21:38 Yeah.
Speaker 3 00:21:38 We’ve, So we just celebrated our official one year anniversary, a couple of months ago. but as Dale said, it started revenue reimagined. Started before it really started. The initial idea was just a podcast, really, of how do we just share great advice with founders and revenue leaders so they don’t make the same mistakes? And I think they’ll check me 30 to 45 days in. We formed the LLC. and knock on wood, man, like we’ve been blessed, ever since we, I will say, work harder than we’ve ever worked. in, in a good way, but we’re doing it with a purpose. we are well over seven figures in revenue, which is outstanding. and then we’ve returned, you know, multiples of that to our clients. And I think one of the things that’s really important to us, when you look at what we do, it’s not always linear of, oh, I revenue reimagined was here for six months. I paid them $120,000 and I got back, whatever.
Speaker 3 00:22:47 243 6120. Part of it is certainly the dollar to dollar return on investment. and it’s something we look at very carefully. But the other part of it is like, how are we setting you up for success? How much funds have we helped you raised with your investors? How much runway have we helped you save? Because the burn was just out of control and things where you shouldn’t be spending money. and I think that looking over the past year, not only are we proud of what we’ve done, but we’ve learned a lot, right? Like we never used to do. The audit wasn’t required before, like it was a suggestion. and it took transparently bringing on to clients without an audit and being 45 days in and being like, dude, like this is nothing like what we discussed. Like what? What they said they needed us for. And what we scoped this job on is totally different. And now we’re having a conversation about, like, are we going to redo the whole scope or are we going to like, throw it out the window? so we’ve learned that while it’s really important in every founder or revenue leader who reaches out to us, wants that immediate impact, right? Like it’s often like, hey Jake, great conversation on Friday.
Speaker 3 00:23:58 Like, can you guys start on Monday? and that’s just not the reality. And it’s explaining that, like, we’re doing you a disservice if we do that, and I, I hate to be cliche and use the doctor analogy, but like, you’re not going to go to your doctor, say, hi, Doctor Julian. Okay, let’s go to the operating room right now. Well, what did what’s wrong with me?
Speaker 2 00:24:16 Yeah. Can you, can you can you can we get this done with my golf round, you know. Right.
Speaker 3 00:24:19 It’s it’s a very similar thing. but it’s it’s been just over a year. I think we’re still learning how to Best work together and divide the projects. Like there’s three of us and we all have, you know, our lanes of genius. a lot of overlap, but a lot of differences. and it’s exciting to continue to to grow and learn. Like, what’s great to say. Hey, Jake, I need you to take this for me.
Speaker 3 00:24:48 and conversely, what’s great for them to just say, hey, Adam, this is operational. I don’t want to touch it. Please do it or it’s not going to get done.
Speaker 2 00:24:56 That’s awesome. Well, look, you guys are off to a great start. I think you couldn’t have timed the market better based on what we said. The unfortunate news is that, you know, we all serve growth companies and SaaS companies and tech companies. And let’s let’s face it, the last 24, 36 months have been pretty hard with the, the, end of the derp and, and the increasing rates and just more competitiveness in the market. So let’s, let’s, let’s focus on what’s what. I got my attention, the go to market gap okay. This is what everyone’s struggling with. I want to do a little Family Feud style. All right. You might have a go to market gap problem if and you know survey said who wants to give me the first? The first. I’ll go around the horn.
Speaker 2 00:25:33 I’ll start with Dale. You might have a go to market cap if.
Speaker 4 00:25:37 If you are not consistently closing deals.
Speaker 2 00:25:42 All right. You’re not consistently closing deals. If you’re not closing deals, you obviously got a problem. It’s consistently the most important thing. Or is it just you’re not closing deals at all?
Speaker 4 00:25:50 Well, it became not closing deals at all in the latest like, you know, 12 months because people are like, I need to close more business. But I think it’s more like, can we now do it at a consistent basis? Can we forecast the deals and execute at the same time?
Speaker 2 00:26:07 Yeah, I had a conversation with the CEO yesterday and they were they were waiting for deals to close and they said, would you please go talk to my crew and give me your read? Like, is it really around the corner or not? What should I believe? Like it’s incredibly hard for every tech, every business leader to understand what’s going right now and, and and to be able to point to leading indicators.
Speaker 2 00:26:29 Do I really believe it or is it just another excuse? But I think the commonality is like, hey, we didn’t close what we thought we’d close in Q3. Q3 just ended a few days ago, right? We’ve all got companies in our minds that are struggling and, why? The question is why and how do we do something about it. So, okay, that’s I don’t know where the survey said, but it’s definitely up there in the top five. All right. Okay. Jake, you are next. You might have a go to market cap problem if.
Speaker 5 00:26:55 building off what Dale said, if you’re still operating solely off of top down modeling for your forecasting and your revenue plan. Okay.
Speaker 2 00:27:04 Like not yeah, you’re using top down, which means, you know, what is top down. We we kind of huddled around Thanksgiving and pick the number and then we’re trying to reach.
Speaker 5 00:27:14 It’s not even it’s not even we it’s it’s perhaps the it’s the board and and and maybe if he’s lucky or she’s lucky the founder being involved in that number.
Speaker 5 00:27:25 Right. Okay.
Speaker 2 00:27:26 So this is of what we told the investors. Yeah, a year ago, 18 months ago. So we we have that we have to hit 5 million. And you reverse engineer from that.
Speaker 5 00:27:37 That’s right. And then everyone’s kind of figuring out the magic numbers that’s going to take to reverse engineer that number. And, and it’s a little bit of this and it’s a little bit of like, well if we well, if we pull this lever and we just all of a sudden change our close rate from 15% to 33%, we can do it right. And it’s like.
Speaker 2 00:27:59 Easy, easy numbers until they tell you what you want to hear.
Speaker 5 00:28:02 It’s magic math and nobody knows how to make it happen. We just know how it looks on paper. And that is just a fast way to to to die. Right. And so if you’re not thinking about.
Speaker 2 00:28:15 Inside the revenue department, someone does that. It’s handed over to a sales leader. That translates to quotas and burdens on salespeople, right? What does that look like and feel like in the organization when that’s that top down forecast that’s unrealistic is tried to be implemented.
Speaker 2 00:28:30 What do you what do you see.
Speaker 5 00:28:31 It looks like looks it looks like a CRO or head of sales who’s head spinning going where did this number come from. How am I going to sell this to my team? There’s a lack of belief there immediately, already going into having to get the team to believe in that it comes to a team then doesn’t understand where these numbers are coming from, but it also results in what you commonly see is and I often think why like the statistic is about 45. And that number is going down, by the way, 45 to 50% of sellers are actually hitting their number. Right. And so when you’re operating a revenue org off of a 40% attainment, like there’s no predictability. And then what it also results into is, well, we’re just you know, we came up with a magic number. We were throwing warm bodies at the at the quota. And so all of a sudden you’ve got a sales org that’s, that has grown way too fast and without fail, every time 9 to 12 months down the road, we’re facing a really painful layoff.
Speaker 5 00:29:24 That’s what it feels like. And it sucks.
Speaker 2 00:29:28 That’s a that’s a great one I and that that’s really good description of what it’s like inside. And that becomes a vicious cycle. Right. Then you start all over again. All right. Right. I think you’re so far you’re number one right there. Let’s go. Okay. Adam, you might have a go to market gap if.
Speaker 3 00:29:45 You’re consistently getting ghosted by your prospects.
Speaker 2 00:29:48 Oh, my God, I like that one. That’s that’s that’s a big ding ding ding ding ding. It’s got to be up there in the top three. Ghosted that is that is the thing you hear. You know that so difficult because you don’t know what’s going on. And so you can still you can still maintain a little bit of optimism that just drags things out. But you’re just you have no idea what’s going on. But but you.
Speaker 3 00:30:08 Can you though maintain optimism. So I was having this conversation with someone the other day when you are getting ghosted. And I was looking at someone’s deals in HubSpot and it was like, hey, Jake, I just want to follow up and see if XYZ is still of interest, you know, hey, Jake, we have this great offer.
Speaker 3 00:30:23 And like, I think my response was if we were still of interest, if we spoke to value, if we were addressing pain, if we had the right ICP, they would get back to us without us having to say to them, Hey Julian, still interested? I promise you, if I’m interested, I’m going to tell you, and this goes to and like Dale said, it starts with the right ICP. It goes to the right message, it goes to the right offer, and it goes to solving pain and providing value. If you’re not doing that and you’re getting ghosted, you have a go to market gap.
Speaker 2 00:30:53 Absolutely. And it is. It is so difficult, because you can’t you can’t point to point to things with without getting, getting real as you described. So okay. That’s that’s definitely at the top. Let’s go one more round. Dale. You might have a go to market gap if.
Speaker 4 00:31:08 If you’re losing customers faster than you can put them in the top of your funnel.
Speaker 4 00:31:13 So you have that’s a churn. Yeah. Churn happening. And you’re doing all this work on top of the funnel to get people sold. Go through the process, get them close clothes out, and then they’re either not seeing the value in the product or they are, what they sold is and what they’re being delivered, or they just can’t afford it anymore. They don’t see the actual business value to what we sold in the sales process. So you have a lot of people especially this has been happening more and more often since a lot of the economy shifted and growth at all costs kind of gone away. A lot of companies were shifting their revenue projection cycles, etc., from from the sales team to the CSS team. And so they’re like, okay, not only do you need to not let the customers leave, but you also have to like expand and upsell them because they’re already customers. They’re already talking to us. So there’s that shift in paradigm that has happened over the last 12 months. And I think it’s I think it’s a bit unfair for the CSS team because they haven’t been trained on how to sell.
Speaker 4 00:32:12 They haven’t been training like they’re trained more on like, how do we make sure the customer is using the product or service the way it was intended to be used versus like, okay, now we gotta upsell, cross-sell you into more usage of different part of the product, etc.. So, if you’re losing those customers out faster, you can put them in. You definitely have a go to market gap.
Speaker 2 00:32:35 Absolutely. And that’s that. That is a really tough position because that’s hard to recover from that. That’s the leaky bucket. Everyone’s heard about it. And that’s a that’s a really good one. I’m gonna put you up there in the top five for sure. All right Jake, you might have a go to market gap problem if.
Speaker 5 00:32:50 If you’re if you you know Adam talked about the pain. I would say even if you’re not clear on the root causes that you’re solving, like the root causes of the problems that you’re solving behind the pains for your clients. And what I mean by this is when you don’t truly understand the root cause of the problem behind those pains.
Speaker 5 00:33:09 It results in not having a clear ICP. It’s results in not understanding which persona is the true personas. Oftentimes, they see a lot of startups hyper focusing on the user persona in their messaging, and not realizing they need to actually be focusing on the buying persona that owns the root cause of the pain. Right? So this is a common issue that we see that like if if you can’t speak to those root causes and easily break it down into how we solve it, you’re just going to be chasing messaging for the next 12 to 18 months and not figuring out how we’re going to how we’re actually solving this.
Speaker 2 00:33:47 That’s that’s a huge one. Right. And I like the way you tied it. Messaging is okay. Clear. We’ll we’ll look at our messaging. But it has so many ties into your whole sales process. Right. As you just described, figuring out who you’re pitching to, what your process is, who you make sure that you you include in the process. That’s a great one. All right.
Speaker 2 00:34:06 Last, last one. Adam, you might have a go to market cap problem.
Speaker 3 00:34:10 If you’re unsure if you have the right people in the right seats related to your revenue roles, if you’re questioning whether that VP of sales, VP of marketing, Director of Sales based on performance, or based on providing the overall strategy for what you need to move the business forward? if you’re having deep questions about that and not getting the answers you need, you likely have a go to market gap.
Speaker 2 00:34:37 Absolutely. And that’s that paralysis. Right. And I’ve been there as a first time CEO. And it’s like, okay, can I just hire someone to make this problem go away? And that’s a common trap, isn’t it? Right. Yeah. I think, you know, you just you it’s the wish or the hope higher. You know, I’m going to hire that right person and they’re going to solve it all.
Speaker 4 00:34:55 Well, I think I think it extends past that a little bit because if we’re asking operational or technical people to hire, go to market experts, I think by definition that’s just a recipe for failure, because I don’t think they would ask me, Jake or Adam, to interview a developer that’s going to write Ruby on the rails to code their product.
Speaker 4 00:35:14 So I think we need to think about this in a different perspective. If we’re a CEO or a founder that is trying to hire either a sales and marketing team or you know and have hasn’t done it before, it doesn’t have that expertise. It can be very costly. And you could be burning runway for the next 6 to 12 months, because you don’t know if you’re hiring the right person.
Speaker 2 00:35:37 Exactly. You might even not. You might not even know the right language and the questions to ask. Right. And I like your analogy, like trying to hire a CTO or VP of engineering when you, you, you don’t understand what Ruby on Rails are and what sprint planning and, and sales, sales development lifecycles are.
Speaker 3 00:35:55 Yeah. I’ve never even heard of Ruby on the rails until the other day, so that sounds sounds like a song from from the 70s.
Speaker 2 00:36:04 Exactly. So. And you know, and each department creates own language for good reasons, but but in an interview process, people can take advantage of that, right? Let me let me spout up a B buzzword compliant, throw out all the all the different, buzzwords of the day.
Speaker 2 00:36:18 And, you know, you’re a founder trying to juggle with that. So having an expert to help you with that. But even more important, like, you know, you’ve talked about the assessment, if you’ve done the assessment and you know what you’re looking for, right, you use that assessment to kind of program your next, next 90 days. Right. And so if you have that, you know, you at least have a starting point. But let’s let’s talk about the framework you guys laid out in your go to market cap, session the other day. So you have the assessment and actually know the assessments your first step. And then you have a four step process where you stabilize, you build a foundation. You kind of get the repeatability and scalability. Are those the four parts of your framework that you try to bring a company through?
Speaker 4 00:36:58 Yeah. Those are the four, phases of the framework. the biggest question is where do you fall in all of those phases? So what we noticed, and one of the reasons why we built this framework was when we went into a customer, they always want repeatability or scalability, like that’s where their mind goes.
Speaker 4 00:37:16 And so of course, even after the audit and we’re going in and we’re doing some of the work, they’re like, but in the past they did it this way. And I called 300 people a day and I was able to get meetings and like, so they go through this process, but they didn’t realize, for example, they were calling SMB customers and now they want to go to enterprise. So they’re they’re making that shift into a different market segment. And you have you potentially have the wrong people in the wrong seat. People are ghosting you. You can’t close deals like all the things we just talked about. So you’re really in this stabilization mode, like you’re in like how do we stabilize what we just had? Do we get to hire new people? Do we have to do different onboarding? Do we need new messaging. Like what is the actual problem. So we we a majority of the customers that we work with, what we see is we’re, we’re starting in that stabilization phase. And they want to just skip it and go to repeatability.
Speaker 4 00:38:08 And that’s a recipe for disaster.
Speaker 2 00:38:12 yeah. So so how do you determine what the the key moves are in that stabilization phase. I mean, you describe you’ve you’ve described various levels of disarray. I’m sure you’ve walked into all sorts of them, but you can’t fix everything. So how do you determine, like what key pillars you’re going to build, that you can actually create some traction and and signs of progress on.
Speaker 4 00:38:36 Go ahead Adam you can take that one.
Speaker 3 00:38:39 Yeah I think for us it’s we get down to the basics and stabilization. Like we really start looking at the ICP, the persona. We’re going to go through all of your deals and really try to understand, like are these deals that are closing? Do they all look alike? Are we selling to the same people? Are we selling the same product? Are we selling at the same price? Our people say, are we tracking why people buy all giving the same answer? Conversely, are we tracking why people buy and or why people don’t buy? Excuse me? And are they all giving the same answer? Is that value prop resonating? It’s getting really deep and understanding who we’re selling to, how we’re selling it.
Speaker 3 00:39:20 Is that messaging running across while also making sure that we’re looking at the internal team? and that we have the right people in the right place.
Speaker 2 00:39:31 I know, Jake, you mentioned like a second level layer there. You said, hey, not only do we need to understand the messaging, but but you kind of went deeper and said, do we really understand the root cause of the problem? So a good messaging is to really just identify the problem. But now you’re saying that might not even be enough there. You have to really understand the root cause of the problem. Expand on that.
Speaker 5 00:39:53 Yeah. Because if you understand the root cause of the problem, the the the like, the framework for solving that actually becomes a simple math like conversation. It actually, becomes an equation because if you understand the current state of the business caused by that root cause. and you understand where they want to go. The future state then, like, you can really break down the the revenue gap that it takes to get there.
Speaker 5 00:40:21 And what that breaks down to is figuring out what that what the root cause is behind the issues and the, I guess, the symptoms of what they’re experiencing. So we can go solve for that specifically. And and that’s what like when you do that, that’s what helps sellers actually start what I would call Dollar Rising. The problem. Right. But if you don’t understand what the root causes of those problems and you’re focusing on pain, then you it becomes a lot harder to quantify or dollar rise that pain. And then you can’t drag your buyers through the glass when it comes to helping them understand the impact that’s having on the business.
Speaker 2 00:40:58 So really understanding the problem you’re solving for you can you can you can quantify it with ROI and dollars and be sharper on getting the person who’s experienced it or has the authority to fix it. right?
Speaker 5 00:41:10 Absolutely, absolutely.
Speaker 2 00:41:13 All right. So you’ve gone through the assessment. You’ve picked a couple things to stabilise. obviously once you’ve done that do you typically get some you know, what’s the what’s the progression to the next stage of foundation or repeatability? Yeah.
Speaker 2 00:41:31 When you say, okay, we’ve actually proven that we’ve got a couple of those things and now we can start getting to repeatability and scale. What are you looking for that that gives you the trigger to the next next gate.
Speaker 4 00:41:40 So from stabilization I think it’s a bit of momentum. Like are you getting momentum. Are you getting our deals moving through the funnel? are we getting stuck at like where are we getting stuck? You know, we’ve done an evaluation of the team. you know, we do think we have some moderate people in there, you see. and we can, you know, move forward with this team. We have a Elise’s sketch or outline of what the process looks like. Many times we go into, Places in the CRM is a mess. Like they think they have a top of funnel problem and they need more leads generated. But the reality is, like their HubSpot or their Salesforce is completely messed up because it was built out wrong and they have leads that they haven’t followed up on.
Speaker 4 00:42:23 So, it’s just untangling some of that, that tangle and seeing the momentum happening. And then once you get into, you know, are you doing sales one on one stuff, sending recaps, getting alignment on the deal, sending out mutual action or joint engagement plans, like, are you doing sales 101 stuff like sometimes in my mind I think of stabilization as like college courses, like I’m in 101 and 201. Like, can I do the one on one and 201? And then once I kind of graduate from the one on one to 2 or 1, I can move on to like 301, which would be like foundation building, making sure that house is stable on that foundation. to start building out the real sales process that we want to put into the CRM, we want to, you know, start hiring that next salesperson. Maybe not 2 or 3, but we want to hire one and make sure that everything we were stabilizing. Right. Since. Yeah. Does it really make sense? Let me let.
Speaker 2 00:43:19 Me back you up. So so you talked about some basic 101 tactics, right? Which, you know, the first one is, is what what your parents taught you send a thank you letter. Right. Basics. Right. So that is really basics. But you you introduced this concept of a joint engagement plan. And you know, I’ve been around a number of sales organizations and that that feels like it’s it’s pretty interesting and and not necessarily a foundationally understood in this space. Why don’t you walk us through this, this jump, as you call it? What is it? Why does it make sense? And how many people you think are using it today? And what’s the difference between not using it and using it?
Speaker 4 00:43:54 Yeah. I got this from just my carrying a bag days. And what I found most helpful, we all become in the sales world, the sales concierge. And we don’t really want to become that sales concierge. We want to make sure that we the sales process or the buying process, which are one the same but different.
Speaker 4 00:44:12 We have the sales process, the buying, the buyer’s buying process. And so we’re going through this together. And so we each have responsibilities through this this process. And so our responsibilities are getting new information. Make sure we’re answering questions. Your responsibility is like how are you going to buy this thing. Does it make sense. Do we have a value. What’s the business. You know, what’s the the ROI on it. And we just need to keep each other accountable. So the joint engagement plan is or the mutual action plan, which people, some people call it, is just making sure that we’re keeping each other accountable, because at some point we want to derive value for the customer, and we want to make sure that we’re delivering that value. And that is I’m going to spend $100,000, and I’m expecting 350, $400,000 in ROI. How do I really get there and when am I going to get there? The customer doesn’t even realize that they have to get there.
Speaker 3 00:45:03 And piggyback piggybacking off that, when you look at the the buyers process because there’s not enough sellers, Julian, as you know, that map the sales process to the buyers process.
Speaker 3 00:45:14 Right. You go in Salesforce or HubSpot and you you have all these ridiculous stages that are really just actions that take place and they don’t like, align with where the buyer is meeting.
Speaker 2 00:45:25 Right?
Speaker 3 00:45:26 Right, right. First meeting. Yeah. We were to say that. Hey, Jake, where are you in your buying process? Oh, I’m going to have a first meeting with Adam. Like, I probably got what Jake is going to say. Yeah, but oftentimes what we see is sellers don’t truly know what’s needed to close a deal. Like, we we know that the customer is looking at X software. When do they want to go live? To go live? When do they need to have a contract signed by to get a contract? When does it need to go to legal? How long does legal take? What is your red line process? Who else needs to be involved in the product? How have you purchased software or services like this before all of these things that you could use to build out this joint engagement plan, so that it’s very clear, you’ve established with your prospect the critical event that is causing me to look at this product as X, I need to solve it by Y.
Speaker 3 00:46:20 Great. Now let’s work backwards of everything we need to do so I can make you look really good Julian, in front of your team so that you get the solved by Y. And we get it implemented by Z to make you look like a rock star. Not enough sellers take the time to look at a deal holistically and work with their customers versus, hey, Dale, okay, we’re going to sign you by October 21st. October 1st. Here’s the contract. Well, sorry, Dale, it takes, you know, our legal process. They’re on an eight week, nine week backlog. Why didn’t you know this to start with?
Speaker 2 00:46:50 So that seems like almost too logical, right? and it feels like you’re going to run into the conflict of of trust, right? And particularly if you’re multiple vendors. right? You know, of course, I want as a seller for us to engage in a joint engagement plan and a commitment to close. But as a buyer, I might be still holding you off at arm’s length.
Speaker 2 00:47:13 I’m not sure you’re my vendor yet, or I’m not sure we’re going to get the right price yet. And so how do you handle that? And maybe sell the joint engagement plan process, as mutually beneficial as opposed to kind of a lock in trap?
Speaker 5 00:47:27 Well, here’s the here’s the interesting thing on that is even worse than sellers not knowing the process, because you could even you could even argue that a lot of sellers know the process. They just haven’t codified it before. And so, you know, putting this together allows them to go, oh, okay, I don’t have to shoot from the hip anymore. I know, I know, generally like this makes sense. But now I have a blueprint right. Or framework that to help follow. And then when things are codified, they can do it over and over and over again. That’s part of repeatability. But what what I tell sellers all the time is it’s actually beyond the you the bigger problem and why you got to get so damn good at this is because your buyers don’t know how to buy.
Speaker 5 00:48:06 I’m going to say that again, like buyers don’t know how to buy. We’re not dealing with people.
Speaker 2 00:48:09 Who’ve been in that spot for ten, 15 years. They’re probably, you know, average ten years of two. Right.
Speaker 5 00:48:15 Right. And so either they’ve never gone through a procurement process on their own before inside of the business, or they’ve never they’ve never led a purchasing process, a procurement process themselves, or they’re just not really sure how to run the process internally. And so a big piece of this and how to do what you just said is like this, this kind of aligned agreement on this is to set and establish with the buyer. Well, how do you normally go through this process? Right. What is your what is your procurement process look like and what are the next steps involved in this. And and and that allows the seller to actually analyze. Does this buyer actually know the steps they’re going to be required or involved in this process. And then because you’ve been doing it for so long, a good seller will say, well, typically what we you know, if we’re able to align on these things on this call today, next steps would look like this.
Speaker 5 00:49:02 And what we need to do is actually get a more technical deep dive with with your team on this call so that we can analyze if, if we can meet your future requirements. Or typically next steps look like, having a pricing conversation. And, and that will allow you and the buyer to start moving from a buyer seller relationship into a partner conversation. And when you start looking at it through a partnership lens and you map it out together, like as Adam laid it out, like, let’s start with the end in mind and work our way back. And you joint, you build this joint plan. Then you find yourselves in conversations with buyers where you’re not just checking in or you’re not just following up, but you’re you’re confirming with them, hey, we’re working towards this goal together and we’re missing some of these deadlines. Is this is this still a deadline that we’re going to meet together? Is this still priority, or what do we need to do to make sure that we get there together? Right.
Speaker 5 00:49:53 It it it changes the relationship.
Speaker 3 00:49:57 And part of it is where, where do you identify that your vendor of choice. Like we all, we all know that you don’t walk in. I was just having this conversation the other day. Like, very rarely are you the only people that are being looked at, right. Very, very, very rarely. And if you think you are and you’re banking your sales process that no one’s looking at competition, you’re going to be blindsided at the end. Where do we bake in in your buying process when you identify vendor of choice? And I think it’s okay to acknowledge that, right?
Speaker 2 00:50:24 I think bringing that up and saying, whenever you’re ready, take some of the awkwardness out of that. All right, guys, let’s let’s talk about some of the consistent mistakes or lessons that you guys see that people can take away from it. I don’t know if it could be a family feud, but we talked about a couple of them. What are some of the common mistakes and repeatable mistakes that you’re able to provide some some lessons for that you see across your engagements and your experience.
Speaker 4 00:50:49 Jake. And start come on Jake, you got this.
Speaker 5 00:50:53 There’s like, where do we start? Is the question like which one.
Speaker 2 00:50:57 Rank it in the notes.
Speaker 5 00:50:59 All right. So common mistakes. one of the big ones is, we often, we often see that when, when these when these, like, frameworks and these blueprints haven’t been established and, helped sellers, like, identify how to run their process. It’s a wild, wild west on the sales floor, and every rep is running their own process, every reps running their own approach, and every rep saying something different when they’re on the phone. And so, there’s just there’s no there’s no clear way to repeat what we’re doing because it actually hasn’t been captured and we haven’t captured it and we haven’t measured it. We can’t scale it.
Speaker 2 00:51:41 So you’re saying there’s there’s lack of a, an official, consistent process that you can utilize. Everyone’s doing their own thing. And is that something you guys come in and help build a consistent process that you thousand percent?
Speaker 5 00:51:54 That’s that’s is what we do.
Speaker 2 00:51:56 Playbooks. Playbooks. Stages. Processes. Tools. Right. Hiring. Hiring. Yeah. It’s a complex set of things, but. But if everyone’s doing their own thing, they probably don’t have a standardized good one that they trust. And that’s the symptom. Okay. So that’s that’s a good one, Adam. A consistent, repeatable mistake that you see that you guys, you know, work on quite often to fix.
Speaker 3 00:52:19 Oh my God. having hired a full time head of sales or VP of sales too early, thinking that because they helped tweak some things at a previous company that they’re going to be able to build your go to market at your company.
Speaker 2 00:52:33 Yeah. Why is that so hard? they hire that person too early. Is is it just is it too much for one person? Is it that they don’t come in scoping it the right way and they’re going to need to have bring in a lot more resources to fix this problem?
Speaker 6 00:52:47 Yeah. The root.
Speaker 2 00:52:48 Cause of that, that being a mistake.
Speaker 3 00:52:49 I think it’s founders want to exit founder led sales earlier than they should. they want to hire someone who is the sales expert who’s going to come in and like, if I hire Jake, he’s he’s a great VP of sales or CRO, and he’s just going to come in and close some deals. But there’s been no repeatability. There’s been no process that’s been built. The team has been mismatched. You’ve had a couple of shows that have lasted six months, two months, four months, and you have nothing documented. So you hire this head of sales and it’s like, Julian, you do it, figure it out. and one of the things that I learned relatively early in my career is building from the ground up is very different than tweaking and a VP of sales. When there is process in place, clearly documented ICP, clearly documented value prop, demonstrated repeatability of why deals are closing, how deals are closing, pricing and packaging. It’s a lot easier to make those little tweaks if you’re a VP of sales who’s been at a big company and later stage.
Speaker 2 00:53:53 Company, you’ve got.
Speaker 3 00:53:54 Yeah. And most founders want to hire like the the Facebook VP of sales or sales.
Speaker 6 00:53:58 Brands who.
Speaker 3 00:53:59 Have no business working at a startup. and it fails. And that’s why we’re so bullish on whether it be us preferably or someone else. Use go to market. Fractional executives use experts who have built before to help you lay that foundation. Before you go, spend two, three, $400,000 on someone that is going to cost you 6 to 12 months in time, and an awful and.
Speaker 2 00:54:25 The potential cost of having to redo it, which could be the death spiral in a tightly funded startup. Right?
Speaker 3 00:54:31 100%.
Speaker 2 00:54:32 Okay, Jake, consistent lesson that you guys run into a consistent, repeatable mistake.
Speaker 5 00:54:38 I you want to skip?
Speaker 6 00:54:40 I’m sorry. Excuse me?
Speaker 5 00:54:42 I know it’s.
Speaker 6 00:54:44 There’s.
Speaker 5 00:54:44 More value if I.
Speaker 6 00:54:45 I didn’t mean to put you on.
Speaker 4 00:54:48 You can take my turn.
Speaker 5 00:54:50 I would say letting Dale give advice.
Speaker 6 00:54:52 That I would say.
Speaker 4 00:54:55 I would say I asked this so many founders or revenue leaders or CEOs not being able to articulate their their value proposition to the market in under ten, 15 words.
Speaker 4 00:55:06 It’s some dreary, like they just go on and on and then they can’t really map it to the business value that is that all of their competitors can’t say or execute on. So it’s a good exercise. It sounds super simple, but it’s a very hard exercise. And I think it’s just the the ability to do that in a consistent basis, because then you can actually onboard and train your sales team to do the same thing. If you go on and on, like a three paragraph sentence on where you’re where you are different or where your value lies, I can guarantee your customer is like checked out in the first five words. So super concise and easy to articulate.
Speaker 2 00:55:50 Awesome, awesome. All right, we’re gonna do one more lightning round, which is if you have, you know, one piece of advice to to a founder or CEO who’s finds himself somewhere in this, in this challenging cycle, you know, what would it be, Jake?
Speaker 5 00:56:06 Do you not hire a VP of sales too early? Don’t jump the gun there.
Speaker 5 00:56:10 It’s it is way too tempting. It’s way too easy to pass the buck. and it’s perhaps the fastest way to overlook the the symptoms of what are truly like the problems of your business at the current state. So do not hire a leader before you’re ready for that. That leader.
Speaker 2 00:56:32 That’s good advice, Adam.
Speaker 3 00:56:34 Document, document, document. Everything has to be documented. It cannot live in your head. I tell people all the time, I don’t care if it’s an Apple Notes Google Drive text. Like I don’t care where you document it, but you gotta get it down.
Speaker 2 00:56:48 Document what’s working.
Speaker 3 00:56:51 And what’s not and.
Speaker 2 00:56:52 What’s lost is.
Speaker 3 00:56:52 Just as important.
Speaker 2 00:56:54 Okay, excellent. Good stuff. Dale. You can do one thing. You’re stuck in this quagmire, in the gap. What’s one thing you can do tomorrow?
Speaker 4 00:57:05 get your pick and shovel out and start continuing to sell on your own. And not only to your, to your network, but people you don’t know. So a lot of times we go into places and they’ve exhausted their network or they’ve been successful, you know, selling to 10 to 20 of the people they know, but they haven’t tried to go outside of that comfort zone.
Speaker 4 00:57:27 And so just go outside your comfort zone and start cold calling or start cold emailing and trying to get that, that, that process down. So as you’re hiring people and you see how the process is going, you can’t just say, well, if you call 100 people, then you should be getting X number of leads and you should like, actually do the work so that you can have empathy, empathy and sympathy through that process. When you’re asking people to do things that you don’t, you haven’t done.
Speaker 6 00:57:54 Right.
Speaker 2 00:57:55 You know, do it yourself so you can teach others to do it. So so, you know, sticking that grind founder led sales. That’s great stuff. Okay. if if, obviously the other one you could do is you can hire some experts, you can find you guys at Revenue reimagined.com. You’ve got the podcast, the Revenue Reimagined, podcast. And then if you want to do a little studying before that, you guys have any books you might recommend, that people can kind of go to school on and at least learn the language so they can call you and feel like they they’re speaking the language of, revenue excellence.
Speaker 5 00:58:29 You know, one like, I think one book that every founder should just pick up and read as early as possible, just understand the mechanics and basic functions of a sales organization. Is Mark Wahlberg’s book The Sales Acceleration Formula that that is like a must read book for every founder and every early stage revenue team to every scaled, mature revenue team.
Speaker 2 00:58:53 I like that one. That’s a great idea. Adam, do you have a recommendation?
Speaker 3 00:58:57 Yeah, I mean, there there’s there’s a few back here.
Speaker 6 00:59:00 That’s right.
Speaker 3 00:59:01 If I’m going to pick one, one of my favorites right now is what a unicorn knows. you know, if you’re really going to look at how to scale, and what you need to do to get where you want to go and going about it the right way. it’s one of my local favorites. One of my recent favorites.
Speaker 2 00:59:17 What a unicorn knows. I like that. All right, Dale, what would you recommend?
Speaker 4 00:59:22 Yeah, I think I’ll go off. off the beaten path here a little bit and talk about the, extreme ownership from Jocko Willing.
Speaker 4 00:59:32 that’s just like, every day making sure that you as a founder, CEO, revenue leader, you’re taking that accountability, for the process. And even if some of the product challenges are happening or some of the team challenges are happening like it all rolls back into you and it starts from the top. So Extreme Ownership is a great book.
Speaker 2 00:59:53 Awesome. Well, hey guys, this was a great conversation. I know that a lot. A lot of our, community and listeners are going to be excited to hear about it because unfortunately, a lot of people do have revenue challenges. And it’s exciting to to see that you guys are solving them with precision and really, hitting your stride there. People can find you at Revenue reimagined.com, and we hope to see you at the Growth Elevated Conference. We can have some great conversations.
Speaker 1 01:00:20 Thank you for listening to the Growth Elevated Leadership Podcast. If you enjoyed this episode, would you please follow us and subscribe on your favorite podcast player and we’d be grateful if you recommend it to a friend.
Speaker 1 01:00:31 If you’d like more resources on how to become a better leader in business, we invite you to visit us at Growth elevated.com. We’ll be back next week with more insight from another great tech leader. Thank you.
David Darmstandler – Co-CEO & Co-Founder Datapath
In this episode of the Growth Elevated Leadership Podcast, host Julian Castelli interviews David Darmstandler, co-CEO and co-founder of Datapath, a managed IT and security company. They discuss the challenges of scaling a technology business, particularly in the managed services sector. David shares insights from Datapath’s journey since its inception in 2005, emphasizing the importance of effective leadership, team management, and financial literacy. Key topics include the value of mentorship, the role of advisory boards, and the necessity of tough conversations to foster a culture of openness and continuous learning.
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
Timestamps
Introduction to the Podcast (00:00:02)
Julian Castelli welcomes listeners and introduces the podcast’s purpose and focus on tech leadership.
Guest Introduction (00:01:17)
Julian introduces David Darmstandler, co-CEO of Datapath, highlighting his entrepreneurial background and company’s achievements.
Overview of Datapath (00:02:21)
David explains Datapath’s services, focusing on managed IT and security for various sectors including healthcare.
Customer Profile and Needs (00:02:41)
Discussion on the typical customer profile and how Datapath supplements existing IT teams.
Managing Complex IT Infrastructures (00:04:06)
David describes the complexities of managing IT for large organizations and the importance of strategic support.
Growth with Startups (00:05:20)
David shares experiences working with startups and the excitement of supporting their growth.
Consequences of IT Failures (00:05:52)
David emphasizes the impact of IT failures on customer trust and brand reputation.
Innovating with AI (00:06:40)
Discussion on the role of AI in enhancing Datapath’s services and future innovations.
Early Days of Datapath (00:07:47)
David recounts the humble beginnings of Datapath, starting with minimal resources in 2005.
Scaling the Business (00:08:08)
Julian questions how Datapath scaled from a small startup to a significant player in the industry.
Challenges at the $5 Million Mark (00:10:38)
David discusses the challenges faced when reaching $5 million in revenue and the need for strategic changes.
Identifying Leadership Challenges (00:12:23)
David reflects on realizing the team’s readiness for growth and the need for strategic thinking.
Scaling Strategy and Efficiency (00:13:14)
David compares scaling to a race car, emphasizing the need for efficiency and shedding unnecessary weight.
Recognizing Skill Gaps (00:14:06)
Discussion on the common struggle of entrepreneurs lacking diverse skill sets necessary for scaling.
The Role of Coaching (00:15:13)
David explains how bringing in a coach helped identify micromanagement issues and improve team dynamics.
The Importance of Seeking Help (00:16:46)
Discussion on the challenges of seeking coaching and the founder’s reluctance to ask for help.
Catalysts for Change (00:17:26)
David shares how hitting a plateau created pressure, leading to the decision to seek coaching.
Mentorship and Coaching (00:18:22)
The value of having mentors and being a mentor, emphasizing mutual growth and learning.
Partner Alignment on Coaching (00:19:12)
Exploring how David and his partner reached a consensus on hiring a coach.
Accountability in Leadership (00:21:33)
The significance of accountability for leaders and the benefits of involving coaches with team members.
Advisory Boards for Guidance (00:22:41)
The role of advisory boards in providing accountability and guidance for private companies.
Building an Engine for Scale (00:23:12)
Transitioning from a small to a scalable organization and the need for operational changes.
Understanding Financial Metrics (00:24:01)
The necessity for entrepreneurs to grasp financial metrics and their impact on business success.
Investing in Financial Education (00:24:40)
David discusses pursuing education in finance to better understand and manage business finances.
Learning from Financial Statements (00:25:07)
The importance of analyzing financial statements to improve business positioning and decision-making.
Critical Metrics for Success (00:26:32)
Identifying and aligning on critical business metrics to drive operational efficiency and growth.
Addressing Team Composition (00:28:16)
David reflects on the importance of having the right people in the right roles for organizational success.
Having Tough Conversations (00:29:01)
The need for leaders to engage in difficult conversations about team fit and performance.
Relief from Honest Discussions (00:30:51)
The positive outcomes of open communication, leading to clarity and alignment within the team.
Here are the extracted timestamps and their corresponding titles:
Creating a Safe Space for Conversations (00:32:24)
Discusses the importance of open-ended conversations to address performance issues without intimidation.
Enabling Team Growth (00:33:35)
Explores strategies for empowering team members to scale and grow in their roles effectively.
Time Management Techniques (00:34:49)
Highlights the significance of tracking time to optimize leaders’ responsibilities and reduce administrative burdens.
Bottom-Up Strategic Planning (00:35:21)
Describes the shift from top-down to bottom-up planning, encouraging team input on achieving departmental goals.
Fostering Autonomy in Leadership (00:36:40)
Emphasizes the importance of giving team members autonomy to make decisions and develop their capabilities.
Continuous Learning and Community (00:39:12)
Recommends regular reading and finding a supportive community of entrepreneurs for personal and professional growth.
Closing Thoughts and Gratitude (00:41:14)
Wraps up the discussion, expressing appreciation for shared insights and the importance of leadership development.
Speaker 2 00:00:27 Hello everybody. This is Julian Castelli. I’m the host of the Growth Elevated Leadership podcast, where each week I talk with inspirational entrepreneurs and leaders in the tech industry. Past guests have included CEOs and CXOs of great companies like Work Front, CHG, Healthcare Systems In Moment, Vox, Pop me, the San Francisco 40 Niners, and many more. This episode is brought to you by growth. Elevated growth elevated as a community of tech founders, CEOs, and CXOs who are committed to working together to share best practices and learnings in an effort to become better leaders. We do this through educational programs like this podcast, as well as our annual Tech and Ski summit, which happens to take place in beautiful Park City, Utah. So if you’re a skier and you like talking about business and growth in tech, check us out at Growth Elevated.
Speaker 2 00:01:17 Com. Today I’m I’m excited to bring bring to the podcast David Darmstandler. David is the co CEO and co-founder of Datapath a managed IT and managed security company. That Datapath is is headquartered in North Carolina, Northern California, and it has about 80 team members throughout the US and has made the Inc fastest growth company list eight times. David lives in Park City, Utah with his wife and four awesome kids, and that’s where I had the chance to meet up with them. Please welcome David David Stadler to our podcast.
Speaker 3 00:01:57 Hi, David.
Speaker 4 00:01:59 Hey. Thanks, Julie. Thanks for having me.
Speaker 2 00:02:02 Hey. I’m excited to talk to you today. So you’ve been. You’ve been, You’ve been an entrepreneur. and a, tech leader for over 20 years at Datapath.
Speaker 4 00:02:14 I have. Yeah. No, since 2005. So it seems like it’s going fast. Go ahead.
Speaker 2 00:02:21 Tell us a little bit about what Datapath does.
Speaker 4 00:02:25 Yeah, I mean, there’s some it up, depths. You know, David has managed it service providers.
Speaker 4 00:02:30 So we manage infrastructure and security for large organizations, for government, education, finance. and, you know, most recently over the last couple of years, gotten into health care.
Speaker 2 00:02:41 So and so what’s, what’s the typical profile of a company? that would be your customer. And walk me through their problem and their alternatives and how they find Datapath and why they choose Datapath.
Speaker 4 00:02:56 Yeah, absolutely. You know, for us, you know, over the years, it’s, you know, we’ve transitioned as far as, you know, the type of customer kind of gone up the stack. the customers we serve now, you know, have pretty good size IT departments usually, you know, kind of in that range of ten to, you know, sometimes upwards of 50 plus people in there on their IT team. Okay. So we come in and just kind of help to, to supplement them. and we manage, you know, essentially their private cloud forum, their, you know, their infrastructure and we do the monitoring and response to security incidents.
Speaker 4 00:03:29 you know, in the finance space, that kind of ranges from, you know, probably somewhere around, you know, 100 team members upwards to, you know, thousands. and then, you know, kind of government education space, you can go as high as 20, 30,000 users. so it’s definitely.
Speaker 2 00:03:44 Employees that are relying on the IT infrastructure that you’re helping to. Yeah. That’s all the users. Right.
Speaker 4 00:03:49 So we’re yeah we’re okay.
Speaker 2 00:03:50 So you’re working with enterprise customers that you know they’ve got enough it needs. They’ve already got ten, 20, 30 people working, but they need more help. And you help them scale more efficiently by supplementing their team. Or do you sometimes take over the whole IT infrastructure?
Speaker 4 00:04:06 Yeah, we generally are kind of taking over the infrastructure for them and working with their team directly, which is worked out great. So we kind of come in and just kind of become a part of their team. And really some of the advantages, you know, really for the departments is they’re getting a series of tools, they’re getting the AI, the, you know, a lot of the back end work that we’ve done over the years and the last 20 years to make things more efficient.
Speaker 4 00:04:30 So if you’re large, say you have 20,000 users and you’ve got, you know, say 30 sites, different, you know, locations, you know, your infrastructure gets very complex fast, right? So you need an organization that understands, like how to manage that, how to help you see what’s coming, how to plan, how to be more strategic in the way you support it. and ultimately be there as your Top Gun when you know something goes awry or goes, goes wrong. Right. So, you know, insecurity is obviously always changing, right? So that that kind of came naturally over the last decade that we developed, you know, security services because it became such a large issue for customers. so, yeah, and, you know, a lot of our we’ve actually scaled with, you know, startups as well. So we’ve had startups that came in, they had, you know, 10 or 20 employees, and we’ve seen them all the way through to a thousand employees, you know, kind of managing their cloud infrastructure and stuff for managing the security side forum.
Speaker 4 00:05:20 So it’s been, you know, it’s fun ride. We prefer the growth side. We love the idea of working with entrepreneurs and working with organizations that are growing. it’s a lot more exciting organizations that are stagnant or, you know, kind of just sitting there growing.
Speaker 2 00:05:32 Then their need for your service is going to grow. Right? And so that’s good for business. And and then if you can actually, you know, make it a smooth path for the growth, make sure that they’re not going to run into any walls. That’s got to give a CEO a lot of confidence saying, great, I know I can scale, you know, infinitely with your help, that’s got a that’s got to be a great reassurance.
Speaker 4 00:05:52 Oh, absolutely. Yeah. I mean, when you’re it fails, your customers lose faith in you. Right? So if you’re down for a day or two days or sometimes a week, we’ve seen it all, being in 20 years, you know, it’s it’s it’s pretty easy for, for organizations to really take a, take a hit from a branding perspective, too, right? People lose faith in the product.
Speaker 4 00:06:09 So, yeah. So our job, you know, it’s one of one of those one of those services you provide that, hearing less is better, right? So, yeah, it’s like.
Speaker 2 00:06:18 The offensive line. I coach the offensive line at high school, and, you know, you don’t want to hear about the offensive line on the loudspeaker. And, you know, until after the game and what a great job they did. But not during the game. It means something wrong.
Speaker 4 00:06:29 Absolutely. So but yeah, I mean, we and we continue to innovate and develop products. And, you know, AI is a big part of that right? At this point. You know, what it can do for customers. So we’ll see where that takes us as well.
Speaker 2 00:06:40 Let’s go back and trace the path. So you started in 2005. You started from scratch. You got.
Speaker 4 00:06:47 Started.
Speaker 2 00:06:48 we run.
Speaker 4 00:06:49 For And $57. Two founders, rented a 100 square foot office with a mini fridge and stacked servers on the top of it to, you know, to host stuff for our customers.
Speaker 4 00:07:02 So, yeah, it was, it was definitely about as bad as, garage like, as you can get.
Speaker 2 00:07:08 And now you’re you’re a $30 million plus business. You have how many employees?
Speaker 4 00:07:13 80.
Speaker 2 00:07:14 Okay, so I want to I want to I want to unpack how you scaled, because I think something you told me earlier is a lot of companies that in your, in your field don’t really get that large. Right. And they kind of hit a ceiling and, and you’ve, you figured out how to continue to keep growing and, and get to the size you are. And you punch through some scale barriers. And I think that’s something that all, entrepreneurial businesses face. And so that’s a great theme for us to talk, talk about today. But, you know, tell us a little bit about the journey. What was it like in the early days and then, and then, you know, when did you gotta have to start changing? Changing how you were growing the business. When you’re when you kind of realize that that scale is not not something you just do more of the same of.
Speaker 4 00:07:57 Yeah. No, absolutely. I, you know, the beginning was, it was a grind. I mean, we, I, you know, I’d come off some other companies I’ve been a part of and another one that I had started. So I knew the grind of, you know, getting the company off the ground. But this was a very different kind of company. The one that, you know, I’d worked on before was, was more in the technology space and more of a SaaS type product. So, you know, it went into the service based, you know, managed services. And, it it was a grind. I mean, it was, you know, physical work at points. It was, you know, going out and finding.
Speaker 2 00:08:31 Customers of carrying servers and, you know, installing racks. I mean, a little bit like, Silicon Valley with the the servers in the truck. You haven’t one of those moments, you know.
Speaker 4 00:08:40 Yeah. I mean, one of the first, I think the first or second big project and customer we landed was, you know, we land this big, we were manufacturing Fashion first.
Speaker 4 00:08:50 and, we manage this, you know, this big rock quarry, that, you know, grinded up limestone and they needed to take the whole campus wireless, which was basically, like, impossible at the time. But we found a way to design it and make it work, and and, you know, we were hanging off the side of cliffs, you know, running wire and, you know, my partner and I was just, you know, but, you know, it was brought in good revenue. And, we were laughing, having pictures and pictures.
Speaker 2 00:09:15 From that engagement, like in your company Almanac.
Speaker 4 00:09:17 I, I think we probably do. so, yeah, it was definitely a, you know, those kinds of situations were on the regular. You know, one of our first customers we got was the publicly traded company, and they were sending us all over the Western United States. you know, and you, you know, just just the just the constant grind of just traveling, moving, managing customers, trying to manage service, trying to manage billing, all with just a super small team.
Speaker 4 00:09:42 And so thankfully, at the gate, we landed pretty large contracts that allowed us to staff up and, you know, get some of those rules fulfilled, so that we could focus on some of our core areas of strength as individuals. You know, in the in the case of sales, as an example. But, yeah, it was definitely, it’s definitely grind out the gate to get this off the ground.
Speaker 2 00:10:01 So yeah. So but but you obviously were successful. You, you helped those early customers, you innovated you, you, you did the hard work of of hauling equipment like, you, like, you know, and everything that’s needed as an entrepreneur in the earlier stage. When did you when do you feel like things changed and you kind of looked and said, all right, we, you know, we want to be bigger than the, the average competitor. And, and, you know, doing the same type of thing is not going to work like one plus one. We can’t just scale linearly with a change.
Speaker 2 00:10:32 The way we, we run this business to, to get bigger. When did you hit that ceiling.
Speaker 4 00:10:38 Yeah. You know, probably kind of around that five, $5 million mark in revenue. we’re starting to land some larger contracts, you know, in $5 million in our space is, you know, you’re still a pretty good size organization with such a fragmented industry, you know, so these guys get to, you know, a lot of the entrepreneurs in our space get to ten or 15 or 20 employees and feel like they’ve really arrived. but you do you reach some some, you know, some major kind of stepping points. You got to make some big investments you have to make in the right people, to get you from where you are currently to where you want to go. which is difficult for a lot of entrepreneurs to do. you know, the biggest one, you know, I think we’ve discussed it’s just that releasing control. Right. And, and so, you know, you you’ve got to you’ve got to find those capable people.
Speaker 4 00:11:27 You have to raise them up. And, so that $5 million mark was, was tough. I mean, it was kind of a plateau for a little bit. And we had to kind of figure out, you know, how do we grow, you know, both organically and organically. In our case, you know, we we decided that we really wanted to go for it and go all in. And so, you know, part of that was, you know, bringing the right people and also making some large investments and, you know, some acquisitions and things like that to scale. So.
Speaker 2 00:11:54 Now when you were at that stage, did you have like the evidence or the confidence that said, that said, all right, we know we can grow the revenue based on either customers or backlog. So you kind of did you feel like the market opportunity was there, and did you feel like you had maybe an organizational or a leadership challenge to kind of get there, or was it a little bit of both? You kind of had to take the step and see if the revenue would come.
Speaker 2 00:12:16 How did you have both challenges, or was one kind of feeling relatively comfortable at that point?
Speaker 4 00:12:23 Yeah, you know, we knew the demand was there. I think what we realized was that our, our team just wasn’t ready for the growth. And the people that we had in those positions had come up, you know, essentially through the realms of it or security. and so they were oftentimes very analytical. And, you know, they overthought things. Right? So as opposed to being strategic. and really deciding, hey, what needs to kind of what do we need to shed in order to, to really scale? and so at that point, you know, kind of the analogy I remember having in my head was kind of a race car analogy, right? Like, okay, well, if you want something to go faster, you can’t keep adding more weight. you can’t be adding more stuff that you’re going to do, you know, like when you watch some of these, especially the newer ones that come out, these documentaries on race cars, it’s like they’re constantly, you know, losing weight wherever they can.
Speaker 4 00:13:14 They’re they’re thinning out like things that don’t make sense in order to kind of really get that speed and performance they need. And so when it comes to scale, we just, you know, looked at our business and went, okay, these couple areas can scale really well. And these things that we’re doing over here are actually, really not scalable there. And oftentimes what’s funny is those things are often what people think are the best part of their business, but they’re oftentimes where you’re not you’re getting the worst margins. they’re the messiest part of your business. They’re really difficult to scale because they’re, you know, they’re just they’re complex. They’re overly complex. So a lot of those things we decided to, if we were going to keep them for the sake of the customer to contract them out, which allowed us to scale out faster. We still got, you know, some margin off them. So.
Speaker 2 00:13:57 Yeah, it is. It definitely is. It requires a more efficient race car to to scale because you can kind of do the math.
Speaker 2 00:14:06 Right. I think there’s a theme here that I hear you saying like, look, people start businesses in areas they know, right? That’s the beauty of capitalism and the entrepreneurial entrepreneurship world that we live in. And what I see over and over again is you get people who are really good at it, for example, right, creating an IT company. Right. And then, you know, they may not have had experience to some of the other disciplines required to to scale businesses, whether it be finance or people leadership or, you know, HR, you name it. Right. And and so we see that and I talked to a lot of non-technical founders who maybe know an industry. And I talked to technical founders who really don’t know how to sell, or sales, founders who don’t know how to write great tech write. And so, you know that that’s probably where most people that’s the default stage. That’s where people find themselves. So how do you a first recognize that. And then B what do you do to kind of punch through and and get those other other skill sets, or educate yourself in a way that you can you can get through that, that barrier to scale.
Speaker 4 00:15:13 Yeah. So I mean, I know we chat a little bit about this. I think the thing that helped us the most in that kind of $5 million mark was, you know, bringing on a good coach that was referred over to us. and it scaled, you know, very a series of different companies. you know, he was doing it. He didn’t need the money. He was doing it more just to be, you know, it was kind of his service. He really enjoyed it. he’s still, you know, still in my life, great guy. One of the things that he has to do for a couple of years was track every 15 minutes of our day, which sounds tedious, but, you know, really wasn’t something that he he’d go over with us, but really, it was more eye opening for us to look at. So you would look at the end of your day or end of your week and you went, oh, man, I’m literally involved in everything.
Speaker 4 00:15:56 Like, sure.
Speaker 2 00:15:56 So that kind of gave you a start that there’s maybe a better way.
Speaker 4 00:16:01 Yeah. And am I that micromanager guy that I didn’t think I was and, and so when you, when you constantly kind of going back and forth with leaders or those you’re trying to develop and you’re, you’re, you’re not necessarily coaching them, you’re critiquing them on everything, then they start to double, you know, they’re they’ve got a lot of double think in their head around, you know, am I doing this the right way? They stop making decisions as fast. because they, you know, they they’ve got this person kind of peering over their shoulder all the time. And so when you get that really high level of talent in there, they’re just not going to put up with that. Right? So if you do go and hire somebody really, really good to say operations or service or finance or whatever, and you’re constantly just over their shoulder. they’ve got about.
Speaker 2 00:16:41 People, leadership and executive leadership and ability to scale teams.
Speaker 2 00:16:46 I want to get into the details and like, clearly that that that little charting exercise is details. But I mean, you said it pretty easily, but I’m guessing it wasn’t too easy to just to to get that coaching with you and your, your co-founder. Like, what was the was there a catalyst or was there something that kind of made you say, man, this is worth doing, right? because, you know, most people don’t. I think the default is not to go seek out and get help, because that, you know, that that implies that you need help. Right? And then you get that little conundrum, that founder conundrum of feeling like, you know, oh, yeah, I know what to do. Right. So let’s talk a little bit about like how you made the decision. Was it an easy one or was it something that you had to go a couple rounds with your founder and and how’d you get there.
Speaker 4 00:17:26 Oh no. Yeah. This was this was not an easy one.
Speaker 4 00:17:29 you know, I think a lot of it came from the fact that, you know, we weren’t we kind of hit this plateau. So it creates pressure and frustration. you know, in that plateau, you’re not hitting the numbers you want. You’re not hitting the profitability you want. You’re not generating the cash you’d like to. You know, I think the other thing is, you know, you’re losing good people because you frustrate them. Did you did you lose?
Speaker 2 00:17:52 Did you go through a couple cycles of trying to do it yourself and get people and it not working out?
Speaker 4 00:17:58 Yeah, absolutely. Yeah. and you know, I and I, you know, you know, in my, some of the best people I ever worked for kind of coming out of college, you know, one in particular that I really respected said, you know, in your life, you should always have somebody that’s mentoring you and you should be mentoring somebody. and so good advice. Yeah. I think it’s great.
Speaker 4 00:18:22 And I, you know, I’m still doing it to this day. And I, so, I mean, to have a coach meant a lot to me. Like, I, you know, had to be somebody I respected as somebody I trusted, had to be, you know, somebody that I could learn a lot from. And, you know, in this case, I did, and to this day, I, you know, obviously still have a really close relationship with this guy. And we serve on boards together and things like that. So he’s been a very impactful part of my life. and he’s not I.
Speaker 2 00:18:47 Want to write down that question. You should always have a mentor. You should always be mentoring someone else. Is that what you said or what? How did you say yeah, yeah.
Speaker 4 00:18:53 Yep. And so, and to this day I still do. So I’ve got mentors and I’ve, I, in fact, just yesterday just, you know, mentoring a young entrepreneur and there’s, there’s no fee to this or anything.
Speaker 4 00:19:04 I’m just I’m just helping this guy out that’s got a growing business.
Speaker 2 00:19:06 And it helps you learn to write when you see other businesses. Absolutely. You can do your pattern matching, right?
Speaker 4 00:19:12 Yeah. And, you know, at.
Speaker 2 00:19:13 The time was was your was your partner on board like the did you both come to the same, same realization or, you know, just walk us through like what what it was like, you know, taking the medicine and saying, okay, we’re gonna we’re gonna do something different.
Speaker 4 00:19:26 Yeah. I mean, my partner and I, we’ve been buddies since the third grade. So, you know, we have very different personalities, but we end up getting to the same place, which is what’s always been great about us. Right? So we might we might take two different roads to get there, but we’re going to end up in the same place. Our values have always matched up. And so, we just kind of talked about, you know, who would pick the coach type of coach we interviewed.
Speaker 4 00:19:49 Some people totally landed on this coach that we worked with through referral. and, you know, I think some of the things this coach said to me immediately that, you know, that were I think what really hooked me because, you know, I, I hadn’t used a business coach before. So, you know, one of the things he talked about was said, hey, you know, I yeah, ultimately.
Speaker 2 00:20:11 Mike. Right. Is this really is this really. Yeah. That a lot of people I think are a little self-conscious about it aren’t they.
Speaker 4 00:20:19 They are. Yeah they are. And you know, and you’re having to expose everything. Right? I mean that’s the biggest part, right. Like all the darkest parts. Right. All the stuff that.
Speaker 2 00:20:26 Yeah, the secrets that you know.
Speaker 4 00:20:28 Yeah. Like we’re talking about issue. Right. Like maybe the financials you don’t want to open because you know they’re going to be horrible. Right. and so, you know, one of the things you said is like, hey, my job is to, you know, obviously develop as a leader.
Speaker 4 00:20:41 But the other thing is, I’m going to save you lots of time and cost. so he’s like, I, I’m going to from wisdom and from my experience, you may you may have an idea or direction you’re going to go that I’ve already seen or been down. And so I’m going to tell you, you know, there’s probably an alternative that’s going to work much better and essentially, you know, provide a shortcut to getting you to the goal you want to be at. So I think that, is ultimately was very true. And still to this day, with the coaches that we work with, that they save us a tremendous amount of, potential catastrophes. But, you know, time sucks, right? Time waste.
Speaker 2 00:21:21 Money drives into a ditch if they don’t have some guidance. Right? Yeah.
Speaker 4 00:21:25 Yeah. Because even even.
Speaker 2 00:21:27 Even the great the greats that we all hear about in Silicon Valley, everyone’s had their examples.
Speaker 4 00:21:33 Well, yeah. And I think one of the things that I see entrepreneurs do that’s is probably one of the worst things they can do is to not have any level of accountability to.
Speaker 4 00:21:40 Right? I mean, and so when your people know that you are accountable to somebody, even if it’s just a coach, you know, it brings some relief to, you know, those people that are working with you. And one of the things we opened up was to allow our coaches to work one on one with our team members. as well. So to give them, you know, give them an outlet. Right. So if they want to chat about some things in a confidential manner and then they would, the coach would find a way to bring it to us in a way that, you know, obviously would what would be the way that’s positioned.
Speaker 2 00:22:10 Private companies, whether it’s a coach or even a board of directors. I know I talked to a lot of private companies and they say, why would we get a board? We don’t need to, man, that’s one of the things we’re grateful for. We don’t have to worry about that. And a lot of times I say, well, you know, it’s it’s it’s to have that accountability cycle and to help you win.
Speaker 2 00:22:27 It’s not like, you know, if you’re private, you own your company, you don’t need a board because you don’t have third party investors, but you might want to have that kind of accountability loop. Someone who’s there, who’s incentivized to help you score touchdowns and, and, and meet your objectives. Right?
Speaker 4 00:22:41 Absolutely. Yeah. You know, and that’s where I think advisory boards are, are great for that. I mean, they’re not fiduciary. They’re not going to tell you what to do. But there are a bunch of smart people. They’re going to kind of guide you in the right direction. They’re also gonna probably make connections for you and, and tell you when you’re out of bounds. And, so, yeah, I think it’s, Anyways, yeah, not to steer too far, but yeah, that, that that pivotal part helped us to realize that, you know, we had acted as the superstars. We were, you know, we we felt like we had to lift the whole company at all times and, and do the big things.
Speaker 4 00:23:12 And in reality, we need to build the engine for scale. And it’s very.
Speaker 2 00:23:16 Difficult to scale you. You clearly can’t just, you know, keep putting up, doing more and more of the same things with two founders, right? You know, two’s better than one, maybe. So you can get to, you know, that 5 or $6 million mark. But What was it you had to start doing differently to punch through that ceiling and get to scale?
Speaker 4 00:23:35 Yeah. You know, I, you know, number one was, which I you know, we talked about, you know, previously Joan was just, you know, one of the things I wish I was in earlier, which I, you know, I kind of started doing at that point was understanding finance and the metrics greater. Right. So the day we are in business. So this is not a, you know, this is not a, entertainment company or something where you just, you know, you you’re just having a good time or, you know, it’s a party.
Speaker 4 00:24:01 It’s like, you know, at the end of the day, metrics and dollars matter. And so when you find one of those.
Speaker 2 00:24:06 You let me know, right? Yeah.
Speaker 4 00:24:08 When you find entrepreneurs, just they oftentimes, they either ignore it or they expect someone else is managing it. But in reality, I’ve met a lot of entrepreneurs or people who’ve been in business, you know, say 20 or 30 years, and they still don’t understand how to read, you know, basic financial statements, or to understand the metrics that are important to encourage.
Speaker 2 00:24:27 You to to dig into that a little bit.
Speaker 4 00:24:29 He did. Yeah. And then I went and got, you know coaches in that space of finance. And ultimately I went and you know, did a degree for that reason. Right. Just because I want to educate myself, it was like.
Speaker 2 00:24:40 You got a degree while you were working. That’s impressive, I got it.
Speaker 4 00:24:43 I got an MBA. While I was, I was working with four kids.
Speaker 4 00:24:47 It was. Yeah. I would not recommend. I would not recommend it.
Speaker 2 00:24:50 And nights and weekends. MBA good for you.
Speaker 4 00:24:52 I would not recommend it. but I did, you know, you’ve seen it. I, I, we’ve talked about I, I’ve read countless books on finance. Some, some I would not recommend to anyone unless you want to get a good night’s sleep. Yeah, but there are some.
Speaker 2 00:25:05 Yeah. Late nights like that. Reading to help insomnia.
Speaker 4 00:25:07 There are. Yeah, there are some that are great. I, you know, I, I started reading a lot of publicly traded financial statements. I started to match my company up going, hey, well, if this company is.
Speaker 2 00:25:16 Just like when you can actually speak the language of public company stocks and see what they’re talking about on MSNBC and understanding it, right?
Speaker 4 00:25:23 Yeah. And you know, and and, you know, obviously we’re wanting to go raise money, particularly from banks. And so, you know, we have to be positioned well, right? Your financials have to make sense.
Speaker 4 00:25:31 you have to know them well. You have to be able to answer the questions in the moment. And you should be able to because you should know the weakest parts of your business. You should know the strongest parts of your business. And then you know, what comes to light is, hey, here’s where we actually make all the money. And it’s actually oftentimes what I found is it’s actually like our simplest part of our business, our easiest to sell and scale. but for whatever reason, we get attracted to these other shiny, you know, what even might want to add? A professor in college just said, you know, the shiny $20 bill, right? So you get distracted by these shiny $20 bills because it makes you feel good in the moment, or it’s a quick hit, or in our case, like somebody might go sell like a really large, you know, multimillion dollar project back then. But in reality, they were very thin margins on those large projects. So you didn’t have a lot of room for error, and then you had float time on the products.
Speaker 4 00:26:21 And so there was all this stuff that we just decided, like, you know, beyond that to like what builds enterprise value. Right. And so in our case it’s you know, it’s the RR. So really zeroing in on it.
Speaker 2 00:26:32 Knowing what the critical metric is really allows you to align as a leader. Right. And then you can share that internally and use that as a as your Northstar metric and make decisions based on the impact. Right?
Speaker 4 00:26:45 Yeah. And just stop lying to yourself. You know what I mean? Like, don’t like don’t lie to yourself. Don’t don’t preach fluff. And I mean, everyone knows in the day in their gut that, you know, maybe what’s being said isn’t right because it doesn’t even match up with what’s actually happening in the realm of financials. And then, you know, the things that are even worse is you find mistakes on where sales guys didn’t actually they you’ve been servicing a customer, but you hadn’t been billing them. I mean, there’s all kinds of it can go on forever, right? Like there’s, you know, lost revenue and there’s just so much stuff that you actually learn in entrepreneur.
Speaker 4 00:27:17 You go, okay, I know when I go and what it does is it prepares you to be able to to hire the right people. And I don’t just mean in finance, it’s in all areas of the business. Right? So when you can talk to an operations person that’s, you know, a fluent in finance enough to be able to manage operations, it gives you more confidence. Right. so that’s awesome.
Speaker 2 00:27:38 Yeah. So finance definitely is is something that, you know, people from an IT background wouldn’t necessarily come to the table having. And so you, you figured that out. You made the investment to learn that. And then the other thing you were telling me about is just, you know, a different way of thinking about scaling your team. Right? And and that’s something that, you know, I think everyone struggles with. What’s the difference? How do you make the change? What are the couple of the key lessons you learned about how you thought about your team? And I think you described to me that you’re almost able to you’re so successful now that you’re almost able to have your team run the show, and you can be really at the strategy level.
Speaker 2 00:28:16 I’m sure that felt a million miles away from you when you were on the other side of that, that that chasm. Talk us through that chasm.
Speaker 4 00:28:23 Yeah I know. Absolutely. So. Yeah. It you know, that’s, my the other co-founder and I, you know, some share out of operations at this point, we’re working more on the larger strategic deals or kind of high growth opportunities. you know, you know, really for us, it when we when we think about people, I think for a long time we, you had a lot of wrong people in the positions, which I think we you know, I think if I was to start over, I would I would make those decisions a lot faster. could.
Speaker 2 00:28:58 You did you hold on to your original people too long?
Speaker 4 00:29:01 We really did. Yeah. And that and that cleanup process, really, you know, positioning people. I do feel that, a lot of leaders are they’re kind of tuned for a certain size organization. A lot of times some can scale and grow with the organization, but there are many that cap out at 5 or $10 million in revenue.
Speaker 4 00:29:20 Like. And beyond that you see these like kind of boiling or pressure points. That puts ultimately a lot of stress on the organization, but it puts a lot of stress on that leader because it’s just they’re out of their element. and so learning to have those conversations faster, because I also often found that when the organization was was frustrated, so was that person. And they really didn’t feel like they were fit anymore and they wanted to go do something different. And so, you know, I, I’m a huge proponent now of having those tough conversations immediately, or as fast as you possibly can. And particularly for those that when it comes to leadership, just that you’re you’re having those honest conversations with people like, hey, is this is this working for you? Because it’s it’s not working for us. And so, just open that up. Oftentimes people say, you know, thank you. Like, I’ve actually been thinking about, wow, that’s either moving in this other role or. Yeah.
Speaker 2 00:30:15 That’s that’s got to be a relief.
Speaker 2 00:30:17 Right. Because the we’ve talked on this podcast many times with people, and it’s one of the biggest things that comes up in leadership is we’ve kind of boiled it down to, you know, fire fast or slow, but all the dynamics that make that so hard, you know, because, you know, you have loyalty. You’ve got you’ve got people that you’ve worked with for a long time. You’ve got people that are keeping the trains running. It makes it really hard to have that conversation. But it sounds to me like once you had the courage to do it, you started finding that it was actually a relief on both sides to actually have the conversation that you’ve been consistent about.
Speaker 4 00:30:51 Yeah, absolutely. I mean, it, you know, there was a few rare times where people would get, you know, defensive or whatever, very rare. But, when you give your leaders the tools, even just those opening conversations, and if they’re not going to do it in person or they’re not doing it, go zoom.
Speaker 4 00:31:05 Just tell them, hey, I tell them, hey, just can’t do it on a phone call, right? Because it does the face to face bother you? Like, can you can you have the tough conversation? and so what was interesting about it was, I’m not even saying these people left the organization. It was just, hey, you know, we would have the we would open up the can and they’d say, hey, you know, I’ve really been thinking about it, and I hate being in the leadership meetings. And I just want to focus in this area of the business. I see I see a huge problem here and I want to own it. And that’s when you know, you like, hey, I’ve got the right leader. I just have them in the wrong place. Yeah.
Speaker 2 00:31:38 Which is, which is fantastic. That’s a that’s a huge unlock.
Speaker 4 00:31:42 Yeah. Because you don’t want to lose all that equity too, right. When I say equity, part.
Speaker 2 00:31:45 Of the reason I’ve been holding off on the conversation in the first place, right? All that culture.
Speaker 4 00:31:50 All that time with that person, you you care about that person. But oftentimes we we think caring for them is just leaving them in that role and probably paying them more than they should be paid or whatever the case is, or, you know, stifling the business because people can’t grow under them. and so, you know, giving the people, you know, the ability to kind of have that open dialogue, nothing needs to happen that day. Just open the can, give them a couple days to think about it, said, you know, a future day, you know, in a week or so to have, you know, to to kind of solidify the conversation.
Speaker 2 00:32:24 So do you make it a little open ended and collaborative? It sounds like that, that that’s like it takes a little the pressure off. Right? It’s supposed to like, hey, you know, you’re not cutting it anymore. We’re going to fire you, which is a very intimidating conversation. How would you phrase it?
Speaker 4 00:32:37 yeah.
Speaker 4 00:32:37 It’s just it’s just more like I said in the beginning. It’s just more like, hey, is this working for you? Because here’s what’s not working for us. And, you know, usually that, that just even that open ended single, single set of questions just opens up this can of all these feelings, and things that are, you know, are kind of deep in their when they know it’s a safe place, right? When they don’t trust their leader. It’s a totally different situation. But, you know, you you kind of reduce your, you know, you’re going to strengthen the organization. You’re going to really help that person you care about. and, you know, you’re also reducing your liability, right? Because like, where is it actually ultimately going? Right? If you leave this person in there and it ends up in a termination, particularly wrongful termination, you got a whole other set of problems, right? So and, you know, it’s just the right thing to do if you truly care about people, have the tough conversation, have it quickly.
Speaker 4 00:33:30 And,
Speaker 2 00:33:35 That’s that, that’s that that’s a key lesson. I, I’ve seen that come up over and over again. So so that’s great. what about enabling your team to scale, like on the next side of that conversation? You know, whatever position you put them into, what did you learn in terms of, enabling your team to find the right roles? As I think is that conversation helps, but then how do you help them scale and grow in their careers, to the point where you and your co-founder could be at that, like oversight level now?
Speaker 4 00:34:07 Yeah, absolutely. I mean, I, you know, starting, you know, working backwards. Our current situation is, you know, is has worked well just because, you know, we’ve hired our key leaders, coaches, and a lot of times those are specialized coaches. We’ve given them the support they need. So I think what I see a lot of entrepreneurs do is like, you know, not give them, say, an assistant or virtual assistant or whatever, which I think is is really puts a lot more pressure and time.
Speaker 4 00:34:33 You’ve got like high level people doing kind of administrative work. That’s really low level work that they shouldn’t be doing. And so you can kind of help give them some of their time back. So same thing. We still have our team go and track their time, which was what we learned. Okay.
Speaker 2 00:34:45 So you’re using that same technique for your leaders. That was one of your first leaders.
Speaker 4 00:34:49 Yeah.
Speaker 2 00:34:49 And you’re using for new leaders. Now you’re passing it down.
Speaker 4 00:34:53 And so when you look at it you go, hey, well you’re actually spending three hours a week just scheduling stuff. Yeah. Coordinating meetings. That’s exactly. Exactly. Yeah. So can we get you somebody? You know, we’ve got plenty of people overseas now that, you know, work for us on our contract basis that are, you know, assistance as an example. Right. So they’re just and they’re great. Like, they’re, they’re they’re there part of our team there? you know, they they pick up the slack for our leaders, and empower them.
Speaker 4 00:35:21 but I think the biggest thing is telling them just to go. Just just to roll, like. Like they know what to do. And if they don’t, then they’re the wrong person. But I think that one of the biggest things we did this last year that really showed us a lot was we should kind of do them more of a top down strategic planning, do off sites, etc. we went to more of a bottom up. It’s like, hey guys, here’s where we need to be, here’s where we’d like to go. And we’ve decided that as a team, you show us how we’re going to get there. How is your department going to get how is your department going to meet these meet these areas that we need? Like if, you know, for instance, if sales has to grow by X sales, how are you going to do it? Marketing. If you have to deliver X number of ncl’s, how are you going to do it right? and so I think that’s a huge part of it.
Speaker 4 00:36:07 And then you know, pretty quick. Right. And they know that they start to buckle. If, you know, either they’re going to need a coach to kind of help them get there, or maybe it’s just the wrong role for them. but that that feeling of autonomy is huge, right? They have to have that feeling of autonomy where they can go.
Speaker 2 00:36:24 You’re the leader. How are you going to how are you going to solve it? Right. And that that does create transparency in their capabilities. Right. And I love the fact that you support them, whether it’s administrative help or coaching help. That’s really it feels to me like you’re creating an environment where they can succeed.
Speaker 4 00:36:40 Yeah, yeah. And that’s you know, and obviously this comes from a lot of seeing in other organizations. I’ve, you know, obviously, like I’ve told you, I geek out on a lot of different, obviously finance. But, you know, I’ve read a lot on autonomous organizations and how they’re doing it.
Speaker 4 00:36:55 So to start to slowly apply those things and you have to remember all these people you’ve hired, for the most part, have come from hierarchical organizations, right? And are not used to being able to make decisions. And so you almost have going from.
Speaker 2 00:37:09 Big corporate company to an entrepreneurial company. That’s not natural, right?
Speaker 4 00:37:14 Yeah. And you got to release them and go, hey, just go. Just roll like, you know, to do. you know, and obviously there’s, you know, there’s some there’s some guidelines there where you’re there at least kind of giving you an idea of how, of what they’re going to do, but, you know, if they want feedback or whatever, but, you know, coach will help them and ultimately, like you’ll see them start to develop their people. They feel free. They can make the calls. and you clearly you need to be involved in the big things as a leader. Like, you know, if it’s something that can put you out of business or, you know, substantially, you know, something you can’t recover from, but really, how many of those are there? It’s like most of the time it’s, you know, hey, I want to I want to do X for Alex.
Speaker 4 00:37:52 That works for us. It’s like, okay, well, you know, why do I need to make why am I involved in this decision. Right. Yeah. Because clearly you feel like, you know, if you’re the leader coming to me with this, you feel like you can’t make that call. That’s great. So. Yeah. And so I actually.
Speaker 2 00:38:08 It sounds like you have come fully to the other side of the chasm, where you don’t have to be in everything. You can empower your team. You’re taking concrete steps to make sure that they’re successful, both in terms of support and leadership. And now you’re almost the point. Like what? You’re asking the opposite question, looking back, which which kudos to you. You know, a lot of people never make it through that that that that’s a great story. well that’s great. I think that’s going to be helpful to a lot, of lot of our listeners. Everyone’s trying to scale. Everyone naturally falls into the trap of trying to do too much themselves.
Speaker 2 00:38:40 And and, you know, the organizational challenges that creates, I think, are going to be really, recognized by, by, by a lot of people. tell me a little bit about, you know, where are you educating yourself beyond that? The finance textbooks I found you, you had buried in, in the other day. What do you recommend to to other leaders? There may be on the front end of that chasm thinking about scaling or, you know, that can inspire them for their leadership journey. Any books or podcast you’d recommend?
Speaker 5 00:39:09 Yeah, absolutely.
Speaker 4 00:39:12 You know, I, you know, a couple of the. Well, there’s a lot of books. I, I, I would highly suggest entrepreneurs are constantly reading. So, you know, 1 to 2 books a month would be a recommendation if it’s just audio. I definitely am a huge proponent of, of, you know, obviously, I, you know, part of mine is, is more spiritual being a Christian, I, you know, I like to take at least an hour a day, and just go for a walk and, and really clear my head and figure my day out before I start.
Speaker 4 00:39:40 so part of that is, you know, prayer. I mean, for others, it might be meditation, those kinds of things, but you really need to be in a good headspace as a leader. I think it’s really tough to start your day and, and, you know, wake up on the wrong side of the bed and you’re just a jerk to everybody. I don’t think that helps anybody in the end of the day. you know, there’s some great books. Hard thing about hard Things, I think is a is a is a great one. there’s there’s there’s a ton. I, you know, there’s I think it’s interesting to just constantly be reading different things. I’m reading a fly fishing book called The Optimist right now. I like to kind of mix my head up a little bit, because I always pull something for leadership out of these other, you know, ideas, these other concepts that come out of just, you know, completely random books. yeah. I, you know, really for me, I there’s a series of podcasts I love.
Speaker 4 00:40:29 I but really, I think what’s most been most important for me outside of books and everything else is really just, to find a community of entrepreneurs. What you guys are doing is, is is awesome. And I think that’s critical for people. And then, you know, on a smaller scale, if you can find them either in your local network or people that you can find throughout the nation or maybe in similar businesses, but you’re not competing, just people that you can trust. You can share the the tougher parts of what’s going on in your organization. and again, finding a good coach if you can’t afford one, or, you know, maybe there’s I know there’s plenty that are retired entrepreneurs are happy to help and they’re a little bit bored. They want to keep their mind going. so, you know, huge proponent of of just, you know, finding that, that community for you. yeah.
Speaker 2 00:41:14 Not not not not boxing yourself in and trying to solve the problem alone is a great lesson.
Speaker 2 00:41:18 And so, you know, thank thank you for that. I think, you know, that’s what we’re trying to do at Growth Elevated. Hope to see you at the at our summit this winter. Yeah. And thanks for taking time to just share some of your leadership stories and secrets with us. David, this has been really excellent.
Speaker 4 00:41:32 You got Julian. Thanks for having me, man. I really appreciate it.
Speaker 1 00:41:38 Thank you for listening to the Growth Elevated Leadership podcast. If you enjoyed this episode, would you please follow us and subscribe on your favorite podcast player and we’d be grateful if you recommend it to a friend. If you’d like more resources on how to become a better leader in business, we invite you to visit us at Growth elevated.com. We’ll be back next week with more insight from another great tech leader. Thank you.
Cotter Cunningham – CEO of ExpertVoice
In this episode of the Growth Elevated Leadership Podcast, host Julian Castelli converses with Cotter Cunningham, CEO of Expert Voice and former CEO of RetailMeNot. Cotter shares his entrepreneurial journey, focusing on his experiences with RetailMeNot, a leading coupon and savings platform. They discuss the company’s origins, growth, and challenges, including scaling and going public. Cotter highlights the importance of affiliate marketing, user-generated content, and maintaining a clear customer base. He also reflects on leadership, company culture, and hiring practices. The episode offers valuable insights into building and scaling tech businesses in a competitive landscape.
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
Time Stamps
Introduction to the Podcast (00:00:02)
Julian Castelli introduces the Growth Elevated Leadership Podcast and its focus on leadership in tech.
Guest Introduction (00:01:12)
Julian welcomes Cotter Cunningham, CEO of Expert Voice, and discusses his background with RetailMeNot.
Cotter’s Entrepreneurial Journey (00:02:48)
Cotter shares his experiences and the original idea behind RetailMeNot, emphasizing its unique approach.
The Evolution of RetailMeNot (00:03:22)
Cotter discusses how he started RetailMeNot and the challenges faced in the early stages.
Understanding the Ecosystem (00:05:27)
Cotter explains how RetailMeNot operates within the coupon and affiliate marketing ecosystem.
Affiliate Marketing Insights (00:08:10)
Cotter describes the affiliate marketing model and its significance for retailers and consumers.
User-Generated Content Strategy (00:09:49)
Cotter highlights the importance of user-generated content in enhancing RetailMeNot’s SEO and consumer engagement.
International Expansion (00:11:13)
Cotter discusses the company’s growth and international expansion efforts in the UK and France.
Scaling Challenges (00:14:12)
Cotter reflects on the scaling challenges faced as RetailMeNot grew rapidly.
Going Public Journey (00:15:52)
Cotter shares insights about the journey to going public and the revenue milestones achieved.
Unique IPO Experience (00:17:39)
Cotter recounts the experience of ringing the NASDAQ bell in Austin, making it inclusive for all employees.
Building a Positive Company Culture (19:08)
Cotter discusses the importance of culture during rapid growth and how he implemented a unique hiring process.
The Competitive Landscape in Austin (20:06)
Cotter highlights the competitive job market in Austin and the need for a strong company culture to attract talent.
The Bar Raiser Interview Process (21:05)
Cotter explains the “bar raiser” technique borrowed from Amazon to ensure cultural fit during hiring.
The Importance of Values (22:05)
Cotter shares insights on corporate values and the significance of genuinely applying them in the workplace.
Lessons from Over-Hiring (24:42)
Cotter reflects on the challenges of over-hiring and the need for better metrics in staffing decisions.
Evaluating Hiring Needs (25:31)
He discusses the importance of critically assessing the necessity of each hire and exploring alternatives.
Navigating Remote Work Challenges (31:01)
Cotter talks about managing a fully remote team and the shift in focus from attendance to outcomes.
The Growth of the Austin Tech Scene (34:00)
Cotter shares his pride in Austin’s tech ecosystem evolution and the increasing job opportunities in the area.
Raising Capital Challenges (35:29)
He addresses the difficulties entrepreneurs face in raising funds and the realities of venture capital.
Broader Background Benefits (00:36:33)
Cotter discusses how his finance background helped him excel in marketing and provided valuable analytical skills.
Favorite Business Book (00:37:48)
Cotter shares his admiration for “Shoe Dog,” highlighting Phil Knight’s incredible grit and determination in building Nike.
Closing Remarks (00:38:22)
Julian thanks Cotter for sharing his story and expresses eagerness to continue supporting entrepreneurs together.
Podcast Outro (00:38:43)
The host encourages listeners to follow and subscribe, and invites them to visit for more leadership resources.
Speaker 2 00:00:27 Hi, this is Julian Castelli. I’m the host of the Growth Elevated Leadership podcast, where each week I talk with inspirational entrepreneurs and leaders in the tech industry. Past guests have included CEOs and CXOs of great companies like Work Front, Healthcare, Radical Systems, in Moment, Vox, Pop me, the San Francisco 40 Niners, and many more. This podcast is brought to you by Growth Elevated at Growth Elevated where a community of tech founders, CEOs, and CXOs who are committed to working together to share best practices and learnings in an effort to help all of us become better leaders. We do this through educational programs like this podcast. we also have a blog, and we have an annual tech summit in the mountains of beautiful Park City, Utah.
Speaker 2 00:01:12 So if you want to learn about leadership and if you like skiing, check out Growth elevated.com and our annual Tech Summit. We’d love to see you there. Today I am super excited to welcome Cotter Cunningham to the podcast. Cotter is the CEO of Expert Voice. Expert voice help some of the world’s best brands build deeper relationships with their most influential, influential advocates in retail stores, professional settings, and online. All of this is done to improve the strength and reach of of trusted recommendations that help customers buy more confidently prior to Expert Voice. Cotter was the CEO of retail May not. Retail may not is a leading savings destination that enables brands to engage active shoppers and influence purchasing decisions. Cotter founded Retail Minot in 2009, and served as CEO through 2018 and chairman through 2020. As CEO, Qatar grew revenues from zero to almost $300 million and grew the business to to 650 employees, all while remaining profitable. He also raised over $250 million from a number of different investors, including Austin Ventures, Norwest Venture Partners, GV, IVP, and J.P. Morgan.
Speaker 2 00:02:29 Qatar is now a venture partner at Next Coast Ventures, and that’s where I had the good fortune to get to know him. He’s also a husband and a father of three kids and lives in beautiful Austin, Texas. Please welcome Connor Cunningham. Yay!
Speaker 3 00:02:44 Thanks. Thanks for the intro. That was fun.
Speaker 2 00:02:48 Yeah, well, we’re looking forward to hearing a little bit about, about the journey and some of the stories. So, you know, congratulations on on on all all the success. before we start talking about your company in Utah, which I’m tempted to do, let’s let’s go back a little bit to, to retail. May not. That’s an interesting company, right? yeah. You know, I look at it and I’ve used it for some coupons, occasionally. And, and so I look at it as kind of an e-commerce type of site. But tell me a little bit about how you got started with retail. Me not what was the what was the original idea? And did you have to iterate a little bit to get to where it was?
Speaker 3 00:03:22 Yeah, it’s a it’s a crazy story.
Speaker 3 00:03:25 So I was an entrepreneur in residence at Austin Ventures and kind of looking for a business, and we stumbled. I played around with coupons before there used to be a company called Fat Wallet that, did like rewards and cash back. And there was a couple of kind of smaller coupon players, and I started investigating the space. And it sounds so obnoxious to say this, so forgive me, but everybody I met was like a single, a solo entrepreneur. Inevitably, their background wasn’t marketing or anything like that. It was kind of scrappy, entrepreneurial types. And I felt like and a lot of them were kind of approaching it sort of part time and things like that. And so my thesis was, what if you had one of these and you ran it like a business, as opposed to sort of like a hobby that funded your, your lifestyle. And, because some of them had pretty amazing lifestyles. And I remember we, we bought three small companies on one day, and we ran those for you with an acquisition.
Speaker 2 00:04:36 So you had to be found some small players and said, let’s, let’s build a base. That’s right. Was the general idea the digitization of coupons going from paper to online or not so much.
Speaker 3 00:04:46 Not so much. It was really more just that at the time Retail. The well, the second the big the big thing is, was the one I mentioned that these were sort of run on professional. They sort of underlying sort of theme, I think, is this idea that at the time, e-commerce represented maybe 10% of the typical wallet spend. And of course, you feel like over time it’s going to be 90. And so let’s ride that, that growth up. and it proved right. I mean, I don’t know the exact I haven’t checked the exact percentages lately, but it’s certainly a bigger share of wallet for the average consumer today than it was when I started, in 2009.
Speaker 2 00:05:27 So help, help describe the ecosystem, right? Because I know it as a place, as a consumer, as a shopper, I can get a discount.
Speaker 2 00:05:35 But but you’re how are you getting those discounts and bring them together? And how are they unique discounts that you have at retail maybe not versus others or your marketplace of discounts.
Speaker 3 00:05:44 Yeah. So you tell me now. It was really innovative. It was started by two gentlemen from Melbourne, Australia. Like I said, I bought it about a year after, we started with three other sites and it quickly became the star of our little portfolio. And so we wound up sort of closing or winding down or just de-emphasizing the original three brands and putting all of our eggs into retail may not and literally change the name of the company, confusingly.
Speaker 2 00:06:13 To I was going to ask you where that name came from. So that was the Australian company’s name.
Speaker 3 00:06:17 Yeah, I see Australian coming out. It’s kind of a weird story. The guy had started a site called Bug Me Not, which was a way where, at the a lot of the, news sites, this is 2009. It was a different world.
Speaker 2 00:06:32 Had, the early days of the of the domain names and, and the great, great real estate grab.
Speaker 2 00:06:38 Right?
Speaker 3 00:06:38 Yeah, 100%. And so a lot of the news sites had started, requiring you to register. And so the whole concept behind Bug Me Not was you would register with generic like username and password, and you would post it and so I could go into bug me Not and grab that username and password. And so I wouldn’t have to register, I could use yours or something jointly. It’s kind of a fun UGC approach a little in a way. That’s the way they approached coupons. It was genius at the time. The interesting thing about it. So the ecosystem works like this. They’re online retailers and consumers. And so they’re looking for traffic. And so they use coupons as a way to drive traffic from the, from consumers. And so the interesting part about coupons is you don’t get paid on the use of the coupon. You get paid just for the traffic. So in other words, your cookie on retail may not. And then we deliver you to, you know, Kohl’s or Macy’s or whatever.
Speaker 3 00:07:41 And so that winds up in a paid Transaction, regardless of if you use a coupon or anything like that. Yeah. It’s pretty.
Speaker 2 00:07:50 It’s a traffic. It’s paid for traffic. Okay. Yeah.
Speaker 3 00:07:53 And so the, you know, typically a typical commission, I think it’s been pushed down pretty hard. Now I’m not in the business anymore, but, at the time it was around 5%. So not huge money. But, you know, if you do enough of them, it adds up. and so.
Speaker 2 00:08:10 This part of what’s called affiliate marketing and affiliate traffic, okay, that’s the category. All right.
Speaker 3 00:08:15 Yeah. And there are a couple of fun things about that, not the least of which was every every retailer has an affiliate marketing team and say, right, you had a clear customer who needed you and got bonuses on, you know, whether or not you were able to drive traffic to them. So there was a a definite win there as opposed to a lot of businesses like the one I’m in now.
Speaker 3 00:08:35 We don’t have a clear customer always. And so it can be challenging sometimes to say, hey, you know, you need us. And the guys like our girl or woman is like, hey, Dua. So that’s a thing. So anyway, there’s a clear customer.
Speaker 2 00:08:48 There’s a clear is the person in the marketing department. He’s who’s got a budget for affiliate traffic. Their job is to drive traffic. And what would you provide them?
Speaker 3 00:08:56 Yeah. Traffic literally.
Speaker 2 00:08:58 You provide them a tool set to build these coupons or.
Speaker 3 00:09:01 Whether that’s the that’s the best part of affiliate. So it’s all pre done. They’re they’re these couple of sites. Rakuten has one. It used to be Commission Junction and Link share back in the day. And so the the all the plumbing has been put in place. So you can actually run a coupon site with a very minimal sales group. Now we wound up really ramping up our sales group because we found that the more interactions you had with these affiliate managers, the better coupons you would get, the more exclusives you would get, the access to more interesting deals and stuff you would get.
Speaker 3 00:09:35 But the fun thing about retail, me not and I don’t want to miss this point, is kind of what we were talking about before. It let consumers post UGC user generated content on this site. So if you are out and about.
Speaker 2 00:09:49 You early days that became really critical, right?
Speaker 3 00:09:51 Right. And you were.
Speaker 2 00:09:52 An avenue for that or you helped them give you know.
Speaker 3 00:09:54 Yeah.
Speaker 2 00:09:55 Facilitate.
Speaker 3 00:09:57 If you found a fun coupon for gap or whatever, you could post it on retail. May not. You got points. We didn’t actually pay you or anything but.
Speaker 2 00:10:06 Gamify it a bit.
Speaker 3 00:10:07 We gamified it a little bit. And then the other thing that I think really helped is when you would post the coupon, you, the consumer, you would write it in a way that used your voice. And so, it helped in SEO a ton because you would typically describe the coupon or whatever the benefits were in the, in the way that a consumer would think, not the way that a marketer would think.
Speaker 3 00:10:34 So the example I always use is like women’s pants. They don’t always call them pants in the ads that come slacks or something like bottoms, but you don’t call them that. I mean, no human in the bottoms, like maybe for babies. And so, you know, it would be $5 off women’s pants at Kohl’s and you’d post that. And so I think that really helped. anyway, we wound up buying that company, and then it was a rocket ship for the first 4 or 5 years. It was really incredible.
Speaker 2 00:11:05 And and so you bought those startup companies, you kind of narrowed it down to the retail may not business. Then you just really started building on that business model.
Speaker 3 00:11:13 Yeah, that’s exactly right. about two years in, we started expanding internationally. So I bought Keep On sites in the UK, company called Voucher Codes. We bought three sites in France and sort of pushed them together. We did some work in Germany, which was hard, and we never really mastered Germany for better or worse.
Speaker 3 00:11:34 We did some stuff in Australia. So yeah, we definitely sort of expanded that way and then we started playing around with obviously the things that were to come. So, cashback being a big one, browser extensions being huge.
Speaker 2 00:11:52 So you really became, you know, kind of the cutting edge of, of online traffic and generation and affiliate marketing and understanding all those things.
Speaker 3 00:12:00 Yeah, yeah. I mean, you know, one of the leaders, there were certainly people in it with us.
Speaker 2 00:12:07 And so what were the stages like? You obviously you went all the way, you went public hundreds of millions of dollars. But what were the the high level stages if you had to break the journey down, start up phase, maybe growth stage and then public stage.
Speaker 3 00:12:21 Yeah. So we started with no employees, you know, just me in a tiny little office in the basement of Austin Ventures, and, Austin Ventures gave me $30 million, about 28 to buy the. That’s a.
Speaker 2 00:12:35 Good start.
Speaker 3 00:12:36 Good start.
Speaker 3 00:12:37 And if you start with 30 million in your pocket, you’re not doing anything wrong. to buy the three original sites. So they were all growing nicely and had pretty good revenues and pretty good growth. Our revenues are about 10 million to 12 million, kind of in that range. So you can.
Speaker 2 00:12:54 You you bought consolidated those. So you started at zero. Then you then you got a big big step change to ten. That’s right. What was the the next goal when you started ten. You’re trying to get there.
Speaker 3 00:13:05 My whole goal was to get to 100 million. Okay. I’ve been at Bankrate, a company in South Florida, before that, and we had worked. I’d had three different CEOs, and we had been gone from about 50 million to about 80 million during that time. I was there ten years, I think roughly. And, we never could get to a hundred million. And it always was. This kind of.
Speaker 2 00:13:28 You came in with that bogey. Very well. Well, well, well entrenched in your mind.
Speaker 3 00:13:32 No. Yeah. I mean, you know, the I can’t even describe it. It seemed almost unobtainable. And, the joke is that he told me not. I think we got there in about a year.
Speaker 2 00:13:44 One year.
Speaker 3 00:13:45 The second year. Second year. First year after we bought it. Yeah, it was doing about 30 million the day we bought it. And I think within a year we were doing almost a hundred. Yeah.
Speaker 2 00:13:57 Wow. Yeah. Okay. So that, that, that, that journey that you set yourself up for, for, you know, this might take three, five, ten years, one year to 100 million okay. So that so you, you you clearly know you’ve got a rocket ship at that point. You you hit you hit the wave right at the right time.
Speaker 3 00:14:12 Yeah.
Speaker 2 00:14:12 And so you have some massive scaling challenges that I suspect, right?
Speaker 3 00:14:17 Yeah, 100%. I mean, my favorite story about that is we needed some real estate. We were just bursting at the seams.
Speaker 3 00:14:23 We were over this coffee shop on South Congress and, you know, I mean, people were having to have meetings in the stairwell kind of thing. And so we wound up moving, a couple blocks north to, sort of downtown Austin. And I remember the only space I could get at the time was a floor like, for what Austin Real Estate has, is there’s a lot of empty space now, I think. But there wasn’t at the time. And so you had to take the whole floor and I didn’t need the whole floor. We had like 70 employees and I you know, I thought I remember telling our CEO, we will never use this whole floor. And I think we wound up taking 5 or 6 floors in the building by the end of the thing. But.
Speaker 2 00:15:08 And how long did it take you to occupy that first floor?
Speaker 3 00:15:11 Yeah, not very long. I mean, about a year. Yeah. So, we worked with some great people to help us with real estate, which I think is one of the hardest challenges, you know, to try and have enough space where you have enough space for people, but also you’re not sitting around looking at the space going, why do I have all this space? Right.
Speaker 3 00:15:31 because it’s not cheap. Right. And so we got lucky that, there’s a group here called HPI that was just fantastic in helping us kind of measure all that.
Speaker 2 00:15:42 Terrific. Okay, so you shoot up to 100 million. Now you’re at a incredible triple digit growth pace. how long did it take you to go public? When did you go public?
Speaker 3 00:15:52 Well, we went public four years after we started. So pretty. What was your.
Speaker 2 00:15:56 Revenue level at that point? Do you remember?
Speaker 3 00:15:59 About 180, I think I you’re you’re you’re testing my memory. but yeah.
Speaker 2 00:16:04 Okay. So within four years, four years to go, to go from 0 to 180 and going public, that that is the, the theoretical Super Bowl. I guess if you’re playing in the startup world, you know, what was that like? Tell me about.
Speaker 3 00:16:18 That. Yeah, it was crazy. I mean, it’s everything you’ve heard. I mean, my favorite story about going public was we, we had two great investment banks, Goldman Sachs and Morgan Stanley.
Speaker 3 00:16:32 And they were lovely and super smart. And we got lucky. And you know, they did a great job for us. But we were at fidelity and the salesperson for one of them was talking to the sale, the potential buyer at fidelity. Right. And they had been the Patriots game or something together. We’re going to go or something like that. And like I was just kind of sitting there drinking my coffee, listening to them talk. And it dawned on me, I’m the product here. Yeah, they’re selling you. They’re selling me. And it was a weird feeling because, you know, these guys are going to see each other a thousand more times in their careers or whatever. I’m there a day, you know? I mean, maybe you might be the.
Speaker 2 00:17:17 Flavor of the day and and you know, how how much are they going to emphasize you versus what’s coming tomorrow. Right.
Speaker 3 00:17:23 And, you know, and we got amazing advice and I wouldn’t change anything we did for the world.
Speaker 3 00:17:28 But you definitely realize you’re the commodity.
Speaker 2 00:17:33 Yeah, well, you went public on which exchange?
Speaker 3 00:17:39 Nasdaq.
Speaker 2 00:17:39 Yeah. So, you know, I mean, the reality is, though, but you’re you’re joining one of the world’s largest marketplaces and you’re, you’re a new you’re a new product on the shelf. Right? That’s exactly what it is.
Speaker 3 00:17:49 No, no, it was just kind of a crazy thing. Yeah. No, the going public. The other fun thing we did, I thought this was cool. So if you go public on the New York Stock Exchange, you get the famous balcony shot, right? Right. And the balcony holds 14 people. And I felt like, you know, at the time we were kind of 400 people, I think maybe 500. And to me, you know, I wanted them all on the balcony. Right. And so that seemed ridiculous. And so we talked to Nasdaq and they let us open the stock exchange in Austin at Austin City Limits, where they shoot the, the music.
Speaker 2 00:18:27 Oh, fantastic TV show.
Speaker 3 00:18:28 Yeah. And so we had a big party and, rang the bell.
Speaker 2 00:18:33 For some sort of. How do you do that?
Speaker 3 00:18:34 Yeah, we had a big stage and they, you know, and I’m sure it wasn’t connected or anything, but I got to slam the thing and, you know, the sirens went off. We had a band. It was, oh, that’s awesome.
Speaker 2 00:18:45 So you made it. You made it very inclusive. So your whole team can be part of that. No big screens and it’s been amazing. Bring your.
Speaker 3 00:18:51 Family out. I mean, you know, the whole thing, right. So it.
Speaker 2 00:18:54 Was that’s.
Speaker 3 00:18:55 Fantastic. Amazing day. And I think, you know, so often I mean I had the VCs come I mean you know, why not I mean it’s yeah. Yeah. How many times are you going to go public in your career. You know. So.
Speaker 2 00:19:06 Oh that’s that’s a great story. I’m glad to hear that.
Speaker 2 00:19:08 Well, you know this, you know, I read on your LinkedIn, you know, that you had an incredibly, high approval rating on some of those sites, like Glassdoor. People really liked working at your company, and you were incredibly well liked as a top rated CEO. Was was that something you focused on? Like how did you how did you in this growth? You you know, you’re obviously adding people trying to figure it, fill out flaws and all that. But how do you make it a good place to work and make sure that the culture was good, you know, during that rocket ship ride?
Speaker 3 00:19:39 I think it’s hard. I mean, like Austin then and now is really competitive. And so it’s not enough just to say we’re going to pay competitive salaries. I mean, Apple, Facebook, Google or all here they were coming at that time. And as well there’s a bunch of local great companies indeed started and is headquartered here. Dell, of course, the granddaddy of Austin tech is here.
Speaker 3 00:20:06 All amazing companies and great places to work. And so, you know, that’s your competition. When you’re thinking about like a product manager or a full stack engineer or front end person or something like that. All those people could go any of those places. And, you know, So it’s not enough just to say, well, we’re going to pay a competitive salary. You have to, I think, build a culture that people go, I want to be part of that. And so we did a couple things. We stole something from Amazon. One of the one of the things I’m most proud of is we stole a thing from Amazon called the bar raiser. And so it was a part of the, it was the it was supposedly the last part of your interview process, and we picked, I don’t know, I think 10 or 12 people from the company that we felt like represented kind of the best of us and from a cultural standpoint. And they would interview the every candidate, not just exclusively for culture fit.
Speaker 3 00:21:05 And they had a black ball. And so they could say, this guy, he’s not like us, you know, he’s not he’s not going to make it. He’s to cut the road. He didn’t talk about a team. He talks about himself, whatever. And, you know, I did.
Speaker 2 00:21:19 The final interview round. You You brought in your yeah, your best culture folks. And then they had to pass the culture bar.
Speaker 3 00:21:26 That’s exactly right. And I liked it. I thought it worked pretty well. And that was.
Speaker 2 00:21:31 Across the board every everyone that was hired. Well, that’s that’s not a small commitment.
Speaker 3 00:21:36 No. Yeah. And and inevitably and you can see this coming a hundred miles away. You know, there’s somebody you really want to hire that the person black balls, you know, and then you’re like, oh gosh, you know. And so, you know, you would talk to the person. Why why did we throw the black ball on on Sally. She seemed amazing to me when I interviewed her, you know, that kind of thing.
Speaker 3 00:21:56 But, you know, I mean, you’d work through it or you wouldn’t, but we you honored the process. Yeah.
Speaker 2 00:22:01 You have to honor to to to build.
Speaker 3 00:22:03 Otherwise it’s meaningless.
Speaker 2 00:22:05 I know it means a ton coming in, though. When you see that in an interview process, you. Everyone talks about culture. But that’s something probably that really speaks pretty loudly in the in the interviewing process.
Speaker 3 00:22:16 No. And it’s funny, I, I think culture has is something that we talk about now that for the longest, I mean, I’m older, I’m 62, the, the longest in my career culture wasn’t talked about. I mean, at least not any of the companies I was at. You know, it was just they it was a job. And so I think I think it’s definitely for the better. And I think it’s definitely something we try to focus on. You know, since I’ve been a CEO.
Speaker 2 00:22:46 So and that’s a really good example. You know there’s always the values on the wall and people kind of roll their eyes because sometimes they’re not consistently applied.
Speaker 2 00:22:54 But like the example that you just shared where you take the effort of using your the critical time of some of your best people to be part of that interview process and to give them the chance to blackball people and have to live with that, that that’s putting your money where your mouth is. I think that should probably speak volumes.
Speaker 3 00:23:10 No. And you? Yeah. I couldn’t agree more. And, you know, you talk about values. I remember I was at a big retailer who I won’t name because I don’t embarrass anybody. And they had a really well written set of values that were on the wall of the lobby. Right? We were waiting on the person to come pick us up, and I commented to our contact, I’m like, I love your values. And he was like, what are you talking about? And I pointed to the wall and he’s like, oh, I’ve never read those, you know? And so wow, what a it was so obvious that it was just some marketing hoo ha.
Speaker 3 00:23:45 And he’d never bought, you know, and he’s like, no, I don’t know anybody that’s ever read that and say, oh.
Speaker 2 00:23:49 My goodness.
Speaker 3 00:23:50 When we were going to do values, he told me not. And at my new company, we actually I don’t I thought it would be more powerful if instead of me coming up with what I think, we built a team of employees and had them say, here’s what’s important to us. And so I did that every time. Me not. And I did it again here.
Speaker 2 00:24:12 I love that. Well, I’d love to follow up and learn about that technique. But, so obviously this is this is a great story. It sounds like a ton of fun, but I’m sure there’s some things that, you know, looking back that you, with the viewpoint you have now and the perspective you have now that you might have done differently, what kind of lessons might you pull out to someone else who’s maybe, you know, we’re all aspiring to that kind of rocket ship, but whether they’re at the same slope or not, what are some of the lessons you can share? and things you might do differently if you did it again?
Speaker 3 00:24:42 Yeah.
Speaker 3 00:24:43 I think, you know, we probably over hired. We didn’t probably we definitely over hired. we struggled to find the right metric for sort of how to think about how many employees we needed to run the business. And I used to have this joke that, everybody needs a buddy. There are no one person departments. And so, you know, it’s a classic example that, you know, you think I remember I hired someone to run a strategy. Great guy, super smart. And I look up a year later and he’s got six people that were working for him, and that’s not his fault. He felt like we needed him. But to me, it was an example of, you know, building out a team that maybe we didn’t need. maybe we did.
Speaker 2 00:25:29 How would you handle that now if you were in that situation?
Speaker 3 00:25:31 Yeah, I we work hard to just. I just don’t hire. Right. We, we really have clamped down on I mean, we hire very it’s a much more first of all, we’ve I’ve always worked hard to hire in the interview process, but I’m pull I’ve pulled that back now into this sort of let’s talk about why you need someone.
Speaker 3 00:25:55 Right. And so if someone leaves, we don’t just automatically rehire for them. You know, we kind of take a step back and say, well, is there something we could do this job? Should we automate it? Should we outsource it? Should we move it offshore? What, you know, is there some other way to do this job that’s cheaper and more efficient. and I think that is a lesson that came with time, frankly. And it’s easy to get caught up in the kind of start up business of how many employees you have. How much money have you raised?
Speaker 2 00:26:26 Yeah. The vanity. Right?
Speaker 3 00:26:28 Yeah. Who do you raise?
Speaker 2 00:26:30 The process that you just described is what would get you to profitability and capital efficiency for sure.
Speaker 3 00:26:35 That’s right. And the joke is to me now it was crazy profitable. And so we probably weren’t as well. Not probably we weren’t as aggressive managing costs as you might be in a company that loses money.
Speaker 2 00:26:52 Yeah. Well, most people will listen to this podcast, are probably venture funded and they’re probably, you know, along the journey where they may still be losing money and getting to profitability while maintaining growth is really the name of the game.
Speaker 2 00:27:04 So, you know what you just said there in terms of really with every hire. Do you need that hire? Does it. You know, I love the idea of just replacing someone who’s there because that can sometimes be automatic. Yeah, right. But but you just walked through some really good criteria. You know, you need that person. Do you need that person full time? Do you need that person now? You know, do you need that person domestically. Right. You said about offshoring and then can you automate it? I think, you know, those are those are some great questions to ask, in terms of driving, you know, continue your growth, but but reducing your cost base as you go along so you get better, better profitable or more and more efficient.
Speaker 3 00:27:41 The other thing that happens, and you know this rarely, you almost never have someone immediately on deck, right? So if you quit tomorrow and I’ve got somebody that can start the next day, right? I mean, that just doesn’t happen.
Speaker 3 00:27:54 It doesn’t.
Speaker 2 00:27:54 Happen. Right. So your caps.
Speaker 3 00:27:56 Right. So in that sort of interim process where the person is left or leaving, but we haven’t brought in the replacement, I think it’s important to kind of talk to the team. Are we really stressed right now. Are we kind of doing okay. So yeah we we didn’t have good discipline on letting people go. We were very disciplined on hiring. But we definitely had people kind of bump along that, that maybe we should have been more aggressive about. So.
Speaker 2 00:28:28 Okay. Well that’s.
Speaker 3 00:28:29 Great.
Speaker 2 00:28:30 So tell me a little bit more about what you’re doing now at Expert Voice.
Speaker 3 00:28:34 Sure. Expert voice is a is kind of a quirky company. So you mentioned it in the in the opening we run pro programs for brands. And so the classic example. But it’s one of those companies you kind of have to explain for people to go, oh, okay. The example I always use is if you’re a ski instructor, you know, ski brands want you to wear their jacket, when you’re out and about, you know, the resort will give you a jacket, but but, I mean, you know, when you’re out and about or skiing on your own, you know, Helly Hansen wants you to wear their jacket.
Speaker 3 00:29:06 K2 wants you to wear their skis. I always tell the story. I skied for years in Taos. We grew up skiing there, and I had the same ski instructor for six years, and it was this guy in Jim and Jim skied on Rossignol. And man, I can assure you, when it was time for me to buy my first pair of skis, I was buying Rossignol. Or, you know, regardless, I remember that too.
Speaker 2 00:29:27 That was my first big, big, you know, new set of skis when I was aware enough of brands to make a make a choice.
Speaker 3 00:29:35 So brands need help managing those programs to make sure the ski instructors are qualified, to make sure that they are ski instructors, that kind of thing. And so we do that for them, and we manage that in an e-commerce sort of environment. So if you’re a ski instructor, you can come to expert voice and you have a ton of brands that want you to represent their stuff and they’re willing to sell you their stuff at a lower price to get you to, to be in.
Speaker 3 00:30:03 And that’s true if you’re a fireman or a doctor or nurse or, you know, golf pro, I mean, the list goes on.
Speaker 2 00:30:12 That sounds like a kind of a fun, fun area. You’re in. You’re you’re you’re in those aspirational recreational expert areas, right?
Speaker 3 00:30:19 Yeah. It’s funny. I haven’t always been as outdoorsy is I is I am forced to be now. So, we need to get you.
Speaker 2 00:30:33 Up here to Park City for our, growth elevated conference and do some skiing at Alta with us this year.
Speaker 3 00:30:40 I’m sure it’s fun.
Speaker 2 00:30:42 So tell me about, you in our, pre-game, we were you were talking about the challenge of being fully remote. You know, you’re you’re you’re in Austin. the company’s in Salt Lake. You’re back and forth, but, sometimes, you know, the people aren’t in the office in Salt Lake. how are you? How are you navigating that? What are your thoughts on on, you know, pros and cons?
Speaker 5 00:31:01 Yeah.
Speaker 3 00:31:02 We are fully remote.
Speaker 3 00:31:05 the company was headquartered in Salt Lake, and before the pandemic, I think there were two people out of the 150 or so that work there that weren’t in Salt Lake, and one of them commuted in every week. And then when the pandemic hit, people just scattered. And they moved to Seattle. They moved to Denver. they moved out from, you know, you know, Utah better than I, but out into the the backwoods of Utah, it’s beautiful. Why not? And so, When the pandemic ended, it would be almost impossible to bring the company back together. Coincidentally, that’s when I, we bought the company. I had a private equity firm in Austin called tritium. bought the company about almost exactly two years ago. And so there was no. You couldn’t put the genie back in the bottle, right? I mean, people were home and we just had to learn to live with it. But as you know, sort of the history of my own experience is very much kind of butts in seats mentality.
Speaker 3 00:32:13 and this is required us to as managers. You can’t be that way, right? I mean, we were joking before, before the call, I literally, you know, if you hadn’t had a shower, if you’re walking your dog, while we talk on the phone, I don’t know, you know, I mean, I guess I could hear the traffic or something, but we need to. It’s forces his managers to focus more on outcomes and not on sort of time and seat. And I think that’s pretty healthy. there are some jobs where that’s super easy. Sales is always the classic example of, you know, did you hit your quota? Yes. Then I kind of don’t care if you’ve played golf, you know, Friday afternoon or Four or something. I don’t know, maybe I do. but, old habits are hard to break. But, you know, for something that’s trickier, you know, programming, you know, we’ve used everybody’s tried a million things in programming to measure efficiency, but it’s it’s still challenging.
Speaker 3 00:33:17 And so, and operations and things like that can be more challenging to, to measure. But we’re working through it and it’s been a fun experience. People are great. the company is really, lovely. And, yeah, it’s going well.
Speaker 2 00:33:34 Well, I’m excited about, learning more and and and seeing you here when you’re in Utah. It’s great. Great. to have you, part of the Utah ecosystem, you know, speaking of that, the Utah ecosystem is is growing. But you you played a huge role in the Austin, tech scene, both, you know, in the venture capital space as well as, you know, obviously with retail may not, talk to me a little bit about what’s happening in Austin and, what are you most proud of there?
Speaker 3 00:34:00 Yeah. You know, it’s funny, the way I think about it is when I first moved to Austin, our biggest challenge when recruiting people, if someone was out of state was the trailing spouse. Problem is, how does your husband or wife that works find a job, especially if they were in tech when you’re at retail may not.
Speaker 3 00:34:26 And we really struggled with that at first. There was kind of Dell and indeed and that was it. And yeah. But now, you know you kind of never hear that anymore. There’s so much going on here. You know, as I mentioned before, you know, Apple, Google, Facebook, TikTok, all have pretty enormous offices here. Apple, especially the top.
Speaker 2 00:34:50 Tech markets for employment in the country.
Speaker 3 00:34:52 Yeah. And you know, so if you’re intact and you’re a trailing spouse, you can get a job if you want one. more than likely. And so that’s, to me, so exciting. I love to see that growth. there’s a good startup scene here. it used to be that there was just Austin Ventures. It was kind of the only venture firm in town, or certainly the dominant player. Maybe a better way to say it. And now there’s a lot of really well established. there’s still probably not enough seed capital here, but man, if you’re raising an A, you can definitely find people to talk to here.
Speaker 3 00:35:29 It’s still hard to raise money. Of course, raising money is hard. But, and I think that’s sometimes lost on entrepreneurs. I do a Q&A for a local newsletter. And, the most popular question by far is, you know, how do I raise money? Why am I having trouble? And, you know, not every idea can be funded and not every idea is a venture idea, so it’s still hard.
Speaker 2 00:35:57 Yeah, well, you know, I’ve enjoyed getting to know you through our work together at West Coast Ventures, and it’s a lot of fun to see all the exciting companies that, are being incubated and growing in Austin and across the country together. But that’s that’s been a real treat for me, and I’ve enjoyed it. So, that was a great story. Thank you for taking the time with us. You know, for the people that, are aspiring to to have the kind of success that you did, any any recommendations you have books or podcasts, do you think that, you know, that you read that you like, that they might, put on their list as they’re just doing their, continual, education?
Speaker 3 00:36:32 Sure.
Speaker 3 00:36:33 I would say two things. the thing I think that’s helped me as much as anything in my career is while I started in finance, I then shifted to marketing. And I think having a broader background has really served me well. I got lucky. There’s a branch of marketing. Direct marketing at the time required, pretty heavy analytical skills. And so, yeah, the finance background did. Yeah. So finance background was actually a benefit, not a negative. But, you know, that ability to sort of see across the platform has been invaluable. I can’t say it enough. And anytime someone comes to me, I’m like, get as much experience in as many different jobs you can in terms of podcasts or, books. my favorite business book is Shoe Dog. I think you’ve read it. it’s I love it. It’s truly amazing the grit that guy has. The founder of Nike is just Phil Knight. It’s just insane. I mean, his story after story where you just in the book where you’re just like, what this guy did to put Nike on the map is absolutely the classic example of what it takes to build a business.
Speaker 3 00:37:48 And I wish I could say I work half as hard as he did. It’s truly amazing.
Speaker 2 00:37:54 Yeah, that’s an awesome story. And you’re going to enjoy that movie. Er, it’s just a chapter in that book. But that, that’s a that’s a fun one about the Michael Jordan version, about it, chapter of that story. Well, Cotter, thank you so much for your time this morning. I think this was a great story, and I, I can’t wait to, continue to to work with you to, to help entrepreneurs in the way we are. And good luck. in all your, your ventures. Thanks so much.
Speaker 1 00:38:22 Thank you for listening to the Growth Elevated Leadership podcast. If you enjoyed this episode, would you please follow us and subscribe on your favorite podcast player and we’d be grateful if you recommend it to a friend. If you’d like more resources on how to become a better leader in business, we invite you to visit us at Growth elevated.com. We’ll be back next week with more insight from another great tech leader.
Speaker 1 00:38:43 Thank you.
Speaker 2 00:00:27 Hi, this is Julian Castelli. I’m the host of the Growth Elevated Leadership podcast, where each week I talk with inspirational entrepreneurs and leaders in the tech industry. Past guests have included CEOs and CXOs of great companies like Work Front, Healthcare, Radical Systems, in Moment, Vox, Pop me, the San Francisco 40 Niners, and many more. This podcast is brought to you by Growth Elevated at Growth Elevated where a community of tech founders, CEOs, and CXOs who are committed to working together to share best practices and learnings in an effort to help all of us become better leaders. We do this through educational programs like this podcast. we also have a blog, and we have an annual tech summit in the mountains of beautiful Park City, Utah.
Speaker 2 00:01:12 So if you want to learn about leadership and if you like skiing, check out Growth elevated.com and our annual Tech Summit. We’d love to see you there. Today I am super excited to welcome Cotter Cunningham to the podcast. Cotter is the CEO of Expert Voice. Expert voice help some of the world’s best brands build deeper relationships with their most influential, influential advocates in retail stores, professional settings, and online. All of this is done to improve the strength and reach of of trusted recommendations that help customers buy more confidently prior to Expert Voice. Cotter was the CEO of retail May not. Retail may not is a leading savings destination that enables brands to engage active shoppers and influence purchasing decisions. Cotter founded Retail Minot in 2009, and served as CEO through 2018 and chairman through 2020. As CEO, Qatar grew revenues from zero to almost $300 million and grew the business to to 650 employees, all while remaining profitable. He also raised over $250 million from a number of different investors, including Austin Ventures, Norwest Venture Partners, GV, IVP, and J.P. Morgan.
Speaker 2 00:02:29 Qatar is now a venture partner at Next Coast Ventures, and that’s where I had the good fortune to get to know him. He’s also a husband and a father of three kids and lives in beautiful Austin, Texas. Please welcome Connor Cunningham. Yay!
Speaker 3 00:02:44 Thanks. Thanks for the intro. That was fun.
Speaker 2 00:02:48 Yeah, well, we’re looking forward to hearing a little bit about, about the journey and some of the stories. So, you know, congratulations on on on all all the success. before we start talking about your company in Utah, which I’m tempted to do, let’s let’s go back a little bit to, to retail. May not. That’s an interesting company, right? yeah. You know, I look at it and I’ve used it for some coupons, occasionally. And, and so I look at it as kind of an e-commerce type of site. But tell me a little bit about how you got started with retail. Me not what was the what was the original idea? And did you have to iterate a little bit to get to where it was?
Speaker 3 00:03:22 Yeah, it’s a it’s a crazy story.
Speaker 3 00:03:25 So I was an entrepreneur in residence at Austin Ventures and kind of looking for a business, and we stumbled. I played around with coupons before there used to be a company called Fat Wallet that, did like rewards and cash back. And there was a couple of kind of smaller coupon players, and I started investigating the space. And it sounds so obnoxious to say this, so forgive me, but everybody I met was like a single, a solo entrepreneur. Inevitably, their background wasn’t marketing or anything like that. It was kind of scrappy, entrepreneurial types. And I felt like and a lot of them were kind of approaching it sort of part time and things like that. And so my thesis was, what if you had one of these and you ran it like a business, as opposed to sort of like a hobby that funded your, your lifestyle. And, because some of them had pretty amazing lifestyles. And I remember we, we bought three small companies on one day, and we ran those for you with an acquisition.
Speaker 2 00:04:36 So you had to be found some small players and said, let’s, let’s build a base. That’s right. Was the general idea the digitization of coupons going from paper to online or not so much.
Speaker 3 00:04:46 Not so much. It was really more just that at the time Retail. The well, the second the big the big thing is, was the one I mentioned that these were sort of run on professional. They sort of underlying sort of theme, I think, is this idea that at the time, e-commerce represented maybe 10% of the typical wallet spend. And of course, you feel like over time it’s going to be 90. And so let’s ride that, that growth up. and it proved right. I mean, I don’t know the exact I haven’t checked the exact percentages lately, but it’s certainly a bigger share of wallet for the average consumer today than it was when I started, in 2009.
Speaker 2 00:05:27 So help, help describe the ecosystem, right? Because I know it as a place, as a consumer, as a shopper, I can get a discount.
Speaker 2 00:05:35 But but you’re how are you getting those discounts and bring them together? And how are they unique discounts that you have at retail maybe not versus others or your marketplace of discounts.
Speaker 3 00:05:44 Yeah. So you tell me now. It was really innovative. It was started by two gentlemen from Melbourne, Australia. Like I said, I bought it about a year after, we started with three other sites and it quickly became the star of our little portfolio. And so we wound up sort of closing or winding down or just de-emphasizing the original three brands and putting all of our eggs into retail may not and literally change the name of the company, confusingly.
Speaker 2 00:06:13 To I was going to ask you where that name came from. So that was the Australian company’s name.
Speaker 3 00:06:17 Yeah, I see Australian coming out. It’s kind of a weird story. The guy had started a site called Bug Me Not, which was a way where, at the a lot of the, news sites, this is 2009. It was a different world.
Speaker 2 00:06:32 Had, the early days of the of the domain names and, and the great, great real estate grab.
Speaker 2 00:06:38 Right?
Speaker 3 00:06:38 Yeah, 100%. And so a lot of the news sites had started, requiring you to register. And so the whole concept behind Bug Me Not was you would register with generic like username and password, and you would post it and so I could go into bug me Not and grab that username and password. And so I wouldn’t have to register, I could use yours or something jointly. It’s kind of a fun UGC approach a little in a way. That’s the way they approached coupons. It was genius at the time. The interesting thing about it. So the ecosystem works like this. They’re online retailers and consumers. And so they’re looking for traffic. And so they use coupons as a way to drive traffic from the, from consumers. And so the interesting part about coupons is you don’t get paid on the use of the coupon. You get paid just for the traffic. So in other words, your cookie on retail may not. And then we deliver you to, you know, Kohl’s or Macy’s or whatever.
Speaker 3 00:07:41 And so that winds up in a paid Transaction, regardless of if you use a coupon or anything like that. Yeah. It’s pretty.
Speaker 2 00:07:50 It’s a traffic. It’s paid for traffic. Okay. Yeah.
Speaker 3 00:07:53 And so the, you know, typically a typical commission, I think it’s been pushed down pretty hard. Now I’m not in the business anymore, but, at the time it was around 5%. So not huge money. But, you know, if you do enough of them, it adds up. and so.
Speaker 2 00:08:10 This part of what’s called affiliate marketing and affiliate traffic, okay, that’s the category. All right.
Speaker 3 00:08:15 Yeah. And there are a couple of fun things about that, not the least of which was every every retailer has an affiliate marketing team and say, right, you had a clear customer who needed you and got bonuses on, you know, whether or not you were able to drive traffic to them. So there was a a definite win there as opposed to a lot of businesses like the one I’m in now.
Speaker 3 00:08:35 We don’t have a clear customer always. And so it can be challenging sometimes to say, hey, you know, you need us. And the guys like our girl or woman is like, hey, Dua. So that’s a thing. So anyway, there’s a clear customer.
Speaker 2 00:08:48 There’s a clear is the person in the marketing department. He’s who’s got a budget for affiliate traffic. Their job is to drive traffic. And what would you provide them?
Speaker 3 00:08:56 Yeah. Traffic literally.
Speaker 2 00:08:58 You provide them a tool set to build these coupons or.
Speaker 3 00:09:01 Whether that’s the that’s the best part of affiliate. So it’s all pre done. They’re they’re these couple of sites. Rakuten has one. It used to be Commission Junction and Link share back in the day. And so the the all the plumbing has been put in place. So you can actually run a coupon site with a very minimal sales group. Now we wound up really ramping up our sales group because we found that the more interactions you had with these affiliate managers, the better coupons you would get, the more exclusives you would get, the access to more interesting deals and stuff you would get.
Speaker 3 00:09:35 But the fun thing about retail, me not and I don’t want to miss this point, is kind of what we were talking about before. It let consumers post UGC user generated content on this site. So if you are out and about.
Speaker 2 00:09:49 You early days that became really critical, right?
Speaker 3 00:09:51 Right. And you were.
Speaker 2 00:09:52 An avenue for that or you helped them give you know.
Speaker 3 00:09:54 Yeah.
Speaker 2 00:09:55 Facilitate.
Speaker 3 00:09:57 If you found a fun coupon for gap or whatever, you could post it on retail. May not. You got points. We didn’t actually pay you or anything but.
Speaker 2 00:10:06 Gamify it a bit.
Speaker 3 00:10:07 We gamified it a little bit. And then the other thing that I think really helped is when you would post the coupon, you, the consumer, you would write it in a way that used your voice. And so, it helped in SEO a ton because you would typically describe the coupon or whatever the benefits were in the, in the way that a consumer would think, not the way that a marketer would think.
Speaker 3 00:10:34 So the example I always use is like women’s pants. They don’t always call them pants in the ads that come slacks or something like bottoms, but you don’t call them that. I mean, no human in the bottoms, like maybe for babies. And so, you know, it would be $5 off women’s pants at Kohl’s and you’d post that. And so I think that really helped. anyway, we wound up buying that company, and then it was a rocket ship for the first 4 or 5 years. It was really incredible.
Speaker 2 00:11:05 And and so you bought those startup companies, you kind of narrowed it down to the retail may not business. Then you just really started building on that business model.
Speaker 3 00:11:13 Yeah, that’s exactly right. about two years in, we started expanding internationally. So I bought Keep On sites in the UK, company called Voucher Codes. We bought three sites in France and sort of pushed them together. We did some work in Germany, which was hard, and we never really mastered Germany for better or worse.
Speaker 3 00:11:34 We did some stuff in Australia. So yeah, we definitely sort of expanded that way and then we started playing around with obviously the things that were to come. So, cashback being a big one, browser extensions being huge.
Speaker 2 00:11:52 So you really became, you know, kind of the cutting edge of, of online traffic and generation and affiliate marketing and understanding all those things.
Speaker 3 00:12:00 Yeah, yeah. I mean, you know, one of the leaders, there were certainly people in it with us.
Speaker 2 00:12:07 And so what were the stages like? You obviously you went all the way, you went public hundreds of millions of dollars. But what were the the high level stages if you had to break the journey down, start up phase, maybe growth stage and then public stage.
Speaker 3 00:12:21 Yeah. So we started with no employees, you know, just me in a tiny little office in the basement of Austin Ventures, and, Austin Ventures gave me $30 million, about 28 to buy the. That’s a.
Speaker 2 00:12:35 Good start.
Speaker 3 00:12:36 Good start.
Speaker 3 00:12:37 And if you start with 30 million in your pocket, you’re not doing anything wrong. to buy the three original sites. So they were all growing nicely and had pretty good revenues and pretty good growth. Our revenues are about 10 million to 12 million, kind of in that range. So you can.
Speaker 2 00:12:54 You you bought consolidated those. So you started at zero. Then you then you got a big big step change to ten. That’s right. What was the the next goal when you started ten. You’re trying to get there.
Speaker 3 00:13:05 My whole goal was to get to 100 million. Okay. I’ve been at Bankrate, a company in South Florida, before that, and we had worked. I’d had three different CEOs, and we had been gone from about 50 million to about 80 million during that time. I was there ten years, I think roughly. And, we never could get to a hundred million. And it always was. This kind of.
Speaker 2 00:13:28 You came in with that bogey. Very well. Well, well, well entrenched in your mind.
Speaker 3 00:13:32 No. Yeah. I mean, you know, the I can’t even describe it. It seemed almost unobtainable. And, the joke is that he told me not. I think we got there in about a year.
Speaker 2 00:13:44 One year.
Speaker 3 00:13:45 The second year. Second year. First year after we bought it. Yeah, it was doing about 30 million the day we bought it. And I think within a year we were doing almost a hundred. Yeah.
Speaker 2 00:13:57 Wow. Yeah. Okay. So that, that, that, that journey that you set yourself up for, for, you know, this might take three, five, ten years, one year to 100 million okay. So that so you, you you clearly know you’ve got a rocket ship at that point. You you hit you hit the wave right at the right time.
Speaker 3 00:14:12 Yeah.
Speaker 2 00:14:12 And so you have some massive scaling challenges that I suspect, right?
Speaker 3 00:14:17 Yeah, 100%. I mean, my favorite story about that is we needed some real estate. We were just bursting at the seams.
Speaker 3 00:14:23 We were over this coffee shop on South Congress and, you know, I mean, people were having to have meetings in the stairwell kind of thing. And so we wound up moving, a couple blocks north to, sort of downtown Austin. And I remember the only space I could get at the time was a floor like, for what Austin Real Estate has, is there’s a lot of empty space now, I think. But there wasn’t at the time. And so you had to take the whole floor and I didn’t need the whole floor. We had like 70 employees and I you know, I thought I remember telling our CEO, we will never use this whole floor. And I think we wound up taking 5 or 6 floors in the building by the end of the thing. But.
Speaker 2 00:15:08 And how long did it take you to occupy that first floor?
Speaker 3 00:15:11 Yeah, not very long. I mean, about a year. Yeah. So, we worked with some great people to help us with real estate, which I think is one of the hardest challenges, you know, to try and have enough space where you have enough space for people, but also you’re not sitting around looking at the space going, why do I have all this space? Right.
Speaker 3 00:15:31 because it’s not cheap. Right. And so we got lucky that, there’s a group here called HPI that was just fantastic in helping us kind of measure all that.
Speaker 2 00:15:42 Terrific. Okay, so you shoot up to 100 million. Now you’re at a incredible triple digit growth pace. how long did it take you to go public? When did you go public?
Speaker 3 00:15:52 Well, we went public four years after we started. So pretty. What was your.
Speaker 2 00:15:56 Revenue level at that point? Do you remember?
Speaker 3 00:15:59 About 180, I think I you’re you’re you’re testing my memory. but yeah.
Speaker 2 00:16:04 Okay. So within four years, four years to go, to go from 0 to 180 and going public, that that is the, the theoretical Super Bowl. I guess if you’re playing in the startup world, you know, what was that like? Tell me about.
Speaker 3 00:16:18 That. Yeah, it was crazy. I mean, it’s everything you’ve heard. I mean, my favorite story about going public was we, we had two great investment banks, Goldman Sachs and Morgan Stanley.
Speaker 3 00:16:32 And they were lovely and super smart. And we got lucky. And you know, they did a great job for us. But we were at fidelity and the salesperson for one of them was talking to the sale, the potential buyer at fidelity. Right. And they had been the Patriots game or something together. We’re going to go or something like that. And like I was just kind of sitting there drinking my coffee, listening to them talk. And it dawned on me, I’m the product here. Yeah, they’re selling you. They’re selling me. And it was a weird feeling because, you know, these guys are going to see each other a thousand more times in their careers or whatever. I’m there a day, you know? I mean, maybe you might be the.
Speaker 2 00:17:17 Flavor of the day and and you know, how how much are they going to emphasize you versus what’s coming tomorrow. Right.
Speaker 3 00:17:23 And, you know, and we got amazing advice and I wouldn’t change anything we did for the world.
Speaker 3 00:17:28 But you definitely realize you’re the commodity.
Speaker 2 00:17:33 Yeah, well, you went public on which exchange?
Speaker 3 00:17:39 Nasdaq.
Speaker 2 00:17:39 Yeah. So, you know, I mean, the reality is, though, but you’re you’re joining one of the world’s largest marketplaces and you’re, you’re a new you’re a new product on the shelf. Right? That’s exactly what it is.
Speaker 3 00:17:49 No, no, it was just kind of a crazy thing. Yeah. No, the going public. The other fun thing we did, I thought this was cool. So if you go public on the New York Stock Exchange, you get the famous balcony shot, right? Right. And the balcony holds 14 people. And I felt like, you know, at the time we were kind of 400 people, I think maybe 500. And to me, you know, I wanted them all on the balcony. Right. And so that seemed ridiculous. And so we talked to Nasdaq and they let us open the stock exchange in Austin at Austin City Limits, where they shoot the, the music.
Speaker 2 00:18:27 Oh, fantastic TV show.
Speaker 3 00:18:28 Yeah. And so we had a big party and, rang the bell.
Speaker 2 00:18:33 For some sort of. How do you do that?
Speaker 3 00:18:34 Yeah, we had a big stage and they, you know, and I’m sure it wasn’t connected or anything, but I got to slam the thing and, you know, the sirens went off. We had a band. It was, oh, that’s awesome.
Speaker 2 00:18:45 So you made it. You made it very inclusive. So your whole team can be part of that. No big screens and it’s been amazing. Bring your.
Speaker 3 00:18:51 Family out. I mean, you know, the whole thing, right. So it.
Speaker 2 00:18:54 Was that’s.
Speaker 3 00:18:55 Fantastic. Amazing day. And I think, you know, so often I mean I had the VCs come I mean you know, why not I mean it’s yeah. Yeah. How many times are you going to go public in your career. You know. So.
Speaker 2 00:19:06 Oh that’s that’s a great story. I’m glad to hear that.
Speaker 2 00:19:08 Well, you know this, you know, I read on your LinkedIn, you know, that you had an incredibly, high approval rating on some of those sites, like Glassdoor. People really liked working at your company, and you were incredibly well liked as a top rated CEO. Was was that something you focused on? Like how did you how did you in this growth? You you know, you’re obviously adding people trying to figure it, fill out flaws and all that. But how do you make it a good place to work and make sure that the culture was good, you know, during that rocket ship ride?
Speaker 3 00:19:39 I think it’s hard. I mean, like Austin then and now is really competitive. And so it’s not enough just to say we’re going to pay competitive salaries. I mean, Apple, Facebook, Google or all here they were coming at that time. And as well there’s a bunch of local great companies indeed started and is headquartered here. Dell, of course, the granddaddy of Austin tech is here.
Speaker 3 00:20:06 All amazing companies and great places to work. And so, you know, that’s your competition. When you’re thinking about like a product manager or a full stack engineer or front end person or something like that. All those people could go any of those places. And, you know, So it’s not enough just to say, well, we’re going to pay a competitive salary. You have to, I think, build a culture that people go, I want to be part of that. And so we did a couple things. We stole something from Amazon. One of the one of the things I’m most proud of is we stole a thing from Amazon called the bar raiser. And so it was a part of the, it was the it was supposedly the last part of your interview process, and we picked, I don’t know, I think 10 or 12 people from the company that we felt like represented kind of the best of us and from a cultural standpoint. And they would interview the every candidate, not just exclusively for culture fit.
Speaker 3 00:21:05 And they had a black ball. And so they could say, this guy, he’s not like us, you know, he’s not he’s not going to make it. He’s to cut the road. He didn’t talk about a team. He talks about himself, whatever. And, you know, I did.
Speaker 2 00:21:19 The final interview round. You You brought in your yeah, your best culture folks. And then they had to pass the culture bar.
Speaker 3 00:21:26 That’s exactly right. And I liked it. I thought it worked pretty well. And that was.
Speaker 2 00:21:31 Across the board every everyone that was hired. Well, that’s that’s not a small commitment.
Speaker 3 00:21:36 No. Yeah. And and inevitably and you can see this coming a hundred miles away. You know, there’s somebody you really want to hire that the person black balls, you know, and then you’re like, oh gosh, you know. And so, you know, you would talk to the person. Why why did we throw the black ball on on Sally. She seemed amazing to me when I interviewed her, you know, that kind of thing.
Speaker 3 00:21:56 But, you know, I mean, you’d work through it or you wouldn’t, but we you honored the process. Yeah.
Speaker 2 00:22:01 You have to honor to to to build.
Speaker 3 00:22:03 Otherwise it’s meaningless.
Speaker 2 00:22:05 I know it means a ton coming in, though. When you see that in an interview process, you. Everyone talks about culture. But that’s something probably that really speaks pretty loudly in the in the interviewing process.
Speaker 3 00:22:16 No. And it’s funny, I, I think culture has is something that we talk about now that for the longest, I mean, I’m older, I’m 62, the, the longest in my career culture wasn’t talked about. I mean, at least not any of the companies I was at. You know, it was just they it was a job. And so I think I think it’s definitely for the better. And I think it’s definitely something we try to focus on. You know, since I’ve been a CEO.
Speaker 2 00:22:46 So and that’s a really good example. You know there’s always the values on the wall and people kind of roll their eyes because sometimes they’re not consistently applied.
Speaker 2 00:22:54 But like the example that you just shared where you take the effort of using your the critical time of some of your best people to be part of that interview process and to give them the chance to blackball people and have to live with that, that that’s putting your money where your mouth is. I think that should probably speak volumes.
Speaker 3 00:23:10 No. And you? Yeah. I couldn’t agree more. And, you know, you talk about values. I remember I was at a big retailer who I won’t name because I don’t embarrass anybody. And they had a really well written set of values that were on the wall of the lobby. Right? We were waiting on the person to come pick us up, and I commented to our contact, I’m like, I love your values. And he was like, what are you talking about? And I pointed to the wall and he’s like, oh, I’ve never read those, you know? And so wow, what a it was so obvious that it was just some marketing hoo ha.
Speaker 3 00:23:45 And he’d never bought, you know, and he’s like, no, I don’t know anybody that’s ever read that and say, oh.
Speaker 2 00:23:49 My goodness.
Speaker 3 00:23:50 When we were going to do values, he told me not. And at my new company, we actually I don’t I thought it would be more powerful if instead of me coming up with what I think, we built a team of employees and had them say, here’s what’s important to us. And so I did that every time. Me not. And I did it again here.
Speaker 2 00:24:12 I love that. Well, I’d love to follow up and learn about that technique. But, so obviously this is this is a great story. It sounds like a ton of fun, but I’m sure there’s some things that, you know, looking back that you, with the viewpoint you have now and the perspective you have now that you might have done differently, what kind of lessons might you pull out to someone else who’s maybe, you know, we’re all aspiring to that kind of rocket ship, but whether they’re at the same slope or not, what are some of the lessons you can share? and things you might do differently if you did it again?
Speaker 3 00:24:42 Yeah.
Speaker 3 00:24:43 I think, you know, we probably over hired. We didn’t probably we definitely over hired. we struggled to find the right metric for sort of how to think about how many employees we needed to run the business. And I used to have this joke that, everybody needs a buddy. There are no one person departments. And so, you know, it’s a classic example that, you know, you think I remember I hired someone to run a strategy. Great guy, super smart. And I look up a year later and he’s got six people that were working for him, and that’s not his fault. He felt like we needed him. But to me, it was an example of, you know, building out a team that maybe we didn’t need. maybe we did.
Speaker 2 00:25:29 How would you handle that now if you were in that situation?
Speaker 3 00:25:31 Yeah, I we work hard to just. I just don’t hire. Right. We, we really have clamped down on I mean, we hire very it’s a much more first of all, we’ve I’ve always worked hard to hire in the interview process, but I’m pull I’ve pulled that back now into this sort of let’s talk about why you need someone.
Speaker 3 00:25:55 Right. And so if someone leaves, we don’t just automatically rehire for them. You know, we kind of take a step back and say, well, is there something we could do this job? Should we automate it? Should we outsource it? Should we move it offshore? What, you know, is there some other way to do this job that’s cheaper and more efficient. and I think that is a lesson that came with time, frankly. And it’s easy to get caught up in the kind of start up business of how many employees you have. How much money have you raised?
Speaker 2 00:26:26 Yeah. The vanity. Right?
Speaker 3 00:26:28 Yeah. Who do you raise?
Speaker 2 00:26:30 The process that you just described is what would get you to profitability and capital efficiency for sure.
Speaker 3 00:26:35 That’s right. And the joke is to me now it was crazy profitable. And so we probably weren’t as well. Not probably we weren’t as aggressive managing costs as you might be in a company that loses money.
Speaker 2 00:26:52 Yeah. Well, most people will listen to this podcast, are probably venture funded and they’re probably, you know, along the journey where they may still be losing money and getting to profitability while maintaining growth is really the name of the game.
Speaker 2 00:27:04 So, you know what you just said there in terms of really with every hire. Do you need that hire? Does it. You know, I love the idea of just replacing someone who’s there because that can sometimes be automatic. Yeah, right. But but you just walked through some really good criteria. You know, you need that person. Do you need that person full time? Do you need that person now? You know, do you need that person domestically. Right. You said about offshoring and then can you automate it? I think, you know, those are those are some great questions to ask, in terms of driving, you know, continue your growth, but but reducing your cost base as you go along so you get better, better profitable or more and more efficient.
Speaker 3 00:27:41 The other thing that happens, and you know this rarely, you almost never have someone immediately on deck, right? So if you quit tomorrow and I’ve got somebody that can start the next day, right? I mean, that just doesn’t happen.
Speaker 3 00:27:54 It doesn’t.
Speaker 2 00:27:54 Happen. Right. So your caps.
Speaker 3 00:27:56 Right. So in that sort of interim process where the person is left or leaving, but we haven’t brought in the replacement, I think it’s important to kind of talk to the team. Are we really stressed right now. Are we kind of doing okay. So yeah we we didn’t have good discipline on letting people go. We were very disciplined on hiring. But we definitely had people kind of bump along that, that maybe we should have been more aggressive about. So.
Speaker 2 00:28:28 Okay. Well that’s.
Speaker 3 00:28:29 Great.
Speaker 2 00:28:30 So tell me a little bit more about what you’re doing now at Expert Voice.
Speaker 3 00:28:34 Sure. Expert voice is a is kind of a quirky company. So you mentioned it in the in the opening we run pro programs for brands. And so the classic example. But it’s one of those companies you kind of have to explain for people to go, oh, okay. The example I always use is if you’re a ski instructor, you know, ski brands want you to wear their jacket, when you’re out and about, you know, the resort will give you a jacket, but but, I mean, you know, when you’re out and about or skiing on your own, you know, Helly Hansen wants you to wear their jacket.
Speaker 3 00:29:06 K2 wants you to wear their skis. I always tell the story. I skied for years in Taos. We grew up skiing there, and I had the same ski instructor for six years, and it was this guy in Jim and Jim skied on Rossignol. And man, I can assure you, when it was time for me to buy my first pair of skis, I was buying Rossignol. Or, you know, regardless, I remember that too.
Speaker 2 00:29:27 That was my first big, big, you know, new set of skis when I was aware enough of brands to make a make a choice.
Speaker 3 00:29:35 So brands need help managing those programs to make sure the ski instructors are qualified, to make sure that they are ski instructors, that kind of thing. And so we do that for them, and we manage that in an e-commerce sort of environment. So if you’re a ski instructor, you can come to expert voice and you have a ton of brands that want you to represent their stuff and they’re willing to sell you their stuff at a lower price to get you to, to be in.
Speaker 3 00:30:03 And that’s true if you’re a fireman or a doctor or nurse or, you know, golf pro, I mean, the list goes on.
Speaker 2 00:30:12 That sounds like a kind of a fun, fun area. You’re in. You’re you’re you’re in those aspirational recreational expert areas, right?
Speaker 3 00:30:19 Yeah. It’s funny. I haven’t always been as outdoorsy is I is I am forced to be now. So, we need to get you.
Speaker 2 00:30:33 Up here to Park City for our, growth elevated conference and do some skiing at Alta with us this year.
Speaker 3 00:30:40 I’m sure it’s fun.
Speaker 2 00:30:42 So tell me about, you in our, pre-game, we were you were talking about the challenge of being fully remote. You know, you’re you’re you’re in Austin. the company’s in Salt Lake. You’re back and forth, but, sometimes, you know, the people aren’t in the office in Salt Lake. how are you? How are you navigating that? What are your thoughts on on, you know, pros and cons?
Speaker 5 00:31:01 Yeah.
Speaker 3 00:31:02 We are fully remote.
Speaker 3 00:31:05 the company was headquartered in Salt Lake, and before the pandemic, I think there were two people out of the 150 or so that work there that weren’t in Salt Lake, and one of them commuted in every week. And then when the pandemic hit, people just scattered. And they moved to Seattle. They moved to Denver. they moved out from, you know, you know, Utah better than I, but out into the the backwoods of Utah, it’s beautiful. Why not? And so, When the pandemic ended, it would be almost impossible to bring the company back together. Coincidentally, that’s when I, we bought the company. I had a private equity firm in Austin called tritium. bought the company about almost exactly two years ago. And so there was no. You couldn’t put the genie back in the bottle, right? I mean, people were home and we just had to learn to live with it. But as you know, sort of the history of my own experience is very much kind of butts in seats mentality.
Speaker 3 00:32:13 and this is required us to as managers. You can’t be that way, right? I mean, we were joking before, before the call, I literally, you know, if you hadn’t had a shower, if you’re walking your dog, while we talk on the phone, I don’t know, you know, I mean, I guess I could hear the traffic or something, but we need to. It’s forces his managers to focus more on outcomes and not on sort of time and seat. And I think that’s pretty healthy. there are some jobs where that’s super easy. Sales is always the classic example of, you know, did you hit your quota? Yes. Then I kind of don’t care if you’ve played golf, you know, Friday afternoon or Four or something. I don’t know, maybe I do. but, old habits are hard to break. But, you know, for something that’s trickier, you know, programming, you know, we’ve used everybody’s tried a million things in programming to measure efficiency, but it’s it’s still challenging.
Speaker 3 00:33:17 And so, and operations and things like that can be more challenging to, to measure. But we’re working through it and it’s been a fun experience. People are great. the company is really, lovely. And, yeah, it’s going well.
Speaker 2 00:33:34 Well, I’m excited about, learning more and and and seeing you here when you’re in Utah. It’s great. Great. to have you, part of the Utah ecosystem, you know, speaking of that, the Utah ecosystem is is growing. But you you played a huge role in the Austin, tech scene, both, you know, in the venture capital space as well as, you know, obviously with retail may not, talk to me a little bit about what’s happening in Austin and, what are you most proud of there?
Speaker 3 00:34:00 Yeah. You know, it’s funny, the way I think about it is when I first moved to Austin, our biggest challenge when recruiting people, if someone was out of state was the trailing spouse. Problem is, how does your husband or wife that works find a job, especially if they were in tech when you’re at retail may not.
Speaker 3 00:34:26 And we really struggled with that at first. There was kind of Dell and indeed and that was it. And yeah. But now, you know you kind of never hear that anymore. There’s so much going on here. You know, as I mentioned before, you know, Apple, Google, Facebook, TikTok, all have pretty enormous offices here. Apple, especially the top.
Speaker 2 00:34:50 Tech markets for employment in the country.
Speaker 3 00:34:52 Yeah. And you know, so if you’re intact and you’re a trailing spouse, you can get a job if you want one. more than likely. And so that’s, to me, so exciting. I love to see that growth. there’s a good startup scene here. it used to be that there was just Austin Ventures. It was kind of the only venture firm in town, or certainly the dominant player. Maybe a better way to say it. And now there’s a lot of really well established. there’s still probably not enough seed capital here, but man, if you’re raising an A, you can definitely find people to talk to here.
Speaker 3 00:35:29 It’s still hard to raise money. Of course, raising money is hard. But, and I think that’s sometimes lost on entrepreneurs. I do a Q&A for a local newsletter. And, the most popular question by far is, you know, how do I raise money? Why am I having trouble? And, you know, not every idea can be funded and not every idea is a venture idea, so it’s still hard.
Speaker 2 00:35:57 Yeah, well, you know, I’ve enjoyed getting to know you through our work together at West Coast Ventures, and it’s a lot of fun to see all the exciting companies that, are being incubated and growing in Austin and across the country together. But that’s that’s been a real treat for me, and I’ve enjoyed it. So, that was a great story. Thank you for taking the time with us. You know, for the people that, are aspiring to to have the kind of success that you did, any any recommendations you have books or podcasts, do you think that, you know, that you read that you like, that they might, put on their list as they’re just doing their, continual, education?
Speaker 3 00:36:32 Sure.
Speaker 3 00:36:33 I would say two things. the thing I think that’s helped me as much as anything in my career is while I started in finance, I then shifted to marketing. And I think having a broader background has really served me well. I got lucky. There’s a branch of marketing. Direct marketing at the time required, pretty heavy analytical skills. And so, yeah, the finance background did. Yeah. So finance background was actually a benefit, not a negative. But, you know, that ability to sort of see across the platform has been invaluable. I can’t say it enough. And anytime someone comes to me, I’m like, get as much experience in as many different jobs you can in terms of podcasts or, books. my favorite business book is Shoe Dog. I think you’ve read it. it’s I love it. It’s truly amazing the grit that guy has. The founder of Nike is just Phil Knight. It’s just insane. I mean, his story after story where you just in the book where you’re just like, what this guy did to put Nike on the map is absolutely the classic example of what it takes to build a business.
Speaker 3 00:37:48 And I wish I could say I work half as hard as he did. It’s truly amazing.
Speaker 2 00:37:54 Yeah, that’s an awesome story. And you’re going to enjoy that movie. Er, it’s just a chapter in that book. But that, that’s a that’s a fun one about the Michael Jordan version, about it, chapter of that story. Well, Cotter, thank you so much for your time this morning. I think this was a great story, and I, I can’t wait to, continue to to work with you to, to help entrepreneurs in the way we are. And good luck. in all your, your ventures. Thanks so much.
Speaker 1 00:38:22 Thank you for listening to the Growth Elevated Leadership podcast. If you enjoyed this episode, would you please follow us and subscribe on your favorite podcast player and we’d be grateful if you recommend it to a friend. If you’d like more resources on how to become a better leader in business, we invite you to visit us at Growth elevated.com. We’ll be back next week with more insight from another great tech leader.
Speaker 1 00:38:43 Thank you.
Dan Chapman – Former VP GTM at Full Story & Bento
In this episode of the Growth Elevated Leadership Podcast, host Julian Castelli interviews Dan Chapman, a go-to-market advisor and fractional Chief Revenue Officer (CRO) specializing in early-stage B2B SaaS companies. Dan shares his journey from a technical founder to a sales expert, emphasizing the importance of the “selling to learn” phase. He discusses key concepts such as product-market fit, the transition from founder-led sales, and the development of effective sales playbooks. The conversation provides valuable insights for tech founders on refining sales processes and achieving scalable growth.
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
Timestamps
Introduction to the Podcast (00:00:02)
Julian Castelli welcomes listeners to the Growth Elevated Leadership Podcast, discussing its purpose and format.
Guest Introduction (00:01:20)
Julian introduces Dan Chapman, a go-to-market advisor specializing in early-stage B2B SaaS companies.
Dan’s Background and Journey (00:02:57)
Dan shares his unique path from technical founder to go-to-market expert, highlighting lessons learned from mistakes.
Military Experience’s Impact (00:04:03)
Dan discusses how his military background shaped his understanding of leadership and organizational dynamics.
Transition to Consulting (00:05:03)
After working at McKinsey and Google, Dan explains his decision to pursue advisory roles with startups.
Google’s Role in Startups (00:06:30)
Dan describes his experience at Google, helping acquired startups leverage distribution advantages for growth.
Selling to Learn vs. Selling to Scale (00:08:27)
Dan distinguishes between the two stages, emphasizing the importance of refining messaging before scaling.
Defining Product-Market Fit (00:09:37)
Dan elaborates on product-market fit, highlighting the need for traction, consistency, and momentum in sales.
Documenting the Learning Process (00:11:15)
Dan stresses the importance of founders documenting their sales processes to optimize learning and strategy.
Transitioning from Founder to Non-Founder Sales (00:13:05)
Dan discusses the challenges founders face when transitioning sales responsibilities to new team members.
Consistency in Sales (00:14:13)
Dan emphasizes the need for consistency in customer engagement and product usage during the selling phase.
Scaling Beyond the Founder (00:16:48)
Dan outlines strategies for founders to effectively scale sales beyond their personal efforts.
Sales Playbook Development (00:19:06)
Discusses the importance of having a structured sales playbook for effective training and onboarding of new salespeople.
Training New Salespeople (00:19:18)
Highlights the challenges faced when new salespeople lack proper training and understanding of the sales cycle.
Sales Process and Playbooks (00:20:23)
Explains the different types of sales processes and the necessity for tailored playbooks for transactional and enterprise sales.
Hiring a Sales Leader (00:22:29)
Details the ideal timing for hiring a sales leader based on company traction and the readiness of the sales team.
Resources for Sales Skills (00:25:25)
Recommends valuable books and resources for improving sales skills and understanding sales strategies.
Speaker 2 00:00:29 Hello, this is Julian Castelli. I’m the host of the Growth Elevated Leadership podcast, where each week I talk with inspirational entrepreneurs and leaders in the tech industry. past guests have included CEOs and CXOs of great companies like Work Front, CG healthcare, Radical Systems, in Moment, Vox, Pop me, the San Francisco 40 Niners, and many more. this episode is brought to you by Growth Elevated. Growth elevated is a community of tech CEOs and founders and CXOs who are committed to working together to share best practices and learnings in an effort to become better leaders. We do this through educational events and programs like this podcast, and we also have an annual summit in beautiful Park City, Utah. So if you like skiing and you like talking tech, you like talking growth.
Speaker 2 00:01:20 check us out at Growth elevated.com. Today I am excited to have a conversation with Dan Chapman. Dan is a go to market advisor and fractional CRO, and he focuses on very early stage B2B SaaS companies. He focuses on founder led sales and that whole topic of how do you go from founder sales to scaling sales? Dan learned to sell as an executive at Google, and then he put those skills to work at Bento Box and Click dimensions. Today, Dan helps technical founders from selling their first customers to hiring the team and setting the stage for scale. His unique background across multiple go to market roles, and a hands on approach helps founders navigate the critical inflection points that often derail startups in early days. Please welcome Dan. Hey.
Speaker 3 00:02:11 Thanks, Julie. Glad to be here.
Speaker 2 00:02:13 Yeah. Glad, glad, glad to, have you here today, Dan. You know, the the topic that, you really focus on is, is, is really critical, right? Because so many people, the innovation economy is fantastic.
Speaker 2 00:02:27 We have people coming in from all kinds of areas. They come from a domain problem that they see, they want to solve. Some come from technology and then they’re faced with this challenge of sales. Right. And so having someone like you that can help move from founder lead sales to scale is critical. And I’m looking forward to talking about that. Before we do, though, give me tell us a little bit about your your background. How did you get to become an expert on early stage tech sales, and how did your background lead you to choose this as as your passion?
Speaker 3 00:02:57 Yeah, well, I’d say, my background is a little different than a lot of other folks here. in this type of role, doing this type of work. And that actually started out as a technical founder myself, as a software developer, started a small dev shop and kind of learned the hard way, how to sell by making pretty much every mistake in the book. I didn’t so much cut my teeth learning to sell as like, knock my own teeth out, running into the wall over and over again.
Speaker 3 00:03:25 and so as I kind of matured in my career and shifted my focus more towards go to market leadership roles with later stage and growth stage tech companies, I really came to appreciate just how hard it is as a founder, especially if you’re coming from a technical background, to really be successful in those early days of getting your go to market launched. And so what I wanted to do is make that process easier for other founders and kind of give back in that way.
Speaker 2 00:03:51 That’s fantastic. And so you started out with some software. You also have some experience in leadership and strategy with both the military and McKinsey. Tell us a little bit about how that and how that shaped your journey.
Speaker 3 00:04:03 Yeah. So I actually started out in software development, and then I went to undergrad and to pay for undergrad I did ROTC, so I spent five years, almost five years as an infantry officer in the US Army, including some time overseas. And, you know, couldn’t imagine two more different chapter one and chapter two kind of stages of a career, but really great experience, really formative for me, helped me understand the messier human side of organizations and just how important it is to really have a mission and drive clear intent even in, you know, high stress, rapidly changing environments.
Speaker 3 00:04:45 And I think some of that experience is actually why I gravitate towards earlier stage and what can often be, you know, the messy and chaotic world of startups.
Speaker 2 00:04:55 I got it. And then. So then after that, you you you went to McKinsey for a little while, and then you worked at Google as well.
Speaker 3 00:05:03 That’s right. Yeah. So, you know, coming out of the military, you know, wanted to explore and kind of broaden my horizons a little bit. So did the thing that a lot of people do when they don’t know what they want to do next and went back to school, did an MBA and then joined McKinsey as a strategy consultant after that. I spent my first year as a generalist, and then in my second year, I really focused on on tech. That’s kind of what I was. I was drawn to, and then, left to go work at Google, where and I managed to kind of weasel my way into working with the corp dev team there, working with, startups that Google had acquired.
Speaker 3 00:05:42 But they were keeping as kind of standalone brands or entities. and that’s where I got to work with founders again. and so that’s really what gave me the push to go back to startups. And so I left Google and started doing that full time and spent, Did three different, roles with three different startups as a, as a go to market executive. over time was really fortunate that of those three teams, two of them exited another one. became a unicorn. and so I got to work with some very high quality teams, some great products. and got some, some amazing experiences along the way.
Speaker 2 00:06:17 That’s interesting. So when you’re at Google. You’re you’re required by Google. Do they do. I’m not sure. There’s a lot of variety, but the companies you worked with were they fairly stand alone. And were you kind of an advisor from Google and what were you helping them with?
Speaker 3 00:06:30 Yeah. That’s right. So, a lot of it was, figuring out from a go to market strategy perspective how to leverage the big distribution advantage that that Google could provide, because a lot of these startups had relatively nascent, you know, revenues, or, you know, distribution, especially relative to, you know, the massive sales organizations that the ads team or that YouTube had.
Speaker 3 00:06:53 So it’s like, how do we get plugged into those organizations? And then, you know, all the way down to some of the basics around, like, just how do we think about go to market, how do we think about, measuring what’s working and what’s not, those types of things.
Speaker 2 00:07:06 Oh, that’s sounds like a great, great experience. And so what what pushed you to kind of say, all right, now I want to go out and do this as an advisor.
Speaker 3 00:07:15 Yeah. So after my last full time role, I worked at the public company that acquired the last startup where I was CEO and head of sales. and I really enjoyed that experience. I kind of had the itch to go back to to earlier stage. And, you know, I spent some time reflecting and, and a lot of the lessons that I learned from kind of growth stage like series A, series B, series C, I realized some of those had, you know, those problems that we were working on.
Speaker 3 00:07:45 We could have made it easier on ourselves by starting earlier and setting the stage correctly from the beginning, as opposed to having to go back and kind of fix some of that stuff while we were scaling. and so I just kept getting pulled earlier and earlier, with the, the work that I was doing with clients. And I wanted to try going out on my own and, you know, seeing if I could create value in, by myself. So just took the leap, took the chance and, haven’t looked back.
Speaker 2 00:08:12 Well, fantastic. Let’s talk about some of the things you do with early stage founders. You know, one of the concepts you talked to me about was selling to learn versus selling to scale. What does that mean? And what what stage is that?
Speaker 3 00:08:27 Yeah. So a lot of founders, when they’re they come to me, they’re looking for help setting, a scalable foundation for go to market. And while I think that’s an admirable goal, oftentimes those founders, when I dig in, are actually in a different stage.
Speaker 3 00:08:43 They’re not ready to scale yet. They need to really refine they’re messaging their positioning, and even sometimes what the product does for their prospective customers. and in some of the, some cases, we’ve got customers who really don’t have much beyond a few design partners. And so they need to go and validate that what they are building will sell. and so I think of that as when you’re in the founder led sales mode, you should be really thinking about your objective is not creating scalable processes and playbooks, but rather learning and using that chance to optimize the fit between what you’re building and what the market needs.
Speaker 2 00:09:23 So we’re talking you know, we’re talking about product market fit. That is one of the most used and least understood, terms in early stage startups. What’s your definition for product market fit?
Speaker 3 00:09:37 Yeah. So I think there’s a couple components. and there’s a lot of people who’ve written much more detailed, you know, a perspectives on product market fit. And so I’m not going to try to, you know, rewrite all that.
Speaker 3 00:09:51 but I think the selling to learn phase is really about proving traction and, consistency, meaning that you’re actually able to sell your product and that that your customers, your early customers are using it and seeing value in the same way. That’s the selling to learn phase. And then I think to get to product market fit, you really also need to start to get into the selling to scale phase, which is that you need to prove that somebody that’s not the founder can sell this and that. You can actually you have some positive unit economics, meaning that the expected kind of post-acquisition value of a customer is greater than what it cost you to go and acquire a customer. and then the last piece of this is momentum, which is, you know, I’ve seen people talk about, you know, this is measuring like your inbound demand or the number of active deals that you’re working, but something like that, just depending on your go to market motion, needs to be compounding and accelerating over time to really feel like you have good product market fit.
Speaker 2 00:10:56 Terrific. So you’re you’re selling the learn. You’re you’re you’re figuring out what the problem you’re solving is. Do you have like a template for, for founders that you use to kind of like you find that they’re not organized enough and documenting what they’re learning. And how do you help them really crystallize that first stage?
Speaker 4 00:11:15 Yeah, it’s a good point.
Speaker 3 00:11:16 And and the key in what you just said is really writing things down and documenting it and then iterating over time. And, often founders are so busy, they wear many hats. And even if you’re in a team of 2 or 3 co-founders, often whoever is responsible for taking the product to market and doing selling is that’s not the only thing they’re responsible for. But I think, you know, of the activities that you can do, as a founder, writing down your process and building your own. You know, whether it’s like a one pager or a script, if you want. Some of that feels a little bit like too heavy. But, you know, doing the basics on that and then making sure you are reviewing your own calls and learning from them, each one like you is a is an opportunity.
Speaker 3 00:12:05 Don’t waste it. make sure you’re testing something out that’s very deliberate. And then when you find traction, make sure you’re repeating those things that work and discarding the things that don’t. Trying something else that’s new. That process, I’ve seen really help founders accelerate, especially with those first, you know, 10 to 20, conversations that they have with with new prospective customers. Those are really precious. And so you need to make sure you’re extracting as much value as possible out of that. so yes, I have some templates. but a lot of it is honestly just the forcing function of having a, you know, regular cadence with founders to go through this process and make sure that we are deliberate, about learning from from each and every conversation we have with prospective customers.
Speaker 2 00:12:50 Got it. Okay. So you’re working with founders. They’ve gotten their few initial sales. And, you know, they they’ve documented it based on some of the help that you’ve provided. So how do they make that bridge to non founder sales.
Speaker 2 00:13:05 That that’s a big one. And it’s really hard. But new people come in right. Because I think you and I talked previously as a founder you have this magic superpower right. You know the problem. You were passionate enough about the problem to start this business. You’ve you’ve built the product. You’re probably in love with the product, which has pros and cons. You’ve talked to customers, you can tell stories, but then you bring someone in who’s just knew. My goodness, that’s a that’s a giant chasm, right?
Speaker 3 00:13:32 Yeah, absolutely. And before I answer your question, there’s one other thing to that. That’s a bit of the founder sells magic, which is you can actually change the product, which hopefully.
Speaker 5 00:13:43 Hopefully, you know, so you have that that’s.
Speaker 2 00:13:45 Additional superpower.
Speaker 3 00:13:48 Yeah. Now if you’re if your first salespeople are also promising things and adding to your roadmap, maybe you actually haven’t solved for that one key part of the selling to learn, which is consistency. and so, you know, I’d say one, I think founders often bias towards wanting to bring somebody in, either as a full time sales person, or even sometimes as a, as an early sales leader.
Speaker 3 00:14:13 to early, I would say this selling to learn stages is really precious time. And being fully in control of the go to market is something that will only happen once. And so I would say make sure you really nail the criteria around selling to learn, which is that you’re actually getting people to pay for your product, not design partners, not, you know, 90% reduced rate below what you hope to be able to sell the product for. But like you’re actually selling your product and that you’re seeing consistency in both who you’re selling to. So like, what are my customers look like? You know, do I do I act? Can I take my early customer set and create an ICP from it pretty clearly as well as are they all using it the same way? One of the other things that’s.
Speaker 5 00:14:59 Selling it.
Speaker 2 00:15:01 To a consistent customer who’s using it the consistent way and probably, you know, getting getting consistent value that you can build upon. So those those four of the pillars. That’s right.
Speaker 5 00:15:12 Yeah.
Speaker 3 00:15:13 And and I think the, the other piece like that we often see in early founder led selling is there’s especially for technical founders who come who really know the problem well. They’re often adding in whether it’s like an explicitly a line item. They’re adding in services to right to make the product work. And it goes sometimes beyond onboarding. But, you know, continuing to to maintain the product, or to help build other processes to make sure that product plugs in. And that’s in particular for like mid, upper mid market and enterprise sales. but and that’s okay. I think you just want to really make sure that you’re not having to pivot too heavily in what each customer’s implementation of your product looks like, too. and it’s fine at the beginning. Explorer.
Speaker 5 00:16:00 Sure. But yeah, like, you want to pick the one that seems to be having a.
Speaker 2 00:16:03 Services enabled product. again, it’s a it’s a superpower, but also could be a challenge in terms of having tight product that’s repeatable. Right.
Speaker 2 00:16:11 And you know, when you talk about lifetime value in scale, that’s probably where you start seeing the impact of some of that customization versus you consistency, which I know is one of your tenets there.
Speaker 5 00:16:22 Yeah, absolutely.
Speaker 2 00:16:24 Okay. So you’ve done that. You’ve worked with the founder. They’ve done the discovery. They’ve done the learning. And now is that scary point. Like, I have to do something beyond myself. I have to scale. And, I think I wrote a blog way back when, you know, based on, you know, one of my founder experiences like, don’t we just need to hire salespeople? We just go hire salespeople or what’s the next step?
Speaker 5 00:16:48 Yeah.
Speaker 3 00:16:50 I mean, I think that that can be right. I’ve seen, you know, I think people consider one of three paths. Usually they’re either looking to bring on an SDR because the primary problem is actually about lead generation. And the founder still wants to run those early conversations. But what they need help with is, is creating demand.
Speaker 3 00:17:08 And that can be successful, especially if it’s a very technical product. And it would take a while to hand off, to somebody that can run a full sale cycle and close. the second is they want to bring in 1 or 2. I think it’s really common and popular nowadays to bring in two A’s. I think the idea there being that if you hire two at the same time, you can validate if it’s not working well, whether you know, it’s more about the person and the fit for the background that that person has and the role and the need. or whether it’s just not ready to be handed off yet. and then the third option is bringing in somebody who will be, a sales leader, or, you know, go to market leader that, you know, usually has seen this before and is ready to go back and do another lap starting at zero. But but takes more of an IC role at the beginning. I think that that is the third one is it’s really rare to find somebody who has truly done 0 to 10 million or something like that, and wants to take another lap.
Speaker 3 00:18:09 I think the most I’ve ever seen somebody do is two times. Yeah. it’s.
Speaker 5 00:18:13 Pretty exhausting, right?
Speaker 3 00:18:15 It’s extremely exhausting.
Speaker 5 00:18:17 Let’s go back.
Speaker 2 00:18:18 And, you know, I was saying that the hiring salespeople almost ingest because, like, I learned the hard way that, you know, maybe it’s not the last thing you should do, but someone, you know, a good sales expert said that’s the last thing you should do. And his point was, you hire salespeople and you haven’t documented all the things you’ve learned And put them into a positioning framework and maybe have a sales deck and all the things that you talked about earlier. If you haven’t taken those and turn them into something that you can train someone with. It’s really going to be difficult for those salespeople because they’re not just coming in and selling to their friends, right?
Speaker 3 00:18:49 That’s right. Yeah. I mean, I think, what we talked about earlier, which was the even when you are in that selling to learn phase and you’re iterating and experimenting and you’re changing what you do from call to call, you’re talking about writing it down and building a playbook.
Speaker 3 00:19:06 But that’s not the stage where you should be handing it off. When you can reuse the same playbook and you’re not having to change it every time. That’s when I think that’s a requirement for sure.
Speaker 5 00:19:17 Yeah, because now.
Speaker 2 00:19:18 You have something you can train someone with, right? That’s right. I suspect you’ve seen several examples of salespeople coming in and not having that training and surprise there. You know, not only are they not the founder, but they haven’t had the training and therefore they don’t get the benefit of that cell to learn cycle.
Speaker 3 00:19:36 That’s right. And look in a you know, in a pinch you can it is much more time intensive as a founder, but you can run those conversations and those processes side by side with your first aid, but then you’re just putting the burden of the work on them to create the playbook. I’ve seen it, you know, work better when it’s the founder doing that work with, you know, an advisor or somebody else that knows what playbook building looks like.
Speaker 3 00:20:02 and then the your first day, he walks into something with a much better chance of being able to successfully ramp, especially in those first, you know, 30 to 60 days where it’s critical to.
Speaker 5 00:20:12 Get a key.
Speaker 2 00:20:13 Element of of, you know, you’re offering do you help them build that, that, that toolkit, that, that playbook and what what are the chapters in that playbook?
Speaker 4 00:20:22 Yeah.
Speaker 3 00:20:23 So I mean, the really it depends on the selling process. For more transactional sales, you might need kind of like a one call closed script where you walk through everything from qualification and doing a mini demo of the product to position, you know, presenting pricing and then closing for, you know, enterprise sales cycles. It’s obviously much more drawn out. And you’ve got to have actually a series of playbooks around. Here’s how we run qualification and discovery calls. Here’s how we run demo and scoping calls. You know, here’s how we run our validation events. And then, you know, here’s how we run through the procurement process, legal and, you know, compliance and all those types of things.
Speaker 3 00:21:05 So it really does need to be fit to the market.
Speaker 2 00:21:09 The latter is an enterprise sales motion. The former is is much more of a, you know, SMB or that’s right. Higher, higher volume sales process. But you know, but but if you’re not a, a trained sales professional, you probably don’t have those playbooks lying around that you can just roll out.
Speaker 3 00:21:26 You know, and in fact, like there’s often you may be forgetting to do things like, hey, I’m running a sales, hoping to run a sales cycle, and eventually sell this product for hundreds of thousands of dollars. I need to have a, validation event or, you know, I need to to learn how to do a proof of concept, like some of those things. you know, just a founder may not be aware that that’s that’s generally how those that type of customer buys. So, yeah, a lot of these are just based off of best practice. And then we go from very early like first principles of, you know, how does this product need to be sold.
Speaker 3 00:22:03 And then we’re testing those over time and they’re kind of evolving. and then yeah, eventually your, your, your early sales people and your early sales later they’re going to create a different version of the playbook that doesn’t allow for founder magic. That’s a lot more detailed. that has, you know, some of the materials from your marketing, what your marketing team will eventually create around case studies in those types of things.
Speaker 5 00:22:25 Right.
Speaker 2 00:22:25 What are your thoughts on when to hire the sales leader?
Speaker 3 00:22:29 So I, I think it needs to be when you have pretty significant traction and multiple salespeople that are hitting and hopefully exceeding quota and ramping quickly. one of the challenges with hiring really good, like a VP of sales or VP of growth, as a startup, is that you’re asking somebody to take a pretty significant risk with their career. they tend to come from, you know, they tend to have done well and gotten with a company to series B, series C or beyond. And so the ones that you want are going to really rigorously do their diligence around the momentum that the company already has.
Speaker 3 00:23:10 and so you want to make sure that you have that like it’s I’ve worked with clients where we went out too early and just the caliber of candidates that responded to, you know, our posting was very different, even just three months later, because of how much more momentum we’ve been able to build and the, you know, the proof that we were succeeding in the market, and retaining customers and expanding customers, that type of thing. as well as just, you know, what’s your, your what’s your, you know, size of your company as a starting point, most of these, high quality VP’s are going to want to walk into a team of at least four A’s, all of whom are doing well, so that they can just build on something that’s successful.
Speaker 2 00:23:53 Awesome, awesome. That that makes that makes good sense. Terrific. So. So tell me where people can find you.
Speaker 3 00:24:05 well, feel free to visit my website, Dan Chapman. Com I’ve got a link there where you can book time with me, if that’s, something you’d like to chat about in more detail.
Speaker 3 00:24:16 I’m also just Dan at Dan chapman.com. If you want to shoot me an email and you can find me on LinkedIn, I’d be happy to connect. I need to be better about, about sharing some of these thoughts a little bit more consistently, consistently. but I’m planning to to start doing that soon. So look for for more content for me coming to.
Speaker 5 00:24:34 Well that’s.
Speaker 2 00:24:34 Terrific. And, anyone you want to shout out that the, that helped you, helped you, get to where you are now?
Speaker 3 00:24:42 Yeah, absolutely. I mean, there’s too many to name individually, but, to all the founders and investors who believed in me when I was just starting out and getting back into startups, you know, coming out of big tech, Google and all that. to the teams I’ve been honored to lead who make the job just so rewarding. and the, you know, the founders who trust me now as an advisor and a fractional CRO, I’m truly grateful for the chance to get to help people out along the journey.
Speaker 2 00:25:10 Hey, another another thing we like to do is share some, you know, obviously people can come talk to you specifically, but I know you’ve got some. You like your your reader and you’ve got some books that you think are really valuable on this topic. What would you recommend if people want to start out by just reading reading up on the topic.
Speaker 3 00:25:25 Yeah. I mean, look, if you’re starting from zero, there’s a lot of good, like classic sales books. I’ll talk about one that is relatively newer and that I’ve really enjoyed. And, you know, kind of like put some of the principles to use with my clients, which is the jolt effect. It’s a, really about, it’s a follow up to kind of the challenger sale. and it’s a great newer one. If you’re struggling to get buyers to commit to changing and understanding what it takes. like if you’ve got prospects who understand that what their, you know, their current approach isn’t working, they understand the value that’s on the table, but they’re there’s something that’s holding them back,
Speaker 5 00:26:06 Or taking the plunge stick.
Speaker 2 00:26:09 Which is get things moving. That’s a good, good word for it.
Speaker 5 00:26:14 Yeah, it’s a great book.
Speaker 3 00:26:15 And, you know, we don’t have time to go into all the principles. but, you know, I’ve spent some time with my teams kind of going over some of those. And it’s a very practical book. It’s not just theoretical like you can put those lessons to use right away. I’m also a big fan of not just sales books, but kind of broader business, reads. And I really liked, The Outsiders, which is about, you know, it’s like a series of stories about unconventional CEOs and how they approached, you know, their business and created, outlier type results. a classic book on strategy, is good strategy, bad strategy. And then there’s one, called the Success Equation, which is it’s a bit of a humbling read because it’s, it talks about understanding the impact that luck and randomness have had on have on success and, and even, you know, how to quantify that.
Speaker 3 00:27:12 And I think it’s something that, frankly, those of us in the world of venture, you know, should keep in mind, when we when we think about what we’ve done in the past, and maybe that, you know, it’s not just about us being great, but a little bit of luck involved too.
Speaker 2 00:27:25 Of course there is. That sounds great. I’m going to I’m going to write those down and check them out. Dan, this has been great. Great great topic. I wish you best of luck. And I’m sure that your your clients are happy to work with you and really dive into this. There’s nothing more important than early sales, early stage sales, traction. And I love your focus on it and look forward to continuing our conversation. Thanks for joining us this morning.
Speaker 3 00:27:49 Yeah. Thanks, Julian.
Speaker 1 00:27:54 Thank you for listening to the Growth Elevated Leadership podcast. If you enjoyed this episode, would you please follow us and subscribe on your favorite podcast player and we’d be grateful if you recommend it to a friend.
Speaker 1 00:28:05 If you’d like more resources on how to become a better leader in business, we invite you to visit us at Growth elevated.com. We’ll be back next week with more insight from another great tech leader. Thank you.
Rob Seolas – Co Founder and CEO of ObservePoint
In this episode of the Growth Elevated Leadership Podcast, host Julian Castelli interviews Rob Seolas, co-founder and CEO of ObservePoint. Rob details his journey in establishing ObservePoint, a Tech Company focused on data privacy and governance in marketing technology. He discusses the initial challenges of finding product-market fit, securing enterprise customers, and the funding journey. Rob also highlights the importance of building a strong company culture and shares lessons learned, such as the value of mentorship and maintaining mental and physical health. The episode offers valuable insights for tech leaders and entrepreneurs navigating their own growth journeys.
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
Timestamps
Introduction to the Podcast (00:00:02)
Julian introduces the Growth Elevated Leadership Podcast and its purpose of sharing insights from tech leaders.
Introduction of Rob Seolas(00:01:20)
Julian welcomes Rob Seolas, highlighting his achievements and role as co-founder and CEO of ObservePoint.
Background on ObservePoint (00:02:31)
Rob shares the inception of ObservePoint and its focus on data privacy and governance in marketing technology.
Catalyst for Starting ObservePoint (00:03:28)
Rob discusses the initial market pain points that drove the creation of ObservePoint, focusing on martech governance.
Challenges in Martech Implementation (00:04:34)
Rob explains the complexities faced by marketers managing various martech technologies on their websites.
Finding Product-Market Fit (00:05:53)
Rob recounts the journey to discover product-market fit, highlighting their first major customer, Turner.
Bootstrapping and Early Challenges (00:07:37)
Rob reflects on the challenges of bootstrapping and the difficulties faced with a lightweight product for heavyweight clients.
Raising Capital (00:10:09)
Rob discusses the decision to seek capital due to competition and the need for resources to grow.
Series A Funding Experience (00:11:10)
Rob shares insights from their successful Series A funding round and their growth trajectory post-funding.
Preparing for Series B (00:12:16)
Rob outlines the milestones that indicated readiness for a Series B funding round, including customer growth.
Technology Challenges and Growth (00:13:22)
Rob describes the technical challenges faced while scaling ObservePoint and the impact on customer retention.
Advice for Overcoming Challenges (00:14:55)
Rob offers advice on managing technology development and scaling effectively in a competitive market.
Proud Achievements and Company Culture (00:17:20)
Rob highlights significant accomplishments, including awards and the strong corporate culture at ObservePoint.
Company Culture and Connections (00:18:18)
Rob reflects on the enjoyable work experience and strong connections formed at ObservePoint.
Transition to Auto (00:19:05)
Julian prompts Rob to share his experience with a new business called Auto post-COVID.
Rebranding Auto (00:19:17)
Rob discusses rebranding the company from “First Secure Administrators” to “Auto” for better market alignment.
Challenges in the Automobile Industry (00:20:29)
Rob explains the instability in the auto market and the need for a tech-focused approach.
Spinning Off Metrics AI (00:21:10)
Rob shares the decision to create Metrics AI by extracting the tech side from Auto.
Lessons from Experience (00:22:14)
Rob reflects on the importance of finding coaches and expertise for business growth.
The Importance of Coaching (00:23:19)
Rob emphasizes the value of performance coaching for CEOs, comparing it to Olympic athletes.
Finding the Right Coaches (00:24:26)
Rob discusses the challenge of finding effective coaches and the perception of CEOs needing help.
Transitioning to Coaching (00:25:07)
Rob shares his experience with Petra, a coaching group focused on helping businesses scale.
Scaling Executive Teams (00:26:25)
Rob highlights the importance of executive teams evolving as businesses grow.
Mental and Physical Health (00:28:40)
Rob talks about the significance of longevity science and its impact on future leadership.
Recommendations for Longevity (00:30:15)
Rob suggests resources like Brian Johnson and David Sinclair for practical longevity advice.
Key Aspects of Health (00:32:09)
Rob outlines efficient exercise and diet strategies for maintaining health and longevity.
Mental Health Awareness (00:33:10)
Rob emphasizes the importance of mental and emotional health in overall well-being.
Contacting Rob Seolas (00:33:53)
Rob shares how listeners can connect with him via LinkedIn or email.
Speaker 1 00:00:02 Welcome to the Growth Elevated Leadership podcast with Julian Castelli. Each week, we talk with senior tech leaders to explore stories and insights about the challenges involved with growing technology companies. We hope that these stories can help you become a better leader and help you navigate your own growth journey.
Speaker 2 00:00:27 Hello and thank you for joining the Growth Elevated Leadership Podcast, where each week I talk to entrepreneurs and leaders in the tech industry. past guests have included CEOs and CXOs of great companies like Work Front, Healthcare, Rebecca Systems in Moment, Vox, Pop me, the San Francisco 40 Niners, and many more. this episode is brought to you by Growth elevated at growth elevated. We’re a community of tech founders, CEOs, and CXOs who are committed to working together to share best practices and learnings in an effort to become better leaders. We do this through educational programs like this podcast as well as our blog and of course, our annual tech summit up in the Wasatch Mountains of beautiful Utah. If you enjoy skiing and working and networking with other tech leaders, check us out at Growth elevated.com.
Speaker 2 00:01:20 Today I’m super excited to welcome Rob cialis to the podcast. Rob is a a technology leader and and CEO in Utah. He has a proven track record of driving, business transformations. And one example we’ll talk about today is, is the strategic rebranding of auto that that led to almost ten X revenue growth. His expertise is in talent acquisition, team building and strategic partnerships. And he’s used those those capabilities to to fuel growth and success. As co-founder and CEO of Observe Point, he expanded the company globally, securing strategic partnerships and achieving significant financial milestones. his leadership is marked by a focus on innovation, operational excellence, and cultivating a strong corporate culture. Please welcome to the show, Rob. Silas.
Speaker 3 00:02:13 Hi, Julien.
Speaker 2 00:02:14 Hey, Rob. How are you?
Speaker 3 00:02:15 I’m doing well. It’s great to be here.
Speaker 2 00:02:17 Yeah. Thanks. Thanks. Great to have you on here. today, I’m looking forward to catching up with you. So, you know, tell us a little bit about Observe Point. You know, you and I got to know each other many years ago when you were the CEO of Observe Point.
Speaker 2 00:02:31 It’s a it’s a very successful company in Utah. You you raised several rounds and grew that for for several years. you know, give us a little background about that company, how you got involved in it, and what do they do with their customers?
Speaker 3 00:02:44 Yeah. You bet. Well, sir, point was just a terrific, you know, ride in a in a great company. And it’s even better company today. The company was co-founded by myself and John Pestana and we really understood that you’ve got to get your head around data privacy and governance and what’s happening on your website. And so we just recognized the need in the market and decided to kind of jump right in. And this was back in, 2011, 2012 when we really kind of got started.
Speaker 2 00:03:15 And it was it, was it the regulatory, was it driven by regulatory complexity, just cybersecurity complexity? What was the catalyst that you saw in the marketplace that said, hey, we can we can we can help people deal with this?
Speaker 3 00:03:28 Yeah, that that’s an important component now.
Speaker 3 00:03:30 But it was not a very important component in the early days. The early days when we started, the company was just around the pain of implementation and governance around martech, martech.
Speaker 2 00:03:41 So really marketing and all those, all those cookies and, and, tags that you’re putting on.
Speaker 3 00:03:45 Yeah. I mean, you better have an idea what’s happening on your website. Right? That’s that’s really what it comes down to today. Back then, it came down to you’re a marketing practitioner of an analytics team in a big digital company, and you’re trying to manage all these different martech technologies that are rapidly changing and understand what’s happening. And there’s just a need to kind of manage and govern that. And that’s kind of where we started. We’re almost at the execution layer, if you will.
Speaker 2 00:04:11 You know what? I’m remembering our conversations back then and and I recall you saying, like, hey, you might be in your second or third iteration of team leaders in marketing, and you have all the the baggage from previous teams still on the website, and you might not even know it.
Speaker 2 00:04:25 So you might have multiple different cookies or, or, automation, tools doing the same thing or maybe even working contradictory to each other. Right?
Speaker 3 00:04:34 Absolutely. Yeah. I do remember that conversation that was and still is a really standard pain point because large brands, large companies usually have a lot of cooks in the kitchen, and it’s pretty messy in there. And so who’s actually collecting what, when and where? Who owns that? has always been a real problem in the martech space on websites in particular. And now it’s it’s changed a little bit Now the market says you better govern and understand what’s happening on the website. And so part of the regulatory piece that you mentioned has really become a reflection of the growth of martech. And and frankly, at times, companies inability to not get every little piece of data that they possibly can on a, on somebody. And so that’s kind of a response to it saying, hey, you need to tell us what you’re actually collecting and make sure that’s all that you’re collecting.
Speaker 3 00:05:23 And, you know, that’s a difficult thing for, you know, marketers. that’s what I observed. Point exists. And that’s the problem that we solve.
Speaker 2 00:05:32 Oh, terrific. Okay, so you’d seen this problem. obviously you and your partner were very active in web marketing historically, so you kind of in this space, you saw it. And who were you? Who were you selling to? you know, how long did it take you to find that product market fit, where you understand the buyer and who had the pain at the customer?
Speaker 3 00:05:53 Well, in the early days, the initial thrust was into large enterprise, our first real key customer that really changed the business. And this is a kind of a story into itself, was we landed Turner. So Turner’s all the different Turner properties, including CNN, which at the time was one of the most trafficked websites in the world. And with that, we were able to really, really leverage that the, the, the problem that kind of that happened, you know, when, when people in, in our tech world say, you know, that first whale customer is really, you know, a dangerous customer because they can kind of like take you places you don’t necessarily want to go.
Speaker 3 00:06:32 And that’s that’s a little bit about what happened to us. But in a way that was a little bit unexpected. It was just that by being bootstrapped and, and then raising a really pretty modest series A, I think we were really under horsepower to try to attack a enterprise company as a really small brand. So we built kind of a lightweight product that. But for heavyweight type customers. and so we experience some real pain there. I would say the product market fit is only come in the last 2 or 3 years, where the market’s really kind of come to us in the technology chops of the company have really, improved dramatically. And because of that, you know, the company is well positioned now. And and that’s an interesting story too for people. Sometimes it takes time, which is the most frustrating answer anybody ever wants to hear.
Speaker 2 00:07:20 Oh, absolutely. That, you know, you’re under pressure the minute you take capital or even even before you said you bootstrapped. I mean, let me let me be really clear that that’s not a lower stress situation, right? Because you’re constantly trying to create capital.
Speaker 2 00:07:33 How long did you bootstrap like let’s let’s start. You started this company when in 2012.
Speaker 3 00:07:37 Well, we actually started before that, but it was not a real serious priority for myself or for my co-founder, John Pestana. I had sold a company with myself and two other founders to think partnership, and so I wasn’t particularly really ready to go out and do something. And, you know, John was, you know, figuring out how his transition from, you know, out of armature would eventually play out. And so it’s just a real light discussion. We really didn’t get going until we picked up Turner. Is that launch customer. Then we really.
Speaker 2 00:08:08 It was that early before you had even.
Speaker 3 00:08:10 Yeah we.
Speaker 2 00:08:11 Do it. So you get a whale very early okay. Now I see the gravity of that situation.
Speaker 3 00:08:16 That’s right. A couple developers, you know, you know, landing away. Right. We were bootstrapped and and our in the absurd point solution is a highly technical solution. It’s a highly, complex series of problems to solve.
Speaker 3 00:08:30 Imagine every single page on everybody’s website. Exactly. All the different martech technologies that are happening, the dynamic changes that happen every moment of every day. Being able to crawl all of that, catalog that and report that back to the brand with any type of accuracy. That’s a really hard problem to solve. And that nut’s now been cracked. But it was really hard in the beginning, and it made us, you know, the way it was going, wherever it really wanted.
Speaker 2 00:08:55 Okay. Yeah. He’s working. I see the boat being pulled by the whale. Especially if you only have a few few employees. You haven’t raised any capital yet. And so, you know, before that big enterprise customer, were you thinking you’re going to have a light, a light stack for kind of the SMB market or you really we just weren’t sure.
Speaker 3 00:09:14 Yeah, I don’t think we were sure. absurd point exists for anybody who has a website. And so I think we kind of thought, well, anybody who has a website, but it really turns out that the pain points exist highest at the enterprise level, and then they have the, the budget to be able to go out and to add a solution that helps resolve and remediate that for them.
Speaker 2 00:09:35 So when you, you know, again, whether it’s by a priori strategy or you, you get a whale hooked and starts pulling your boat around, you’ve got an enterprise customer, you’re starting to focus on the enterprise customer. Is that what drove you to say, hey, we need to put some capital in this and and do full time engagement. You know, for you and John.
Speaker 3 00:09:52 That was a big part of it for sure. The other was some entry of competition into the market. that that kind of changed, I think the outlook, we felt like the market was going to happen quickly, and if anybody else came in and got a big chunk, they’d catch up very quickly to where we were at. So it was time to the market.
Speaker 2 00:10:09 Yeah, actually, I think that’s a negative and a positive. Right. Because it’s a negative. You no longer have your own ocean, but positive is your validation that this is a real problem. People want to spend money to solve. Right.
Speaker 3 00:10:20 Exactly.
Speaker 2 00:10:22 Okay. So so when did you raise your, your first round and, and, you know, tell us a little bit about your, your, your funding journey, because sometimes we use those as benchmarks in terms of, you know, when you’re ready to raise a series A and, and, and what you learn from that experience. And then I know you guys raised a very successful series B and you know, you know, I’ve grown to to to be a very meaningful company at this point.
Speaker 3 00:10:43 Sure. We the first round was 2014 with Pelion, who are been absolutely fantastic people to work with. Chris Cooper and and Blake, who generally are best probably known through that firm, are just tremendous VC individuals. I mean, they they always are rooting for you. We never had an issue at all. Super positive experience with them.
Speaker 2 00:11:10 Fantastic. And so you raised that series A like, how large were you as a company at that point?
Speaker 3 00:11:16 we just crossed a million and RR and okay, $4 million round.
Speaker 2 00:11:21 Fantastic. And then, you know, how far did you grow before you started looking and saying, okay, maybe series B, we can double down here? Yeah.
Speaker 3 00:11:31 Well, when we, we had been like really serious bootstrapping. So when we decided to go ahead and, and, you know, take the loan, we were, we were eyes open that that’s really what it is. It’s an equity investment. But it’s kind of like a loan you have to pay back. And it just kind of changed the dynamics of like, we got to go. Obviously that money was raised to grow the business, not to sit there and with that, we very quickly went into negative burn, hired a lot of people, and kind of started going down that trajectory. So we were to almost at three years before we, raised our series B with Mercado,
Speaker 2 00:12:10 And, and, you know, what was the milestones you hit that kind of gave you say, okay, now we’re ready for a series B?
Speaker 3 00:12:16 Well, there are a couple, customer count came was coming up significantly.
Speaker 3 00:12:20 We had some, you know, really great wins with kind of exceptional brands, you know, Lowe’s American Express, you know, at one time, you know, 250 out of the fortune 500 companies. I think that number probably even higher now, obviously, as the company has grown. But we had we were getting significant early penetration, like we were starting to knock off these really big brands. And we have a, you know, credible NASCAR slide, if you will. And that was kind of.
Speaker 2 00:12:49 You had you had half the fortune 500.
Speaker 3 00:12:51 We had between that and some agencies that kind of service, those, we had very early deep penetration into that market. But that but that was also that same kind of problem. We were a lightweight product in a heavyweight market, and we did a great job punching above our weight class. optically, our a partnership with Adobe, that were incredible to work with. We just did an amazing job, I think punching above our weight class, but it was a hard technology problem to solve, and we were kind of really underpowered there.
Speaker 3 00:13:22 And that that led to just not being able to retain those customers on the basis that we wanted to. That led to a not not a, not negative retention, but overall just kind of real flat to soft retention. and then the problem we the problem started getting bigger and bigger. We had more of these bigger customers and it’s very difficult to catch up. This was also at a time when the technology landscape was different too. We couldn’t scale with AWS because AWS didn’t have some of the loops and hooks that we needed, and hadn’t even built out some of the functionality we were buying servers.
Speaker 2 00:13:59 Wow.
Speaker 3 00:14:00 Yeah, we were we were buying racks, buying servers because of what we were trying to do to solve this problem, to be accurate. And so it just became a much more expensive business. It became a much more, you know, hard, hard core engineering business, deeper technology business, especially with our customer base. And we were just probably under horsepower in a lot of ways.
Speaker 2 00:14:22 So with the benefit of what you know now, you know, whether it be something you might have done differently, you know, you, you, you had this great traction and, and demonstration of need from the marketplace.
Speaker 2 00:14:34 Maybe, like you said, they’re punching above your weight in terms of the size of these companies. You know, what do you recommend to someone who’s got that kind of challenge today in terms of how do you, you know, catch up from a capital, from an expertise, from a capabilities perspective, what you know, if you could, like, rewrite the story, what? What would you have told your younger self?
Speaker 3 00:14:55 Yeah. I think, to really understand how long the lag is between, you know, in the creation of technology. Right. it just you can add a sales person and they can go out and contribute to the business, you know, within 60 to 90 days. And that’s at the time when a, generally a developer starts feeling relatively ramped and in the business, and their contributions are still much further down the way. I think it’s it’s a different landscape now. So I don’t know if the I don’t know if the exact same lessons kind of almost apply in the same way, but it does take longer and it’s harder to build tech.
Speaker 3 00:15:29 And so it just needs more time. And so when you scale, scale with the hard stuff, first, scale with the things that are more difficult to scale first, it’s easier to add the lighter weight stuff. And we kind of added all of it once. And so one, you know, even exacerbated the problem. More of what we had, you know, being a heavyweight with the lightweight, lightweight budget and kind of a lightweight, sized business talent, headcount experience, those type of things.
Speaker 2 00:15:57 Yeah. Scaling technology is hard no matter what. But then when you, when you have to go to enterprise, I mean quite often that’s an entirely separate chapter for companies as they go along the journey. And it I’ve never seen it be a six month exercise or a one year exercise. It always takes longer than than than you think. And it sounds like you had that challenge even maybe before you were ready, which is a blessing and a curse, I guess.
Speaker 3 00:16:23 Yeah, that’s right. It is a blessing and a curse.
Speaker 3 00:16:26 And I think a lot of the companies that come through it often, I think, you know, either have a they just basically solved that technology problem sooner. They’re able to solve it soon enough that it doesn’t become a little bit of a ticking time bomb later. And we were able to kind of diffuse it barely, and, and move forward, in the last 3 or 4 years. There’s, you know, since I’ve left the company, John stepped in to really focus on technology and product. Then it’s been a complete landscape change, and now the product market fit is really there for the business, and the business is primed for a pretty exceptional run going forward.
Speaker 2 00:17:08 Oh that’s exciting. So, you know, what were some of the we’re talking about the challenges, but talk about some of the things you’re most proud of at the journey and any, any milestones or accomplishments that, you want to highlight?
Speaker 3 00:17:20 Yeah. There was a couple different things I, I thought did particularly well in the business.
Speaker 3 00:17:25 I mean, we, we won the awards that you win when you do certain things. Right. We made the Deloitte 500 list on the on the tech side that’s, you know, an enviable list to to be able to get on, you know, 5 or 6 years we were, you know, multiple years were Mountain West capital, you know, top 50 fastest growing in the state of Utah. So and that continues still. So the lot is just tremendous thing. I think we built a really good culture, a culture that people that care about each other and are dedicated, trying to solve hard problems. I think that was, a really good piece. I think the company did a good job of finding talent every place you could find it. you know, we had we have we’ve had a, you know, an amazing story of somebody that started at the front desk. And, you know, she’s now in senior leadership, you know, over at a at a public company. that’s.
Speaker 2 00:18:18 Awesome.
Speaker 3 00:18:18 So those type of things, I think we did, you know, particularly well and I’m proud of that. I, I see people that I worked with, you know, currently and because I’m still on the board and while I was active as CEO and there’s a deep connection and I get a lot of people saying that was the funnest company in the funnest place and the most enjoyable work experience I’ve had. And I’ve heard that heard that enough times to to really believe that. And it means a lot to me.
Speaker 2 00:18:47 Well, that’s awesome that that speaks to the culture you’re able to build. And and I know that special bond you have with the with with those team members that helped you, helped you build it. So that’s a that’s it’s one of the real upsides of what’s often a very challenging process. Right.
Speaker 3 00:19:03 For sure. Absolutely.
Speaker 2 00:19:05 So okay, so you had a great run there. And then you, you you jumped into a business called auto and and you, you know, it feels like the impact was a little faster in this one.
Speaker 2 00:19:15 Tell it tell. Give us the quick overview of auto please.
Speaker 3 00:19:17 Right. Yes. it was, you know, Covid year, right. Coming right off. Covid is, so, you know, a lot of different businesses were trying to find the talent and I was looking for like a next opportunity. And I didn’t, you know, have a lot of familiarity with the founder or the investors at the time. But I was I was brought in by one of investors. I did know, and it was a great little company. It was servicing independent car dealers and it was a it was a tech play. And they had actually like homegrown, some pretty interesting tech, and it just needed a kind of more experienced, I think, scaler to come in and try to help scale the business. I think the first thing, the biggest thing to mention there is just kind of getting your branding and your and your feeling right for the for the market, for what you’re trying to communicate. There was a kind of a founder name called First Period Administrators, and I rebranded it as auto.
Speaker 3 00:20:12 And that really did just instantly.
Speaker 2 00:20:15 Tell us the before and after again, I think, I think I like the second one, but give us the the first name was what.
Speaker 3 00:20:20 First secured administrators.
Speaker 2 00:20:22 That’s a tough one. Yeah, that’s a tough one. I thought it was a lot easier to remember and logically associate with the industry. Right.
Speaker 3 00:20:29 Yeah. Auto with two T’s. It’s like it’s it’s been really great for that business. So you know grew the business a lot there. you know that’s an interesting space as well. There’s been so many businesses that have been really impacted by what’s happened in the marketplace, and that one in particular, you know everybody who’s been paying attention to the used car market and new car market knows the automobile industry is super, unstable with inventory problems for a long period of time, you know, shortages in parts and then inflation and interest rates. There was a lot of headwinds in that business. And, you know, ultimately, I thought the business could be better served by being more of a tech focused business.
Speaker 3 00:21:10 And the founder really had his original vision and wanted to continue going down that original vision. I really respect that. So, you know, we decided to spin off the technology side into a little business to see what that would look like, to kind of test the marketplace. And that’s that’s a quick company I’m involved with as a founder called metrics, metrics AI. So it’s basically pulled the tech out of out of auto enabled to leverage that into a different market, which has been it’s been a fun little couple of months doing that.
Speaker 2 00:21:40 Well, fantastic. Congratulations on that. So, you know, now you’re at a point where you’ve been through the grind at a at a business, you know, taking it, you know, through from from, bootstrap through series A through series B, getting to be a meaningful size company, you’ve been able to take some of your expertise and apply it to another, another tech company in the vertical, you know, software space for, for autos. you know what, if you look back at this, what what are some of the biggest lessons you you carry forward if you had a chance to do it again?
Speaker 3 00:22:14 that’s really hard.
Speaker 3 00:22:16 how much time do we have? Right.
Speaker 2 00:22:17 Pick. Pick 1 or 2.
Speaker 3 00:22:19 Yeah. I think anytime you you’ve been an operator, you look back. I think number one thing is, you know, find coaches and expertise. I did that observe point, but I did a little late. And so find others that you can really, help pull you out of the day to day part of the business. or if you’re the type of CEO and that is actually very outwardly facing the business and don’t spend a lot of time finding a coach that helps you integrate and pull that into the business on like an execution layer. Those are the things that are important to. And so the best. You know, we just got done watching the Olympics. Every single person that made the Olympic team that there for any major country had multiple coaches. Yes, multiple levels of performance, performance coaching, nutrition, coaching, all these different kind of things. And except for.
Speaker 2 00:23:11 That guy in the in the the handgun shooting who just kind of walked off the street and won.
Speaker 3 00:23:17 Well yeah. Yeah.
Speaker 2 00:23:18 Well there is.
Speaker 3 00:23:19 Yeah, yeah. He showed up late after buying a pack of Lucky’s, you know, across the street. I mean, it’s it’s pretty amazing what I love.
Speaker 2 00:23:26 Watching that again because like, you know it obviously was a was a big hit with the media. But I went and watched that and I noticed like, you know, all around him there’s the coaches huddling with all the other other people. And you know, sometimes you have just the Clint Eastwood style. He just comes and goes out and shoots. But we all look at that and say, that’s what you should be as a founder, right? Like, like that guy. But the truth is there were 50 competitors and everybody else was working with with with coaches.
Speaker 3 00:23:49 That’s right. Yeah. And it might be that he works diligently with the coach in prep.
Speaker 2 00:23:54 Yeah. Behind the scenes. Right.
Speaker 3 00:23:56 But not in performance in like in at the actual performance. And that’s probably a great lesson of coaching too, is find the type of style that works particularly for you and and what you’re particularly needing and kind of week on if you will.
Speaker 2 00:24:09 Yeah. So so okay so you’re looking back. You do that sooner. Where would you look. How do you find these people. Right. You talk to your your board. Do you talk to your your investors. Like how do you you know you’re it’s not it’s not as easy as you think. Right. There’s a reason why both you and I didn’t do that immediately.
Speaker 3 00:24:26 Yeah, I, I think there’s there’s a perception issue, that hopefully I think is changing, for, for a lot of, you know, CEOs, you know, I grew up with a and understanding CEOs like, you know, like Steve and, you know, nobody thought Steve We’ve needed a CEO coach because he didn’t need a CEO coach. But he you know, he’s a pretty unique individual. and there’s other parts of his life that, you know, maybe in with some hindsight, we don’t look at in the same glowing way that we did maybe at the time, especially with the work life balance that I think a lot of people have come to understand is a real high value to them.
Speaker 3 00:25:07 so finding performance coaching and doing that and there’s they’re all over the place. you know, that’s one of the things I’ve started to transition into because I just so believe in it. I’ve started, coaching with Petra. Petra is a been a tremendous, you know, group to join. There’s only about a dozen of us, to even, like, possibly come a coach. You have to have a pretty amazing track record as a 20 year plus, type of executive. And, you know, we come in to really try to help businesses, scale up into bigger, better, more performant businesses. And we really sit there at the execution layer. And it’s been that’s my favorite layer of the business. It’s kind of the most interesting to me, so I’ve really enjoyed doing it to basically sharpen my skills as well. And it makes me a better, better individual and a better person as a coach because I don’t want to stand in front of people without knowing and believing in what I say and what I do and and how I live my life.
Speaker 2 00:26:12 Well that’s awesome. That’s great to hear that, that you found that and are paying it forward through your experience and, and in partnership with this group like Petra and, I, I’m glad to hear you’re enjoying it.
Speaker 3 00:26:25 It’s it’s been pretty incredible experience. I’ve been in front of companies. I never thought I would buy asphalt companies, veterinarian, pharmaceutical supply companies. But you very quickly understand how important it is that executive teams scale and grow with the business. And so for, you know everybody that listens to to you, Julian, in this podcast, you know, you have to find people that work for you now and in the future. And that doesn’t mean that they’re along for the ride forever. Some people in early part of businesses that are amazing Swiss Army knives, you know, that’s where they should stay in the business on the executive team. And that’s probably one of the hardest things to learn as a CEO is there’s a time and a place for just about everybody, including yourself.
Speaker 2 00:27:12 And that is a huge that is a huge lesson.
Speaker 2 00:27:15 And it’s almost impossible to to come in with that expectation, right? Because there’s so many forces that are trying to emotionally and circumstantially and, and pressure wise, you know, causing you to fall into that trap. And it’s one of those ones that I find is the easiest to recognize. Looking backwards.
Speaker 3 00:27:33 Agreed. It’s certainly hard to see in the moment, isn’t it? And that’s why sometimes, you know, coaching or advising, whether you’re talking to your board and you hopefully you have that kind of VCs that I was lucky enough to have, that I could do those type of things and have those conversations. But that’s really important to be able to to, you know, get out of the weeds and really understand what’s working in the business and what’s not. And it’s tough to do that when you’re in there hacking away, building the path for everybody else. But that’s what you have to do at times as a CEO. So you know that going in between those altitudes, I think, has always been the most difficult challenge for CEOs trying to scale companies.
Speaker 2 00:28:11 I think that’s a great, great lesson. And, I’ve heard it many times before. I think that’s that’s something that, would be really valuable to learn. the other thing, going back to the Olympics, you’re very passionate about about mental and physical health and longevity. Yeah. I’m going to embarrass you a little bit, but I think you you you shared that, you know, you looked at your biological age, and it was it was incredibly impressive and better than mine. So, you know, talk to us a little bit about longevity.
Speaker 3 00:28:40 Well, I think if you know the future is going to be very different. And for one of the reasons is, I think longevity science is very quickly figuring out how we dramatically slow aging. my most recent test is, you know, I’m I turned 53 this year, and my DNA test, which not everybody believes in, says I’m 43.
Speaker 2 00:29:02 So congratulations. I just got ten years there. That’s fantastic.
Speaker 3 00:29:06 But, you know, being healthy is a great part of performance.
Speaker 3 00:29:10 If you can’t, if you want excellent performance on the outside, you have to have excellent performance I think on the inside. and part of that is having a focus on, you know, longevity and, and overall health and my sense of what longevity science is going to do is it’ll change the landscape. I mean, we might have a CEO who’s 100 years old on the inside, but we’ve done so much with the longevity that they, you know, function like a 35 year old with that kind of drive. And what does that mean for the future of leadership? I think that’s a big part of what’s going to be answered here in the next 20 to 30 years, because I think we’re that close.
Speaker 2 00:29:46 So I can’t think of anything more exciting. Right? It’s the it’s literally fountain of youth at the same time. I’ll use myself as an example. I get excited about that when I, when I hear the success someone like you has had. And then I get intimidated by the, the mass of information that, you know, and people trying to sell you this supplement or that, like, do you have a recommendation of one source? If I wanted to learn about longevity and something that has some practical but but, but you know, in a busy lives of CEOs.
Speaker 2 00:30:14 Yeah.
Speaker 3 00:30:15 The guy who’s the guy who’s probably got the most noise, but and the most accomplishments and the most science, while at the same time probably having the biggest number of detractors is Brian Johnson, who’s actually a Utah ex Utah. He’s ex Braintree Venmo.
Speaker 2 00:30:29 Okay.
Speaker 3 00:30:31 and it’s a fascinating story on its own, but he’s probably done the most to try to take this amount of knowledge. He’s like, he’s hired an entire staff and spends millions of dollars a year trying to analyze the information, and then he makes it all free. And then he says, this is what he’s doing. He’s now he does now have a product and supplement that he sells, but he encourages you to do it other ways to only do it that way if you’re too lazy to do it any other way. and I kind of like that approach. I think he’s honest in his approach and is about as good a source as anybody. Doctor David Sinclair and of the Harvard MIT lab, he’s probably the best. If you really want to get to right to a technical source.
Speaker 3 00:31:10 He’s been on Rogan most multiple times and multiple podcasts. So David Sinclair is a is a good initial taste of what longevity science has in the future as well, because he’s on the cutting edge of what they’re doing on the actual lab side of it. Brian Johnson’s on the actual cutting edge of how we practically apply that to our lives, which is really the really easy fundamentals. Sleep sleeps. The most important thing that you do if you don’t sleep for 24 hours, you’re basically blowing like a point one. You’re you’re essentially be DUI. That’s how bad our decision making is without 24 hours for most people. That’s number one. Number two is basic exercise. Nothing crazy like the for longevity. It’s the minimal amount of exercise with the maximal, input towards health and lifespan. So you’re not saying let’s go run a triathlon. That’s bad for the body. The longevity experts say let’s go the minimal with the most impact. So it’s efficiency which everybody in this audience will love.
Speaker 2 00:32:09 So what’s an example of that? What do you what do you what’s your go to.
Speaker 3 00:32:12 Well so like you can do like an hour workout and just do a like a light dumbbell hit workout and get kill two birds with one stone. You’re doing some weight training and you’re raising your heart rate in an interval type, hit oriented way. that’s like 35, 40 minutes a day. And between that and then a good diet. Mediterranean is probably the easiest. But there’s a lot of good diets. That’s where most people get hung up. Most people get way too wrapped around the axle of diet.
Speaker 2 00:32:41 Right. And the supplements and this and that powder and pill.
Speaker 3 00:32:45 And that’s why doing like the blueprint kind of way is easy, because you said, look, this is three years and millions of dollars of research. Use it this way if you don’t want to figure it out yourself. But if you want to buy it yourself, here’s how you do it. and then the last, the last couple that I think have to be mentioned is just a mental and emotional health. We are now, after living through Covid, really understanding what’s happening with mental health.
Speaker 3 00:33:10 And I think, you know, there’s questions on social media and all these other types of things. I think it’s much more aware than we’ve ever been, and it should be a healthy, normal part of our discussion in our health is our mental and emotional health. Because who wants to live forever if you’re not happy? Who wants to live? Who wants to live a long time? If you feel depressed or anxious all the time, right? So everybody has to be healthy, healthy mind and body.
Speaker 2 00:33:34 And the impact that it has on your team. Who wants to work for a grouch or someone who hasn’t slept for 24 hours, or someone who’s not happy meant, you know, mentally and physically. So I think that’s a great point and I’m grateful for you bringing that up. So, Rob, this has been a fantastic conversation. Where can people find you today?
Speaker 3 00:33:53 Easiest way is probably LinkedIn. Or if you want to send me an email. Feel free Robert Tsai.
Speaker 2 00:33:59 Awesome. Well, Rob, thanks for taking time today.
Speaker 2 00:34:01 I hope we’ll see you at the The Tech Summit in January. And well, appreciate appreciate you joining us today.
Speaker 1 00:34:12 Thank you for listening to the Growth Elevated Leadership Podcast. If you enjoyed this episode, would you please follow us and subscribe on your favorite podcast player and we’d be grateful if you recommend it to a friend. If you’d like more resources on how to become a better leader in business, we invite you to visit us at Growth elevated.com. We’ll be back next week with more insight from another great tech leader. Thank you.
Trail Marker: How to Hire Slow and Hire Well
In this episode of the Growth Elevated Leadership Podcast, host Julian Castelli unpacks the 2nd half of the old adage Fire Fast/Hire Slow and digs into the details of how to hire well by hiring slow. He emphasizes the importance of a structured and data-driven hiring process, advocating for standardized job descriptions, candidate scorecards, and a consistent interview process. Key points include the philosophy of “hiring slow and hiring well,” the benefits of data-driven decisions, and the efficiency gained from a structured approach. The episode concludes with a call to action for leaders to refine their hiring practices to ensure better outcomes and stronger teams.
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
Timestamps
Introduction to the Podcast (00:00:02)
Julian Castelli welcomes listeners and introduces the theme of effective hiring in tech companies.
The Importance of Hiring Slowly (00:00:27)
Discussion on the balance between hiring slowly and ensuring quality hires without unnecessary delays.
Structured Hiring Processes (00:01:13)
Emphasis on using structured and data-driven approaches to improve hiring quality.
Challenges in Hiring (00:02:22)
Exploration of the difficulties and anxieties associated with the hiring process.
Refining the Hiring Process (00:05:22)
Suggestions for creating a structured hiring process to improve outcomes.
Standard Job Descriptions (00:06:25)
Importance of having standardized job descriptions across teams for clarity and consistency.
Defining Roles and Responsibilities (00:07:19)
Focus on specifying clear outcomes and responsibilities in job descriptions.
Professional Qualifications and Characteristics (00:08:17)
Advice on limiting qualifications and personal characteristics to ensure focused evaluations.
Screening Interview Process (00:10:23)
Recommendation for a preliminary screening to filter candidates before executive interviews.
Standardized Scorecards (00:10:30)
Introduction of a standardized scorecard for consistent evaluation of candidates.
Interview Structure and Evidence Gathering (00:11:30)
Outline of how to conduct interviews using scorecards to gather compelling evidence.
Scoring Candidates (00:14:18)
Explanation of how to score candidates based on their interview performance and characteristics.
Data-Driven Decision Making (00:16:08)
Highlighting the benefits of using data from scorecards to make informed hiring decisions.
Collaborative Review of Scores (00:17:07)
Encouragement for team discussions to refine candidate evaluations based on scorecard data.
Data-Driven Hiring Process (00:18:06)
Discussion on using data to identify top candidates through structured interviews and scorecards.
Structured Approach Benefits (00:18:55)
Explains how a disciplined, structured hiring process can lead to better outcomes without taking much extra time.
Confidence in Hiring (00:19:59)
Emphasizes the importance of structured job descriptions and processes in enabling confident hiring decisions.
Closing Remarks and Resources (00:20:28)
Encourages listeners to subscribe, recommend the podcast, and explore additional resources on leadership.
00:00:02
Welcome to the Growth Elevated Leadership podcast with Julian Castelli. Each week, we talk with senior tech leaders to explore stories and insights about the challenges involved with growing technology companies. We hope that these stories can help you become a better leader and help you navigate your own growth journey.
Speaker 1
00:00:27
Hey gang! Today’s topic is how to hire slow and how to hire well. Previously in the earlier podcast, we we identified the theme and it was a trail marker about firing fast and hiring slow. And the point about hiring slow is not so much that you want it to be a slow process, but you want to hire well. And that implies that sometimes you want to take your time to make sure you get it right. And today we’re going to talk about how to actually do that. The key to do that is using a structured hiring process. Structure and data is the key to increase the quality of your hires, and you’re going to be using standardized hiring tools to make sure that you can get it right. Simple.
Speaker 1
00:01:13
The simplest, summary is we want to have standardized job descriptions, standardized scorecards, and a standardized process. And by doing that across your teams consistently, you will get better and better at this. And you can make hiring a competitive advantage. Now, why are we talking about this today? You know we we said fire fast, hire slow. And we kind of left it there and said that’s just important. We talked about why that’s difficult. And one of the reasons it’s so difficult is that hiring is hiring is difficult. And some people are intimidated by the hiring process. And one of the reasons that your your instinct isn’t to go slow is like, you have a job that’s open. You have, work that’s not getting done. You have anxiety about the process. And so you tend to reach sometimes we all do. We tend to put hope into our equation. We tend to read experiences into candidates, hoping that they can develop into what we’re what we’re looking for, which is a solution, rather than using a data driven approach that really can help you both stack rank your candidates in a consistent manner.
Speaker 1
00:02:22
Get the input from all of your hiring professionals who are involved. Do it in a consistent way and get better and better at it. And most importantly, if you get to the point where you have a great process, you can have confidence that you can go hire an A player. Well, guess what, then you’re not going to be concerned about, you know, not firing someone faster when it’s not working out. You’re not going to try to rush a process because you’re going to have that confidence. So our our whole goal today is to talk about how to hire slow and how to hire. Well, okay. Now the reason we’re bringing this up is I have had conversations with management teams all the time, and I am surprised how few teams really take the time to create a structured hiring process. In fact, in many cases, hiring is as simple as passing out resumes and getting people on calendars and then having, you know, a slack exchange regarding, you know, who do you like best? What did you think? What did you think? you might have you might take think about all the time you’re taking you’re taking an interview time for candidates.
Speaker 1
00:03:26
You’re taking members of your executive team for hours to, to get do these interviews. And then maybe you’re getting back together, but, you know, maybe it’s, it’s a little bit less formal. That’s very expensive process. And you multiply that times five candidates, ten candidates, whatever it might be. Of course, this is an intimidating process. And you’re you’re really anxious to get it done quickly. And you’re really anxious that you might make a mistake. There’s lots of risk. So you know that that is not the best way to do it. And that leads to that that dynamic where you’re anxious anxious to fire fast and high or slow. And when you’re not data driven, when you’re not consistent, you can end up using circumstantial clues as to I liked that candidate or, you know, what do you think about that candidate? Okay, you like them, I missed maybe maybe I missed something in my interview must maybe I like them as well. Or you might default to kind of the resume too much and say, oh, I like that person who worked at so-and-so company.
Speaker 1
00:04:24
Let’s just go with them. That feels like the safe hire, right? The old adage, no one gets fired for hiring IBM. You know, same sort of thing. Maybe no one’s going to get fired by hiring someone who’s got a great resume, but you’re still maybe missing something because maybe they got lucky and got to work at a great company, but really weren’t critical for that factor. All these things can lead to mistakes, and mistakes can create mis hires. and, you know, ultimately you’re back in that same doom loop where now all of a sudden, if you hire someone poorly, you’ve wasted all that time, wasted all that money and fixing the problem. And now you’re stuck saying, man, should we stick with this person and give them more chance? Or should we fire fast? And then because you’re not confident in your hiring process, you get stuck in that doom loop even longer. So that those are all the reasons why I want to suggest it may be worthwhile spending some time really refining your hiring process and putting a little structure into it.
Speaker 1
00:05:22
And I think the good news that I want to share with you today is it’s not that hard. The key is structure and standardization and getting everyone to be on the same page. There are four things I want I want to talk about. The first is the standard job description okay. Then a standardized candidate scorecard, then a standard hiring process. And then ultimately, you know, a, a standard, review of all that to, to keep making the process better and better. Okay. So let’s go through those one at a time. A job description Everyone has job descriptions. This is pretty straightforward. But you know, obviously you should have a standardized company description. I shouldn’t have to say that, but I literally I’ve been at companies where people are creating their own ones. So marketing’s got one job description, R&D has another one. You know, the sales and marketing team may have a different one, may have a different one. There should be a standardized company description that’s attractive, that is is marketing oriented and really helps your company shine.
Speaker 1
00:06:25
That probably comes from the HR department, just like the last section of your job description. The compensation next steps that should be standardized probably come from your HR department. Okay, then there are three sections that really should come from the hiring manager, the person responsible for making this hire, and who has the problem that they’re trying to fill a role. Okay. Those three sections are the role responsibilities and outcomes, the professional qualifications that you’d like to have for this, this candidate and the personal characteristics. Okay. So there’s just three groups. Let’s go through them one at a time, okay. Roles and responsibilities and outcomes. Okay. It’s basically what is it that we are hiring you to do in this job? And the reason I like outcomes, if you can get to an outcome, you’re not just saying, hey, you know, you show up and do this job, you’re saying this is what success looks like, right? So if I’m hiring a financial professional, it’s not just close the books.
Speaker 1
00:07:19
It is. The books are closed by the 15th day of the month, consistently and accurately. And, you know, we improve our clothes from the 25th day to the 15th day. That’s an outcome. It shows the candidate what you’re trying to achieve, shows them what success look like. And yes, it also explains the responsibility. Now, it’s important not to just put so many, responsibilities and outcomes in there that you just, you know, you, you, you use a shotgun approach, okay? You’re probably to come up with a list of ten. I’m going to encourage you to do no more than five key responsibilities. Just like the same with qualifications and personal characteristics, I would encourage you to have, you know, a total of maybe 12 to 15, which means you have 4 or 5 of each. It doesn’t mean that those are the only ones, but very importantly, it means they’re the most important responsibilities. They’re the most important professional qualifications. They’re the most important personal characteristics.
Speaker 1
00:08:17
Remember, we are trying to really focus on the most important ones because everyone’s going to probe on those criteria, and we’re going to stack, rank and score the candidates on those criteria. So if you have ten responsibilities and ten qualifications and ten characteristics, guess what? First of all, you’re scattered. You can’t really find a unicorn that has everything great. So if everything matters, nothing really matters. But secondly, you’re not going to naturally go and have consistent comparisons because some people are going to focus on numbers six and eight and ten. Other people focus on two and four, and you’re not going to be able to have a consistent comparison across interviews. And you’re also not going to be able to score that many items like 30 different items, it becomes just unwieldy. So I like to see you have three groups times four would be 12 or 3 groups of five. You have 15 total. Okay. So you have that and that’s what you put in your job description. So you got company description.
Speaker 1
00:09:14
You have the job responsibilities and outcomes number. Section two. Section three is the professional qualifications you’re looking for. Section three are the personal characteristics of the person that role. That would be great. Then you have a standardized compensation. Next step. You put that job description out there. And that should be a very straightforward process okay. Now we get into the interviews. For process wise, I like to have a screening interviewer who is going through and screening and making sure that they have the professional qualifications, salary and availability taken care of. And that allows you to take maybe it’s a pile of 30 or 40 candidates and whittle it down to 5 or 6, right? So I definitely encourage you to have a screening process. You’re not taking your your executives time for screening. By the time they get to you, you know, they have the qualifications. You know that the salary and the job description works in terms of where they have to be location, availability, salary, all those things. So you can get really down to the most important outcomes and responsibilities and the most important personal characteristics.
Speaker 1
00:10:23
That’s where you have your senior people doing the interviews. Okay. So what I recommend doing is creating a standardized scorecard. And I say standardize. You should create one template for the company. And then the hiring manager should customize the specifics for each job role. And guess what? Those specifics the responsibilities and outcomes come right off the job description. So you take the 2 to 3 most important responsibilities and job outcomes, and you put them right into the scorecard. Then you take the most important 2 or 3 personal characteristics, and you put them right in the scorecard. And guess what? This is the same responsibilities and characteristics for everyone. They’re going to have the same scorecard. So Max you’re going to have six grading criteria. Let’s assume you go and take three and three. You’re going to have six responsibility or outcomes and six characteristics. That becomes the grid that you’re measuring scores on. Okay. Guess what. That also becomes your interview guide. Now you go through you have maybe five minutes of niceties and background.
Speaker 1
00:11:30
You kind of describe how much time you’re going to take for asking questions, and then boom, you’re going down those six sets of questions that you’re trying to ask to get compelling evidence. Okay, so if the responsibility is to to hire and train a sales team, okay, great. I’ve got to come up with a grade 1 to 5 on this person’s ability to do do that. And has that person driven that in the past? What is the compelling evidence I can use to give this guy a grade, or this woman a grade on their ability to hire and hire and train and manage salespeople? Well, I’m going to ask questions specifically about that. The scorecard is going to have a section for compelling evidence that, you know, what are the types of things that I’m going to look for. I might ask, you know, have they done it in the past? I might ask them to tell me stories about how they solve problems with sales teams in the past. I might ask them how they recruit.
Speaker 1
00:12:27
and I have a section on that scorecard for both the types of compelling evidence I’m looking for, as well as the notes. The answer, the question. Okay, again, this is a lot of structure, but it gives everybody a consistent way to evaluate how can I come up with a score on that specific criteria, of a of a job outcome. Another one might be a personal characteristic. Same sort of deal. Okay. Personal characteristic might be, you know, a get it, you know, get stuff done type of character who doesn’t quit until the job is done and is consistent, consistently completing work to to to above above standard. Right. Okay. So that’s a personal characteristic, you know, what does it mean? Okay. What’s the compelling evidence? I’m looking for evidence of doing it in the past. I’m looking at examples like, you know, where you know, how they how they manage to do that. I’m looking for, examples as to why they’re driven to to be detail oriented and get work done, and they can’t stand not having things done.
Speaker 1
00:13:28
So I’ve got some clues in terms of what compelling evidence looks like. I’m going to ask those questions, and then I’m going to take the notes. Right. And if someone knocks it out of the park, excuse me. If someone knocks it out of the park, I might be really impressed. I’m going to give this person a four or a five. I’m going to have the notes. Why? Oh, well, remember that story that this person told about, staying up till midnight? Because they had a board meeting the next night and they just had to get it done. I’m going to. I’m going to reference that story later on in the process, or I’m going to, you know, I’m going to take the notes related to what the evidence suggested. If I have a low score, maybe it’s a one. Hey man, this person’s only worked a couple times. And, you know, they really couldn’t speak to, you know, getting stuff done and taking that personal responsibility. In fact, some of the conversation made me a little nervous.
Speaker 1
00:14:18
I might take a note about what made me nervous and put a one down there. Okay, so standardized scorecards, they have 4 to 6 responsibilities and characteristics. They have the type of compelling evidence you’re looking for. They have a section for notes and they have a section for a grade. And you have to put a grade in one through five. All right. At the end of this process, when you’ve completed your interview, you are going to have a number. You know, it’s maybe it’s a 3.5, maybe it’s a 1.5, maybe it’s a 4.5. And your first interview, you’re going to have a number. You’re like, okay, well, I think I think this person was a 4.2. That’s what my average was. That’s pretty good. It’s a it’s in the in the fours. Now I go and interview 3 or 4 more people and I get better at this interview. Right. So let’s say I’m doing the sales person hire or the sales leader hire. By the time I’ve done the fourth one, I mean, I thought, you know, a four was, you know, candidate number one answer.
Speaker 1
00:15:14
But man, candidate number four really blew me away. I can go back and change my grades. The key is that the individual who’s making the grades stack ranks everyone they interview on that 1 to 5 scale. So if the best person I interview is much better than the second best person, and I get given that second best person, maybe a 4.4 or a five on something, and then someone sets the bar as this is what a five looks like, I can go back and say, okay, well, the second candidate, I’m going to give a five and I’m going to move that that first candidate back to a three. As long as you’re stack ranking the candidates compared to each other, that’s what we’re trying to do is we’re trying to you know, get the best candidate from the group that we’re able to to bring into the process. And if everyone does that consistently within their own scorecards, that’s perfectly fine. And when you add those scorecards up, ultimately I’m going to have a grade for this candidate.
Speaker 1
00:16:08
You’re going to have a great for this candidate. We’ll have hopefully 4 or 5, and we’re going to have grades for every candidate. And we’re going very quickly. See okay, you know who’s who’s winning in the stack rank candidate scorecard for total score. And then we can go see, you know, we can look at the scores for every character characteristic. And that gives you so much data. Think about that process. Imagine, you know, we’ve taken two weeks, we’ve interviewed five candidates and we have data. We know where everyone stands between 1 and 5. And we can drill into okay, how are they at this outcome. You know, what’s the evidence. You know who’s who, who scored them where. How are they at this personal characteristic. Why. You know, why is this person higher than that one. You have all the data now and and you can make a data driven decision, Okay. That is that is the scorecard process. Then after that, obviously you look at the scorecard, this is typically done in a Google sheet or a spreadsheet.
Speaker 1
00:17:07
So it’s a live document. You know, you can you can, once you’ve done your interviews, you can compare notes and you can get together and you can drill down and really go into the specifics of where you have conviction. And maybe there’s an area where you didn’t get to make every question, finish every question you wanted. Well, you can go to other people and say, hey, you know, on this on this criteria for I didn’t get a great story there, but I also didn’t have evidence that they’re not good at it. And you can go to someone who may have gotten a good, good story score and say, tell me what, what you what what did you hear on that, on that, characteristic that made you, give you the confidence to make that that score and their conviction is going to help you, and it’s going to be specific. It’s based on a specific characteristic you’re looking for. It’s going to be based on specific interview feedback that they got. It’s not going to be the kind of conversation I referenced earlier, like, well, I really like the guy, or I really like the gal or, you know, I think that, you know, this guy is going to do a good job.
Speaker 1
00:18:06
She seems seemed like a good egg. You know, whatever it might be, it’s going to be data driven, okay. And you get together and you look at that and guess what? If you don’t have a 4.5 or someone like whatever your criteria is, that feels great. Keep interviewing. Right. So you maybe have five. Let’s let’s interview ten and we’ve got ten. You’re going to have a a bell curve. And you know the top candidates are going to become obvious just from the data. And you know using this process I haven’t had a situation yet where, you know, I’ve had just like I didn’t feel best in my gut about the people with the best grades. It tends to line up, but it gives you much more conviction. Okay, so that’s the process. I think it really helps the reason we want to do this, why do we want to do it this way? It’s really not a lot much longer. It doesn’t take much more time. It takes a little work up time up front.
Speaker 1
00:18:55
It takes a little more discipline to make sure that everyone follows the process, but it ends up giving you data so you can make data driven decisions, and ultimately you’re going to have better outcomes. So that’s the process. we, you know, again, we comes back from fire fast and high or slow. That’s really hard. It’s painful. But if you actually hire in a structured way. So I might posit that instead of hiring slow hire in a structured way with data and with consistency, guess what? Maybe it doesn’t have to be so slow. Or at a minimum, it’s not going to be so painful. And when you have confidence that you can hire an a player, then firing someone is not risky because you know you can upgrade the position because you have a competitive advantage. You hire a players based on a data driven, structured process, and that gives you confidence to do that. And you can have that confidence if you have a structured job description, a structured candidate scorecard and a structured interview process.
Speaker 1
00:19:59
All right. So that is our trail marker for the day. I hope it’s helpful for you. we have a blog about this at Growth elevated.com. If you want to read there’s a little bit more detail there. And as always, please check out, other podcasts and blogs at Growth elevated.com if you want to learn how to be a better leader, and if you got topics for us or guests for the podcast, please send them our way at info at Growth elevated.com. Thank you.
Speaker 1
00:20:28
Thank you for listening to the Growth Elevated Leadership podcast. If you enjoyed this episode, would you please follow us and subscribe on your favorite podcast player and we’d be grateful if you recommend it to a friend. If you’d like more resources on how to become a better leader in business, we invite you to visit us at Growth elevated.com. We’ll be back next week with more insight from another great tech leader. Thank you.
Rob Castaneda – Founder & CEO of ServiceRocket
In this episode of the Growth Elevated Leadership Podcast, host Julian Castelli interviews Rob Castaneda, founder of ServiceRocket. They discuss the importance of SaaS companies understanding customer needs and filling service gaps beyond their core product offerings. Rob emphasizes the significance of building a profitable ecosystem with foundational partners to ensure dedicated attention and success. He shares insights from his experience with Atlassian, highlighting the need for a partner like ServiceRocket to provide professional services and support to customers, enabling them to fully utilize software within their unique business environments. The conversation also touches on the concepts from Geoffrey Moore’s “Crossing the Chasm” and the importance of recognizing that people, not logos, buy software.
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
Timestamps
Welcome to the Growth Elevated Leadership Podcast (00:00:02) Introduction to the podcast and its purpose.
Introduction to Growth Elevated and Tech Summit (00:00:27) Promotion of the Growth Elevated community and its offerings.
Introduction to Rob Castaneda and Service Rocket (00:01:10) Background and introduction of Rob Castaneda, founder of ServiceRocket, and his association with Atlassian.
Rob’s Triathlon Experience (00:02:29) Rob shares his experience as a lousy triathlete and the challenges he faced.
Service Rocket’s Early Engagement with Atlassian (00:04:44) Rob narrates the early days of ServiceRocket’s collaboration with Atlassian and their role in promoting Jira.
Service Rocket’s Training Approach (00:11:41) Discussion about ServiceRocket’s training strategy and the transition from early adopters to the early majority.
Service Rocket’s Professional Services (00:18:11) Details about ServiceRocket’s professional services and their approach to enabling and empowering customers.
Conclusion and Overview of Service Rocket (00:19:49) Summary of ServiceRocket’s unique approach and the importance of understanding customer nuance.
These are the timestamps covered in the podcast episode transcription segment.
Filling the Gaps in SaaS Business (00:20:24) Discussion on the conventional wisdom of valuing SaaS companies based on subscription revenue and the potential gaps it leaves for customers.
Understanding the Customer’s Ecosystem (00:21:36) Exploration of the importance of understanding and catering to the customer’s ecosystem for successful SaaS adoption and expansion.
Building an Ecosystem (00:24:00) Insights into the process of building an ecosystem for SaaS companies and the role of foundational partners in the ecosystem.
Clarity and Communication with Partners (00:32:39) Importance of internal clarity and treating partners as an extension of the team for successful collaboration.
Journey of Building a Business (00:36:11) Challenges and lessons learned in the journey of building a business, including leadership, cultural understanding, and mentorship.
Networking and Mentorship (00:38:15) The significance of mentorship, networking, and paying it forward in business and leadership.
Where to Find Rob (00:40:13) Information on where to connect with Rob Castaneda, including his company website, LinkedIn, and his substack on leadership behaviors.
Thank you (00:40:46) Closing remarks and gratitude expressed by the speakers.
Podcast promotion (00:40:52) Encouragement for listeners to follow, subscribe, and recommend the podcast, along with a website invitation.
Closing (00:41:13) Final thank you and sign-off from the host.
Blake Harber – VP Sales of Workstream
In this episode of the Growth Elevated Leadership Podcast, host Julian Castelli interviews Blake Harber, a seasoned sales executive with experience in SaaS companies like HireVue and Lucid. Blake shares his journey at Workstream, an applicant tracking system for the hourly workforce. Amid the COVID-19 pandemic, Blake led a strategic pivot to focus on the restaurant sector, resulting in significant growth. He discusses scaling sales teams, achieving product-market fit, and leveraging networking and educational institutions for recruitment. The episode provides valuable insights into overcoming challenges and driving growth in technology companies.
Timestamps
Scaling Sales Team (00:18:09) Blake discusses hiring over 60 sales reps and the challenges of scaling.
Signs of Product Market Fit (00:18:29) The speakers explore the indicators that confirm achieving product market fit.
Market Pull and Sales Success (00:18:54) Blake explains how market demand accelerated their sales cycle and referrals.
Recruiting Strategies (00:20:38) Blake shares his effective recruiting methods and networking experience in Utah.
Growth and Revenue Milestones (00:23:01) Discussion on the company’s revenue growth from 1 million to over 20 million.
Funding Success (00:23:50) Blake details raising a $100 million Series B funding round and its implications.
Transition to Consulting (00:24:40) Blake talks about his move to consulting after stepping away from Workstream.
Engagement Flexibility (00:26:17) Blake describes his adaptable consulting engagements and their duration.
Focus on SMB Market (00:27:14) Blake clarifies his specialization in SMB and lower mid-market companies.
Contact Information (00:27:41) Blake shares how listeners can reach out to him for consulting opportunities.
How to Hire Slow and Hire Well
Davis Bell – CEO of Canopy
In this episode of the Growth Elevated Leadership Podcast, we interview Davis Bell, CEO of Canopy, a SaaS platform for accounting practices. They discuss Canopy’s journey, including its growth from 100 to 170 employees and a 4-5x revenue increase since Bell joined in 2019. Bell highlights the challenges of prioritizing product development, navigating COVID-19, and raising capital, including a recent $35 million funding round. They also delve into leadership lessons, emphasizing transparency, team autonomy, and the importance of listening and curiosity in achieving better results. Bell shares insights on maintaining high employee engagement and navigating market challenges.
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
Timestamps
The journey of Canopy (00:00:02) David Bell discusses the growth and challenges faced by Canopy, a SaaS company serving accounting practices.
Raising funding (00:01:46) David Bell talks about Canopy’s successful funding round of $35 million and the challenges of raising capital during a tough economy.
What Canopy does (00:02:15) David Bell explains that Canopy is a firm-wide operating system for accounting firms, managing customer information, communication, collaboration, time tracking, and more.
Challenges and growth of Canopy (00:03:10) David Bell shares the challenges and growth of Canopy, including the decision to focus on practice management and the company’s revenue and team growth.
Building a system of record (00:06:02) David Bell discusses the challenges of building a comprehensive system of record for accounting firms and the decision to build the entire platform.
Raising capital and market challenges (00:07:47) David Bell talks about the challenges of raising capital, re-educating investors, and navigating market dynamics to secure funding.
Series A and Series B funding (00:09:16) David Bell discusses the traction in the marketplace that led to the successful Series A and Series B funding rounds for Canopy.
Investor value and confidence (00:11:37) David Bell emphasizes the importance of investors’ behavior during challenges and the value of topical expertise in investors.
Navigating COVID-19 impact (00:15:03) David Bell discusses the challenges of transitioning to remote work and the decision-making process regarding office and remote work arrangements.
Pride in the team and employee satisfaction (00:17:42) David Bell expresses pride in Canopy’s team, low attrition, and high employee NPS, highlighting the company’s positive work culture.
Employee NPS and Transparency (00:18:03) Discussion on the company’s employee Net Promoter Score (NPS) and the impact of transparency on employee satisfaction.
Leadership Conception (00:23:03) The evolution of the speaker’s leadership style, moving away from the traditional “visionary leader” model.
Impact of Curiosity on Decision-Making (00:25:12) The benefits of leading with curiosity and openness, with a specific example of how it led to a better outcome.
Financial Planning and Optionality (00:27:04) The importance of structuring financial plans to maintain control and optionality, with lessons learned from previous funding experiences.
Future Goals and AI Investment (00:30:46) The company’s future plans, including investment in AI and expansion into adjacent products.
Conclusion and Podcast Wrap-Up (00:32:51) Closing remarks and gratitude for the conversation, concluding the podcast episode.
Recommended Learning Resources (00:31:44) The speaker’s recommended newsletters and podcasts for staying informed and learning about AI and tech.
Amelia Wilcox – Founder & CEO of Nivati
In this episode of the Growth Elevated Leadership Podcast, host Julian Castelli interviews Amelia Wilcox, founder and CEO of Nivati. They discuss the company’s pivot during the pandemic from providing onsite massage therapy to virtual wellness services, addressing the increased need for accessible mental health resources. Amelia shares the challenges of adapting to market trends, selling to HR departments, and the impact of the economic downturn on venture-backed tech companies. She also talks about Nivati’s strategic shift to focus on healthcare and education sectors, her personal journey as an entrepreneur, and the importance of self-care and mentoring. Amelia recommends resources for personal and professional growth, including the “How I Built This” podcast and books like “Extreme Ownership.”
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
Timestamps
Welcome to the Growth Elevated Leadership Podcast (00:00:02) Introduction to the podcast and its purpose.
Introduction to NovoMoto and Amelia Wilcox (00:01:17) Description of NovoMoto’s business and Amelia Wilcox’s background.
Starting NovoMoto and Adapting to COVID-19 (00:02:10) Amelia explains how NovoMoto started and how they adapted to the challenges of COVID-19.
Challenges in Selling to Employers (00:05:02) Discussion about the challenges of selling NovoMoto’s services to employers and the business model.
Growth and Fundraising (00:06:00) Amelia discusses NovoMoto’s growth and recent fundraising success.
Impact of NovoMoto’s Services (00:07:14) Amelia shares the impact of NovoMoto’s services on mental health and well-being.
Educating Employers and Addressing Market Trends (00:09:16) Discussion about educating employers and addressing the growing awareness of mental health.
Business Model Challenges and Market Trends (00:10:44) Challenges in selling NovoMoto’s services to HR and addressing market trends in mental health.
Selling NovoMoto’s Services and Addressing Market Needs (00:13:42) Reasons why employers add NovoMoto to their benefits packages and addressing market needs.
Challenges in Selling to Employers and Market Trends (00:15:10) Challenges in selling NovoMoto’s services to employers and market trends affecting sales.
Adapting to Changes in the Venture Community (00:16:56) Discussion about the impact of changes in the venture community and potential pivots for NovoMoto.
Adapting to Business Challenges (00:17:47) Adapting to challenges in working with venture-funded businesses and addressing customer needs.
Please note that the timestamps are approximate and may vary slightly.
Identifying New Markets (00:17:56) Amelia discusses the need to pivot and focus on healthcare and education markets due to stalled revenue and competition.
Strategic Approach to New Markets (00:18:43) Amelia explains the approach of running campaigns and analyzing the focus within healthcare and education markets.
Exploring Opportunities in Healthcare (00:20:15) Amelia discusses the experimentation and efforts to explore specialized healthcare brokers and conferences.
Lessons Learned and Personal Growth (00:21:09) Amelia reflects on personal growth, fear of failure, and the realization of employability beyond entrepreneurship.
Entrepreneurial Challenges and Mental Health (00:23:08) Amelia shares insights on the pressures of fundraising, burnout, and the importance of taking breaks.
Mentoring and Self-Care (00:25:45) Amelia discusses mentoring female entrepreneurs and the need for self-care during challenging periods.
Favorite Podcasts and Books (00:28:36) Amelia shares her favorite podcasts and books related to entrepreneurship, leadership, and mental health.
Closing Remarks (00:30:08) Julian concludes the conversation and encourages listeners to follow and subscribe to the podcast.
Dave Carruthers – Co Founder of Voxpopme
In this episode of the Growth Elevated Leadership Podcast, we speak with Dave Carruthers the Co Founder and former CEO of Voxpopme, a leading digital insights platform for large consumer product companies. Dave describes the lessons from his journey of expanding into the US market and growing the Company into an industry leader.
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
Timestamps
The founding of Voxpopme (00:00:02) The journey of building a tech company, the founding story, and the initial stages of Voxpopme’s creation.
The idea behind Voxpopme (00:01:03) The concept behind Voxpopme, the rise of video surveys, and the need for consumer brands to understand their customers better.
Challenges in introducing video surveys (00:04:01) Challenges faced in convincing corporate customers to adopt video surveys, including changing long-standing behaviors and relationships in the industry.
Moving Voxpopme to the US (00:10:00) The challenges and impact of moving Voxpopme from the UK to the US, including the decision to raise capital in the US and the strategic move of a co-founder to establish the base.
Critical hires for US expansion (00:17:00) The key hires made for go-to-market expansion in the US, including experienced salespeople, a customer success leader, and a VP of marketing.
Building a Reputation at Events (00:18:14) Discussing the impact of attending events and conferences in building a brand and attracting industry talent.
Challenges of Moving to the US (00:19:08) Exploring the difficulties and impacts of moving the company from the UK to the US, including hiring, compensation, and cultural differences.
Lessons from Geographical Expansion (00:21:49) Reflecting on the challenges and lessons learned from expanding into different regions, such as APAC and EMEA.
Scaling the Business and Hiring Challenges (00:25:02) Discussing the challenges faced in scaling the business and hiring senior roles, emphasizing the importance of storytelling and leadership.
Partnerships and Focus (00:28:01) Exploring the challenges and lessons learned from pursuing partnerships and the importance of focusing on core products for scaling.
Resilience and Leadership Transition (00:31:09) Discussing the resilience required in startup leadership and the self-awareness needed to transition leadership based on strengths and skills.
New Venture: Zeta (00:34:15) Introducing a new marketplace business, Zeta, focused on group buying in the outdoor industry and plans for expansion.
Connect with Dave Carruthers (00:36:23) Providing contact information for connecting with Dave Carruthers on LinkedIn and Twitter and accessing information about Zeta.
Deepak Sindwani – Co Founder of Wavecrest Growth Partners
In this Growth Elevated Leadership Podcast episode, Deepak Sindwani, co-founder of Wave Crest Growth Partners, shares his experiences in the growth equity sector, focusing on B2B software companies. He recounts his path from Bain Capital Ventures and Comcast Ventures to establishing his own growth equity firm, emphasizing the importance of resilience and humility. Deepak explains Wave Crest’s operating platform, which offers comprehensive support to portfolio companies, and details the success stories of some of his portfolio companies.
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
Timestamps
Welcome to the Growth Elevated Leadership Podcast (00:00:02)
Introduction to the podcast and its purpose.
Deepak’s Journey to Wave Crest Partners (00:00:27)
Deepak Simone’s background and experience in the investing business.
Founding Wave Crest Partners (00:01:51)
Deepak’s entrepreneurial journey and the founding of Wave Crest Partners.
Initial Struggles and First Fundraising (00:05:04)
Challenges faced during the initial stages of founding the firm and raising the first round of capital.
Growth and Expansion of Wave Crest Partners (00:10:34)
The growth of Wave Crest Partners from two people to a team of 15 and the raising of their first fund.
Investment Strategy and Target Companies (00:12:04)
Defining growth equity and the target range for investment in companies.
Supporting Founders in Growth and Expansion (00:15:55)
The role of Wave Crest Partners in assisting companies in the $5 to $20 million ARR range with growth and expansion strategies.
Value-Added Support for Portfolio Companies (00:18:11)
The expertise and value-added support that Wave Crest Partners provides to portfolio companies on their growth journey.
The Wave Crest Operating Platform (00:18:55)
Deepak explains the five pillars of value and support offered to founder-led capital-efficient B2B software companies.
Impel (00:20:20)
Deepak discusses the journey of a company named Impel (formerly Spin Car) and its evolution from a digital merchandising solution to an augmented reality platform for the automotive industry.
Challenges and Adaptation during COVID-19 (00:23:15)
Deepak shares how Impel faced challenges during COVID-19, initially experiencing a downturn and then benefiting from the shift in consumer behavior.
Acquisition and Evolution (00:25:34)
Discussion on the acquisition of a conversational AI business and its integration into Impel’s product, leading to a change in the company’s vision and trajectory.
Growth and Partnership (00:28:03)
Deepak highlights Impel’s growth, diversification of risk for the founders, and the partnership between Wave Crest and the company.
Recommendations (00:30:23)
Deepak shares podcast and book recommendations, including “All In” podcast, “Smart Lists” podcast, and books by Charlie Munger and the philosophy of “Die with Zero.”
Contact Information (00:33:29)
Deepak shares how to connect with Wave Crest and himself for further discussions and collaboration.
Andy Barraclough – Co Founder and CEO of Voxpopme
In this episode of the Growth Elevated Leadership Podcast, we hear from Andy Barraclough – Co Founder and CEO of Voxpopme. Andy shares how he has led the innovation and R&D groups at the Company with a “Product First” approach. This has allowed the Company to be at the leading edge of real time video feedback and work with some of the largest consumer product companies in the world! Check out the podcast and let us know what you think!
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
Chris Giles – Co-Founder & CEO of FanRally
Can the SaaS model be applied to professional sports? Join me as I speak with Chris Giles, CEO of FanRally who is pioneering a new subscription service for professional sports teams. Is this the wave of the future? Hear how Chris believes subscription and club benefits provide a way for teams to build more direct connectivity with their fans, and provide those fans with a more intimate, value added experience.
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
Lonnie Mayne – Former President of InMoment
Lonnie Mayne, former President of SaaS Company InMoment shares the story of how he helped grow the Company as a member of the early founding team. Later, as the Company grew Lonnie helped with mergers and acquisitions and played a critical role in shaping the unique culture of the Company that helped it compete for large clients like McDonalds. Lonnie’s impact with culture was a hit, so much so that he was soon speaking externally about his new “Red Shoes” culture, and he eventually wrote a book about it!
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
Darren Dunn – Founder of Zartico
Darren Dunn shares the story of how he founded Zartico, and built the team that helped grow the Company into a successful data driven SaaS/DaaS company. Zartico is a Company that powers the possibility of place by helping tourism boards and destination management organizations understand the who, what, when and where of their visitors.
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
Eric Morgan – Former CEO of Workfront
Eric Morgan shares how as CEO he grew Workfront, a SaaS project management platform 5X in five years, and set the Company on a successful path to continued growth and an eventual $Billion+ strategic sale in 2020.
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
Trail Marker: Cap Table Vietnam
Does closing your next round feel as hard as finding a good outcome for a losing land war in Asia? Unfortunately, you are not alone in this difficult financing environment. I have talked with so many Founders and Tech leaders who are currently struggling to get new equity financing. In this episode, we explore some of the most challenging cap table “traps” to avoid, and some strategies for ensuring you don’t get stuck in a capital trap.
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
Scott Stone – Former Chief Strategy Officer of Chargeback
Wondering how to proactively position your company to be acquired some day? Strategic partnerships are a tried and true strategy.
In this episode of the Podcast, Scott Stone, former Chief Strategy Officer of Chargeback.com, explains how Chargeback formed and grew a successful partnership with Sift that allowed them to create a repeatable sales motion with mutual customers and prospects that accelerated their sales cycle. The process worked so well that it eventually triggered strategic discussions between the companies that led to Chargeback’s acquisition by Sift in 2021.
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
Trail Marker: The Struggle
Frustrated? Exhausted? Feel like you have nobody to turn to who can understand what you are going through? Welcome to the Struggle, you are not alone but…
In this Trail Marker we explore some of the unique pains, challenges and insecurities founders and entrepreneurial leaders face and a few ideas on how to successfully manage them.
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
John Munro – Former CEO at Chargeback.com
John Munro shares how as CEO he grew Chargeback, a company that helps retailers manage credit card disputes, into a successful SaaS company and led the Company to a successful exit in 2021.
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
Jonas Fridrichsen – Former CRO at VerityStream
What is Product Market Fit? How do you know when you have it? In this episode, Jonas Fridrichsen, a multiple time CRO shares his definition of PMF. In addition, Jonas dives deep into what it takes to build out sales teams, the relationship between sales and customer success teams and the pros and cons of hiring new sales teams vs experienced veterans.
Learn more about Jonas here.
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
Bassam Salem – Founder & CEO of AtlasRTX
Today we welcome Bassam Salem, the Founder & CEO of AtlasRTX, to the podcast. Bassam shares how he built one of the original AI Assistant platforms for sales and marketing departments.
Bassam also discusses some of the benefits and challenges of bootstrapping his company, and shares some key insights about how to hire the absolute best people possible by ensuring they are aligned with Company values.
Learn more about Bassam’s company AtlasRTX here.
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
Joel Inman – CEO Lexicon Travel Technologies
Joel Inman shares insights from his 5 year journey leading Lexicon Travel Technologies. Joel shares some of the highs and lows of the journey as well as some valuable lessons learned during the experience.
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
Scott Beck – CEO of CHG Healthcare
Scott Beck shares how as CEO he grew CHG Healthcare into a multi-billion dollar enterprise, and how culture and listening to his team were the key secrets to his success!
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
Trail Marker: Hire Slow. Fire Fast.
Julian digs deep into the well known but hard to execute concept of “Hire Slow and Fire Fast” and how to avoid the emotional temptations to do exactly the opposite.
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
Maile Keone – CEO Listen Technologies
Today Julian Castelli sits down with Maile Keone, CEO of Listen Technologies, Assistive Listening and Communication Solutions for Inclusive Experiences.
Maile discusses how she moved up the Executive ladder from VP of Marketing to VP of Sales & Marketing, to CMO, to CRO, and finally to CEO and her realizations and challenges along her leadership journey.
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
Trail Marker: Who’s In Your Corner?
Julian dives deeper into the idea of having a mentor or coach. As a tech leader, its lonely at the top. Do you have a mentor or coach that can help you make better decisions? Who do you call when you need an objective, trusted voice that has your best interests at heart?
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
Ernest Oriente – Founder of PowerHour
Today Julian Castelli sits down with Ernest Oriente, author and professional coach of 28 years with his company PowerHour.
Ernest shares how he built PowerHour and some of the critical lessons he helps business leaders learn and some of the most critical skills that he helps them with, including Executive Recruiting, Onboarding, Leadership Coahcing and Executive Productivity.
Company: PowerHour
Author of the book: Smart Match Alliances
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
The Missing Million$
May I Please Pay You More
Is Your Revenue Team Rowing In The Same Direction?
What Got You Here… Won’t Get You There
Looking for the Next Stage in Growth – Follow Your Customers
The Gears of Growth
Leading Through Difficult Times
Are You Burning Money Chasing Growth (Part 1)
The Most Dangerous Metric In Marketing
What Offense Are We Going To Run?
Do You Have A 98 MPH Fastball?
Are You Driving In The Rear View Mirror?
Nobody Wants To Buy Your Product
The Birthday Cake of Complexity
Hiring Salespeople? … That’s The Last Thing You Should Do!
Trail Marker: Do You Have Five Pullers?
In this episode of the Growth Elevated Leadership Podcast, host Julian Castelli delves into the important topic of team optimization, focusing on the “pushers versus pullers” leadership concept. He encourages Team Leaders to take the time to categorizes team members as “pullers,” who drive progress and inspire others, and “pushers,” who are not really carrying their weight and require excessive supervision, motivation and support. Julian emphasizes the importance of having a strong executive team of pullers to ensure success in 2025. He provides insights on identifying pushers, their impact on team morale, and the necessity of making changes to enhance team effectiveness. The episode offers practical advice for leaders to evaluate and improve their teams for the new year.
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
Timestamps
Introduction to Team Building (00:00:02)
Overview of the podcast’s focus on leadership challenges in growing technology companies.
Push vs. Pull Framework (00:00:28)
Discussion on evaluating team members as “pullers” or “pushers” for effective team dynamics.
Identifying Pullers (00:01:10)
Characteristics of pullers who drive progress and inspire their peers within the team.
Recognizing Pushers (00:02:09)
Identifying team members who require motivation and support, referred to as pushers.
Concept Inspiration (00:03:01)
Julian shares the inspiration behind the push vs. pull concept from another podcast.
Santa Claus Analogy (00:03:58)
Using Santa and his reindeer to illustrate the difference between pullers and pushers.
CEO’s Role in Team Dynamics (00:05:53)
Importance of attracting and retaining a strong executive team for future success.
Evaluating Team for 2025 (00:06:48)
Encouraging leaders to assess if their team is suited for the challenges of 2025.
Challenges of Team Composition (00:07:46)
Discussing the common issue of needing the right team as companies evolve.
Framework for Team Evaluation (00:10:26)
Advice on categorizing team members into pullers, pushers, and maybes for assessment.
Signs of Pushers (00:11:24)
Five indicators that may suggest a team member is a pusher rather than a puller.
Performance Indicators (00:12:21)
Evaluating team performance as a primary sign of potential pushers.
Team Turnover Issues (00:13:12)
High turnover in a department may indicate a struggling leader or pusher.
Defensive Behavior in Meetings (00:14:13)
Signs of pushers being defensive or argumentative during executive meetings.
Impact on Team Morale (00:15:03)
Frustration among pullers can lead to losing high performers if pushers are not addressed.
Final Thoughts on Team Composition (00:15:55)
Encouragement to identify and replace pushers with pullers for success in 2025.
Speaker 2 00:00:28 Hey everybody! Today we’re going to talk about team building. Building. And I want to talk about push versus pull. That’s the framework I want to use. Is your team pulling you into next year. Are they pulling you into 2025. Are they knocking the ball out of the park in their department? Think about your executive team, right. Is every member of your executive team pulling you towards future growth? Are they inspiring their peers with their speed, their attitudes, and their approach? Or Can you think of some of your team members that maybe aren’t pulling, with the pullers? You know, you know, when you have it, you can know it when you can see it. It’s like product market fit. they are ripping.
Speaker 2 00:01:10 They’re creating opportunities. They’re knocking down obstacles. They’re excited. They’re energizing everyone around them. That’s what I’m calling pullers. Then maybe you have someone, some other folks that are maybes. Okay. So you think about your team. They’ve been pullers in the past. They’re likely to be pulling in the future. Maybe sometimes they’re off and on. so you can have a maybe group as well. But I also want to differentiate the opposite of pullers. And I think the opposite of pullers are people that instead of pulling you in your team, you have to push them. Okay? You have to really get get with them because they’re they’re not doing what you need from the team. Maybe they’re, they need some help. Maybe they’re they’re getting outmatched, with the phase you’re in, and, you have folks that you have to push and so think hard. Most teams have 1 or 2 of them. And you know, sometimes I ask CEOs, I think I tell them to think about which executive one on one session that you dread the most.
Speaker 2 00:02:09 That might be a sign, right? Maybe you’ve even stopped doing one one on ones with this executive, or you’re avoiding them. That’s a sign. Or maybe they’re causing troubles in meetings, or they have a lot of excuses. and so I want to think about categorizing your key team members, your executive team members as pullers who are pulling forward. And then there’s this maybes, which is fine. Let’s set those aside. And then are there sums that you have to push? And if there are, maybe it’s time to think about what to do with those, those pushers, next, next year as you start your planning. Now, I heard this concept of pullers versus pushers on a podcast the other day. it’s the I o podcast, which is the investor and operator podcast from Sterling and Tyler over at Pelion Ventures. So shout out to those guys. I thought it was a great concept, and I wanted to just spend more time talking about it, because I think it’s such a great, easy way to just think about it.
Speaker 2 00:03:01 You can see a puller or everyone’s had pullers and maybe everyone, once they think about it in this context, can think about people they had to push. And it really helps. And it just happens to be December. If there’s snow outside here in beautiful Park City. And I thought of Santa Claus, right? Because when I heard this concept, I thought, okay, well, think about the pullers, right? That you imagine Santa and his sleigh being pulled by a team of beautiful reindeer. The reindeers are straining on their harnesses, they’re pulling forward. There’s. They’re excited, and everyone’s trying to keep up with them. And they’re pulling Santa and his sleigh through the night sky. We could also all picture that, right? Santa has eight pullers and I’m not going to name them all. But we all know the song. And how else can he circle the entire globe on Christmas Eve? Unless he had eight fantastic pullers? Now the question is, does he have any pushers reindeer that he needs to push to help them do their job.
Speaker 2 00:03:58 Reindeers that he’s pushing all the time, reindeer that might even be sitting in the sleigh next to Santa. Or instead of the the presents or making, you know, taking his seat instead of pulling it. So when I heard this concept, I immediately thought of Santa Claus and said, man, pullers are out front pulling. And as the CEO, you’re trying to, you know, point them in the right direction and encourage them, make sure they’re fed and everything. Or are they are they arguing with you in the on the bench, in the seat, or much worse, are you having to push them? Maybe they’re in the on the in the sleigh and you’re Santa Claus behind the sleigh pushing folks. And so I, I thought that was great. And I wanted to share it with everybody to see maybe that image will help you. And I even created a I generated image, which I’m going to put on this posting here so you can see it. But are your is your the question is, is your executive team pulling you like Santa’s reindeer or are you behind the sleigh? And there’s a couple people in the sleigh and you’re having to push them.
Speaker 2 00:04:56 And if that’s the case, maybe there’s an opportunity for you to really increase the, the, the, the, the effectiveness and power of your team in 2025. So we’ll we’ll share that picture and we’ll have some fun. So so what are we talking about here. What do we what do you need to know? Okay. As the CEO your biggest job is to attract, retain, inspire and support an excellent management team. Okay. As a CEO, you’ve got three things. You have to have the vision of where you want to go. Number two is you have to attract the team who can get you there. And number three you you lead them along the way. And that middle piece attracting the team is was probably the biggest single job. And that’s what we’re talking about. If you attract eight pullers like Santa does, you can do incredible things. You can create miracles like like all of us are trying to do in the innovation world. Right? But if you have a handful of pullers and some pushers, it’s much harder.
Speaker 2 00:05:53 Right? And so my my point is do you have the right team. Do you have the right team for the next leg of your journey? Right. And sometimes the team changes by stage. So I’m going to ask you the question, do you have the team right. Team not for last year. Do you have the right team? Not for this year, but do you have the right team of pullers for next year, 2025 and beyond? Right. And I think that as you take some time over the holidays and think about, you know, what you can do to be successful going forward. this might be one of the biggest things you can think about to have an impact in 25. And don’t forget, this is the most important job of the CEO. And it’s the most important because it’s critical to your success. We’re all trying to innovate and do incredible things out there. If you’re an entrepreneur, if you’re trying to create innovation and change the world through tech, it is hard enough to do that.
Speaker 2 00:06:48 And it’s almost impossible unless you get the absolute best time, best team for the next phase of your journey. It’s critical to your success. Number two. If you don’t look at the team like this, no one else will. This is the job of the CEO. There’s no hiding or hiding from it. There’s no one else who’s going to come in and do it. You can’t outsource it. You have to do it. Number three, if you get it wrong and you don’t recognize that you have pushers, it can cause you to fail. Right. And we’ll talk about that a little bit. And then the last reason that, it’s it’s very, very hard. we talked about it in the hire. the fire fast and higher. Slow the dynamic of psychology and why it’s really hard to change teams out, but it’s important. It’s your job as the CEO. You have to do it, and it’s critical to your success. All right. Now, why why do we have to know this? Why? Why is this important? Okay.
Speaker 2 00:07:46 It’s important to think about it. And the reason I thought about it here, as we’re planning for 2025, you know, this is the the end of Q4 2024. So we have the forward year. Look at number one. Almost everyone has this problem, right? Even if you had the perfect team at some point in a stage that your company is growing and it’s going to have new challenges and new opportunities, and you’re going to need the right team for the forward, stage you’re going into. So the right team of pullers is sometimes stage dependent. You might have a puller who was a great puller in the series, a stage, but now you’re a series B and they’re trying to figure it out, and maybe they’re in the middle category and you can work with them and get them to be a puller there, and that’s fine. So take everyone who’s in the maybe category, put them in the maybe, but really look and see if you have pushers that you’re spending a lot of time with that you really have to push them to get the job done.
Speaker 2 00:08:38 And that’s the framework that I just thought was so powerful. If you’re pushing them instead of them pulling you, then maybe you’ve got to make a change. And that’s a framework to look at. Okay. It number two, it is easy to ignore. In fact, all the circumstances collude to make you want to ignore it because you have so much work to do. Your plan for 2025 probably doesn’t include, you know, upending your executive team. That’s probably terrifies you, right? And so it’s easy to ignore that. It’s emotionally hard to act upon. Right. Again, we talked about it in the higher slow fire fast, all the emotional things are going to have you default to try to deal with the status quo, or maybe hide some people in the maybe basket, which you know, you can do for a little while. But again, once you start using this framework of push versus pull, I think you’ll start identifying. Yeah. That person that I put, maybe I’m pushing them, I’m pushing them and pushing them.
Speaker 2 00:09:29 And at the end of the day, you have to make that tough decision to to find a puller if you want to be successful. another reason it’s hard is it’s recurring, right? You think you have it solved? you know, you just make a big hire. It’s a huge time of expense. It’s emotionally challenging. You might get a recruiter. It’s going to take a lot of your your CEO’s time, your board board’s time. You know, it’s very difficult. You think, okay, I’ve already done this. And all of a sudden, just when you think you have it solved, might pop up in another area. And that happens because the stages that we’re talking about. And so again, look at the forward year 2025. Do you have if you have five departments, the five executive leaders or 4 or 3, whatever it is, do you have your three or 4 or 5 pullers? Okay. And is anyone arguing and sitting in this in this slide next to you? So what I recommend that you do what you need to do here is to evaluate your team.
Speaker 2 00:10:26 And it’s very simple. Just break them into two categories or maybe three pullers. You know who they are. You have your pushers and you look at each executive if you pull, where are they pulling? You know, can they make be an example for other team members? And then you think about a pusher, where are you having to keep pushing them? Right. And you might have the people that you’re not quite sure put them in the middle for now, and we might be able to work them, but you really want to find the ones that you’re constantly pushing, you’re constantly spending time with, and then saying, okay, what would the impact be if we could upgrade that position? And ultimately, the reason why you need to do this, because if you do, it’s going to increase your chance of winning. All right. it’s going to it’s going to just help your team be more effective. And frankly, you can’t do it without it. So here’s the finish up here. Here are five signs that you may have a pusher as you go through this exercise of dividing your team into pullers, you know, maybes and pushers.
Speaker 2 00:11:24 You may have a pusher if number one the easiest is performance. Okay. That’s that’s that’s obvious. management 101. You know, look at who who met their goals, you know, have you meet your sales goals that you meet your marketing goals? Did you meet your meet your product goals? Did you meet your engineering goals? this year, you should be doing that at the end of the year. And, and, you know, any area that, is significantly off. That’s that’s a sign doesn’t necessarily mean you have a pusher. It just means that it’s an area to look at. And why is that right? Number two, what happens is, when you find someone that’s off you, you know, you’re a CEO, you’re a leader, you’re probably a pretty good problem solver. So you might have diving in and you might be trying to solve the problem for one of your team members. So are you trying to solve the problem for one of your executive team members? Right. Do you find yourself becoming an expert in sales or an expert in technology? All of a sudden you’re you’re look at your look at your bedside table.
Speaker 2 00:12:21 Is your bedside table full of books? Because you’ve decided you’ve got to figure out how to problem solve for one of your team members. That might be a sign that you have a pusher, right? You’re pushing them because you’re trying to figure it out. Now, it may be a unique challenge because we’re in the innovation space and it may be something really hard. And, you know, it requires that leader plus yourself, plus maybe some outside experts to solve a problem. So I’m not saying anytime you get involved it means you have a pusher, but it could be a sign, right? If you have the right puller, then you’re you’re focusing on trying to, you know, clear the path in front of them, making sure they’ve got enough to eat. And they’re they are sprinting towards the objective. If you’re trying to problem solve with them, it could be a fact that that you don’t have the right puller for this stage of the journey. Right. Okay. Number three, another sign that you might have a pusher is their team turnover in that department.
Speaker 2 00:13:12 Do they keep losing people? Do they have a hard time keeping their team? And so not only are they maybe not performing well, but then their team isn’t turning over and it becomes a consistent challenge. That’s a that’s a warning sign. If their team is, turning over or the caliber of their team is low. Okay, the fourth sign, they are in the sleigh. Okay. is there someone that you’re wondering about whether to put them in the maybe category or the pusher category, and they’re always in the sleigh? What does that look like? Obviously, you know, you can look at the graphic that I need to post here online. But for in a in a CEO executive suite, it means they are arguing about strategy. It means they are being defensive. And they’re they’re they’re arguing with their peers. So at the executive meeting they’re always being difficult. they’re spending time criticizing other departments. A lot of times these are signs that that they are struggling in their own area. And so they’re, you know, they’re not out there pulling, but they’re in the sleigh trying to trying to be defensive and, and creating some other challenges.
Speaker 2 00:14:13 So you can sometimes see, the problem. But because they’re in the sleigh and they’re being defensive or they’re arguing. Finally, the the last sign that you may have a pusher is that you can see that your other reindeer are getting frustrated. Okay. And this is why it’s so important that you actually identify folks that you have to push and you actually replace them with pullers. Right? eagles like to fly with eagles. Okay. if you have high performing pullers and they see one of the one of their peers is not pulling, they’re going to be pissed off. They’re going to be frustrated. They don’t like to be on teams with other other leaders who aren’t pulling. They may not say it, but you have to find out. You have to figure that out and you have to pull it out for them. It may not be politically correct, it might be subtle signs, but you have to have to find out. And when you do, you have to take action before you start losing your other pullers.
Speaker 2 00:15:03 Right. So imagine you’ve got, you know, five, five, exact team members and one’s really not pulling their weight and you got four others and they start getting frustrated. You might go from losing not just the the pusher that you have to replace, but you might lose one of your pullers because they’re here to win. And if you don’t fix your team and give everyone the best chance of winning, they might leave. Now you’ve got two problems, okay? You’ve just doubled your problem because you delayed. All right? So it’s one of the key reasons that you have to act once. Once you identify that you have some pushers because your pullers won’t tolerate, being saddled up with a bunch of pullers. So that’s the framework. Those are five signs. I hope this is helpful. I hope you enjoy the graphic. so you got to find out if you have any pushers. If you do, the first step is to admit it. Okay. Number two, create a plan to swap them out for pullers.
Speaker 2 00:15:55 And if you can do that and maximize the amount of pullers on your team, you’re going to increase your chances of winning in 2025. Happy holidays to everybody. Merry Christmas I hope you’ve got a bunch of pullers pulling you into 2025, and we hope to see you at Growth Elevated 2025 at the end of January. Take care.
Speaker 1 00:16:16 Thank you for listening to the Growth Elevated Leadership podcast. If you enjoyed this episode, would you please follow us and subscribe on your favorite podcast player and we’d be grateful if you recommend it to a friend. If you’d like more resources on how to become a better leader in business, we invite you to visit us at Growth elevated.com. We’ll be back next week with more insight from another great tech leader. Thank you.
Bridging the GTM Gap with Revenue Reimagined Founders
In this podcast episode, host Julian Castelli discusses the challenges technology companies face in scaling, particularly in sales and go-to-market strategies. Joined by Dale Zwizinski, Jake Reni, and Adam Jay, co-founders of Revenue Reimagined, the conversation delves into the “go-to-market gap” and the importance of foundational processes. The speakers emphasize the need for continuous review of customer profiles, transparent reporting, and experienced advisors. They share insights on avoiding common pitfalls, such as premature hiring of sales leaders and lack of documentation. The episode underscores the necessity of a structured approach to achieve sustainable growth.
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
Timestamps
Introduction to the Podcast (00:00:02)
Julian Castelli welcomes listeners and introduces the podcast’s focus on growing technology companies.
Context of the Episode (00:00:26)
Julian shares the episode’s purpose and introduces the guests, emphasizing the challenges in sales and go-to-market strategies.
Introducing Revenue Reimagined (00:01:17)
Julian introduces the founders of Revenue Reimagined and discusses their expertise in addressing the go-to-market gap.
The Go-To-Market Gap Discussion (00:02:40)
The speakers acknowledge the increasing difficulty in sales growth compared to the previous 12-18 months.
Rapid Changes in Go-To-Market Strategies (00:03:16)
Jake highlights the fast-paced changes in effective sales strategies and the need for constant adaptation.
Reviewing Customer Profiles (00:03:36)
Dale emphasizes the importance of continually reviewing ideal customer profiles and value propositions.
Founders’ Challenges (00:03:53)
Julian discusses the panic among founders as past strategies fail, leading to the need for expert help.
Founders’ Backgrounds (00:04:39)
Jake begins sharing his experiences and the challenges faced by startups in scaling effectively.
Pattern Recognition in Sales (00:06:08)
Jake reflects on recognizing recurring challenges in startups and the desire to help at scale.
Adam’s Journey to Startups (00:06:48)
Adam shares his transition from large companies to startups, highlighting the common issues faced.
The Importance of Early Intervention (00:08:10)
Adam discusses the need to assist startups earlier to avoid common pitfalls in sales leadership.
Dale’s Experience and Motivation (00:09:41)
Dale shares his extensive sales experience and the motivation behind helping multiple founders simultaneously.
Collaboration and Connection (00:12:16)
Dale recounts how he and Adam connected while competing for the same job, leading to collaboration.
The Value of Teamwork (00:13:31)
Dale expresses the importance of collaboration in consulting and the challenges of working alone.
Introduction to HireVue (00:14:16)
The conversation shifts to their shared connection with HireVue, a notable tech company from Utah.
Defining Revenue Reimagined (00:16:35)
Dale outlines what Revenue Reimagined does and the types of companies they assist in stabilizing growth.
Understanding Revenue Reimagined’s Client Engagement (00:17:24)
Discussion on the typical engagement length and the importance of an initial audit.
The Importance of Audits (00:19:16)
Insights on how audits help in understanding client needs and setting expectations.
Revenue Reimagined’s Journey (00:21:38)
Overview of the company’s first year, growth, and lessons learned from client engagements.
The Go-To-Market Gap Introduction (00:25:33)
Introduction of the concept of the go-to-market gap affecting many tech companies.
Identifying Go-To-Market Issues (00:25:37)
Discussion on signs of a go-to-market gap, starting with inconsistent deal closures.
Forecasting Challenges (00:26:55)
Exploration of issues with relying solely on top-down forecasting models.
Impact of Unrealistic Forecasts (00:28:31)
Consequences of unrealistic sales targets on team morale and performance.
Ghosting by Prospects (00:29:45)
What it means for sales teams when prospects stop responding.
Customer Churn Issues (00:31:08)
Discussion on the implications of losing customers faster than acquiring new ones.
Root Cause Clarity (00:32:50)
The importance of understanding root causes behind client pain points for effective messaging.
Team Structure Concerns (00:34:10)
The need for clarity on roles and performance within revenue-related positions.
The Hiring Trap (00:34:37)
Discussion on the common trap of believing hiring can solve all problems.
Operational Hiring Challenges (00:34:55)
Importance of hiring the right go-to-market experts versus operational or technical personnel.
Understanding the Right Language (00:35:37)
Founders may struggle with the specific language needed to hire effectively.
Framework for Go-to-Market Strategies (00:36:58)
Introduction of a four-step framework for stabilizing and scaling go-to-market strategies.
Stabilization Phase Insights (00:38:12)
Exploration of key moves needed during the stabilization phase to gain traction.
Root Cause Analysis (00:39:53)
Emphasis on understanding the root causes behind sales issues for effective solutions.
Progression to Repeatability (00:41:13)
Indicators of momentum needed to transition from stabilization to repeatability.
Joint Engagement Plan (00:43:54)
Explanation of the joint engagement plan as a tool for accountability in the sales process.
Mapping Sales to Buyer Processes (00:45:14)
Importance of aligning sales processes with buyers’ purchasing processes for better outcomes.
Building Trust in Joint Plans (00:47:27)
Strategies for establishing mutual trust in joint engagement plans between sellers and buyers.
Common Sales Mistakes (00:50:49)
Identifying repeatable mistakes in sales processes that hinder effectiveness and scalability.
Hiring Mistakes in Sales (00:51:56)
Discussion on the common mistake of hiring a head of sales too early in a company’s growth.
Founders’ Challenges (00:52:19)
Exploration of why founders struggle with exiting founder-led sales prematurely.
Importance of Process (00:52:49)
Emphasis on the necessity of established processes before hiring sales leadership.
Hiring the Wrong Fit (00:53:54)
Caution against hiring executives from large companies who may not fit startup environments.
Advice Against Early Hiring (00:56:06)
Recommendation to avoid hiring a VP of sales before the company is ready.
Documenting Processes (00:56:34)
The importance of documenting sales processes and strategies for clarity and training.
Cold Outreach (00:57:05)
Encouragement for founders to engage in cold calling and outreach to expand their network.
Recommended Reading (00:58:29)
Suggestions for essential books to help founders understand sales organization mechanics.
Scaling Strategies (00:59:01)
Recommendation of a book focused on scaling businesses effectively.
Extreme Ownership (00:59:22)
Discussion on the importance of accountability for founders and leaders in their processes.
Speaker 2 00:00:26 Hi, this is Julian Castelli. I’m the host of the Growth Elevated Leadership podcast, where each week I talk to inspirational entrepreneurs and leaders in the tech industry. Past guests have included CEOs and CXOs of great companies like Work Front, CG healthcare, Radical Systems, Enrollment Retail, me Not, the San Francisco 40 Niners, and many more. This episode is brought brought to you by growth. Elevated growth elevated as a community of tech founders, CEOs, and CXOs who are committed to working together to share best practices and learnings in an effort to help all of us become better leaders. We do this through educational programs like this podcast as well as our blog and of course, our annual tech summit in beautiful Park City, Utah. If you enjoy skiing and networking with other tech executives, check us out at Growth elevated.com.
Speaker 2 00:01:17 Today, I am super excited to introduce to you guys the founders of Revenue Reimagined, Revenue Reimagined as a sales and go to market expert agency that works with tech companies and other growth companies to create predictable revenue. These guys got on my radar screen because they’re out there talking about the go to market gap, and I’m seeing that everywhere. It used to be much easier to to be successful with sales with low interest rates. And when everyone was booming and people were were buying everything in sight. But it’s a lot hard lately. And these guys have a framework. They’re calling it the go to market gap, and they actually have the confidence to come in and help you fix it. They’re doing the hard work of unpacking the mess and rebuilding foundations to help companies get their revenue back on track. some might say they are reimagining how to restart revenue growth. Dale Zwizinski is the co-founder of Revenue Reimagined, and he previously ran sales departments at X44 and Halo. Jake Reni, also a co-founder, previously ran sales at tiled and has a senior sales leadership roles at Adobe.
Speaker 2 00:02:22 Finally, Adam Jay. The co-founder and previously ran sales at Falcon and Reprise. So these guys have great experience and I’m excited to bring them on to talk about this, this go to market gap. Welcome, Jake, Dale and Adam.
Speaker 3 00:02:40 Thanks for having us. I like how you did the the the the cycle. We put Adam last. So that’s always good. Listen, I I’m good to be last. I have to do less baby. That’s it. I gotta fix I gotta fix everything that these guys do. I’m kidding. That is true. That’s true.
Speaker 2 00:02:57 Excellent. Well, guys. Hey, thanks for being here today. you know, as we’ve talked and we prepared for this episode, we’ve talked about just how hard it is today, to to grow sales. Am I imagining that or is that, is that, a reality out there? It’s a lot harder the last 12, 18 months that it.
Speaker 3 00:03:16 Not night and day. It’s what what worked six, 12, 18 months ago doesn’t work anymore.
Speaker 3 00:03:22 go to market changes. I would even say in Jake and Dale gut check me. But even what worked 30 days ago doesn’t work anymore. It’s changing so rapidly, and it’s such a fast pace. Yeah, yeah, I go ahead.
Speaker 2 00:03:35 Dale.
Speaker 4 00:03:36 Yeah, I’m. We’re seeing that all the time. I think where people would build ideal customer profiles and value propositions like those need to be reviewed constantly and all the time. So, that’s something happening currently all the time and no one’s doing it.
Speaker 2 00:03:53 Yeah, I think I think we’re in a state where a lot of people are looking what at what has worked in the past. It’s not working. And there’s there’s some panic setting in. And, I think that’s what makes Mike special about you guys. This is a relatively new company. I want you guys to tell the founding story, but the fact that you are like the firemen coming to put out the fire, you know, I’m sure. Sure, it means you’re quite busy out there. And I’m grateful for your time this morning.
Speaker 2 00:04:15 tell us a little bit about your background. So you guys are are revenue experts. You’ve all had different experiences. Let’s just go around the horn, and I’d like to at, you know, have you tell us, you know, what experiences that you bring to the table that make your revenue expert? And why did you want to start helping companies on a on a fractional advisory basis versus, you know, what you’ve done in the past? Let’s let’s start with Jake.
Speaker 5 00:04:39 Yeah, that’s a good question. I, I had been thinking about it for, for some years. And, what I found as I was going through the later stage or I guess later stage of my career with some of the startups I had been a part of, is consistently the challenges that they were going through, of moving out of these product market fit phases into the like, the possibility of scale. And it just started noticing a pattern of the consistent issues that they were coming across every single time, that we were, you know, finding ourselves with the challenge of getting foundational issues just like settled, of how to get the right processes in place, how to get the right, spend and do this responsibly, and and how to prevent or avoid some of the inevitable things that seem to be coming up often, which is like layoffs when we over hired or we overspend.
Speaker 5 00:05:33 And so, for me, it got to a point where I realized, okay, I could either do this inside a single business and keep banging my head up against the wall, or I can take a lot of the frameworks that I’ve I’ve developed over time, the playbooks I’ve developed over time and really help do this at scale. And and that to me was something super exciting. And that’s why I decided to go out on my own. Finally, after about a year ago, after my buddy Dale here had been pushing me for the last two years to go maybe two and a half years to go out on my own. So that’s that’s why I decided to go do this.
Speaker 2 00:06:08 I like that the pattern recognition. Right. You know, once you see it a few times, you’re like, man, this is really helpful for a lot of people, right?
Speaker 5 00:06:15 Yeah, absolutely. Yeah.
Speaker 2 00:06:17 I mean, that’s one of the reasons we started this podcast in our blog, because we’re all seeing the same challenges over and over again, you know, different companies serving different customer needs, but with, you know, the same functional challenges happen over and over again.
Speaker 2 00:06:30 That’s that’s what we’re trying to do at growth elevators help people accelerate through those because it’s such a, it’s such a, rewarding feeling when you can help people skip steps or accelerate based on, you know, I always say, you know, learn from my mistakes. Please. I’ve got plenty to share. Adam, tell me about your journey, please.
Speaker 3 00:06:48 So it’s funny, Dale also is the one who made me go out on my own but a little different of a story. I started my career working for large public companies in health care, and got a ton of solid experience on systems, process tools, and, red tape at the same time. and realized that I didn’t love that big giant world. I didn’t feel like I made as much of an impact as I could. So I went over to the startup side, and was very blessed to be part of a couple IPOs and then wanted to get earlier in startups. so got into, like some seed and series A companies and very similar to what Jake said.
Speaker 3 00:07:27 Started seeing the same thing over and over and over again as a first time VP of sales or CRO, or second time VP of sales, CRO coming into the org to, you know, fix what the first one had been broken. I got pitched like I was an investor, right? Everything’s perfect, everything’s great. There’s just a couple things we need to change. But we’re going to change the world here. And all we need is for you to fix it. in being earlier in my career in naive, like I didn’t know what questions to ask, what metrics to dig into, what to really insist of. Like I need to see these reports. I need to see these numbers, not just take your word for it. And it took it. And were they even.
Speaker 2 00:08:07 There when you ask those questions, typically.
Speaker 5 00:08:09 No.
Speaker 3 00:08:10 No. there was a company that shall remain nameless where after being there a month, like I was told, we had X number of customers while we did, but half of them weren’t paying and had churns.
Speaker 3 00:08:22 And we’re still counting them as customers and we’re still counting the revenue they should have been bringing in as revenue. Oh, coupled with the fact that we were selling vaporware, another story for another time. but what I realized, Julian, is it’s not unique, right? It’s the same story every time. And oftentimes it’s because founders have been given horrific advice in the past, whether that be by, you know, a VC, whether that be by a inexperienced VP of sales who had no business being that first sales leader, because building is very different than scaling. And I realized that if I want to have that impact, that I want, I need to get to these folks earlier in the game, and I need to be able to help more than, you know, one at a time. After that last role, Dale had encouraged me, to go out on my own, which I was very reluctant to do. I did based on his pushing. And I’ll let Dale finish the story of how we wound up together.
Speaker 3 00:09:20 but here we are, in hindsight, being 2020, man. Like, there’s a lot of things I look back in life and I’m like, oh, I would have changed this. I would have changed that. I this is probably one of the best decisions I’ve ever made. I can’t imagine doing anything different or with anyone different than these guys.
Speaker 2 00:09:35 That’s awesome. Well, Dale, sounds like you were the instigator. You’re pulling these guys out of their roles. Well, you’re you’re the house breaker.
Speaker 4 00:09:41 I’m. I’m a little bit of the instigator. yeah, I’ve I’ve done sales for longer than I want to admit. and I was doing a lot of startup companies, so I’ve done, I don’t know, I quit counting now I say 25. It could be even more, but I’ve done it in like seven different countries. And so I did a lot internationally. I went into Oracle for a little while to get some like process execution type stuff done. so I did that for a little while.
Speaker 4 00:10:08 sold the company, to another fairly large mid-sized company called Fair Isaac. but always had the heart for the startup company because you can kind of do a little bit of everything. And so about two years ago, I was going through the same conversations. I’m just having getting pitch like an investor and we’re like, no, like, we know it’s broken. Like we’re not here to not talking to me.
Speaker 2 00:10:32 Otherwise, right? Yeah.
Speaker 4 00:10:33 Like it’s broken. But you need to know, like what you’re truly getting into. And I think founders are people that are going in to go at their first or second hire are hesitant because they think, well, if I make it two, if I don’t make it look good enough, then they’re not going to want to come work for us. And I think we as people that really want to help founders from a from a go to market perspective. We just know it. So I think we need to dispel that rumor. And people do really want to help.
Speaker 4 00:11:02 But you got to get the right person in that right seat because you’re building process. You’re hiring people, you’re building, you know, you’re closing business. You could be, you know, getting into messaging. So there’s a lot of dirtiness. There’s I call it pick and shovel work, that a lot of people don’t want to do if you’re heading up a sales sales group. So about two years ago, I was seeing trends of this because I go into a company similar to what Adam and Jake were talking about, and two months into the relationship, I could see that we weren’t going to go anywhere. Like there wasn’t a path to where they were trying to get to. But as leaders now in that company, you’re kind of stuck because you’re like, okay, like when we’re all competitive by nature. So you’re like, I can fix this. I can turn it around. But you just you kind of see the writing on a wall. You don’t want to be jumping around a lot. And it’s not that.
Speaker 4 00:11:49 Maybe better questions. We could have got better answers. but I also felt I took a reflection point and I said, why am I trying to do this for one founder at a time where I get in and I’m like, stuck for six months or eight months or 12 months, or I can do it for multiple founders and have that kind of conversation around how they can help grow in scale. And so, like I started doing some work on my own. And then when Adam, was leaving the company. So the funny story, the way we kind of got connected where we didn’t even know each other probably 18 months ago, and we were going after that same job that he was kind of just talking through, and I was trying to pitch them as like, this is a you should do fractional, like I was trying to go down the fractional path and he went down the full cycle path. He outflanked me in the sales process because he actually flew out there. I did not fly out there.
Speaker 4 00:12:42 so he definitely outflanked me in that. But, you know, six months later, like, Adam and I stayed really cool. Like, we had conversations. And even though we were competing for the same job, like we had our first call without even knowing each other. And so we built that trust and bond kind of right through that process. And when we were when he went out on his own, he ended up getting a job that he got a really good, first job and then got a second job that was like just as big, if not bigger, and said, hey, do you want to just, you know, tag team on this and see what happens? In the meantime, we had started our own podcast, Revenue Reimagined. And then I realized at that point when we started working together that like, you can’t do this on your own. Like you’ll see a lot of consultants, a lot of professionals go out on their own and they can only last eight, 12 months.
Speaker 4 00:13:31 It’s just super, super difficult. because of, you know, you want to take vacation. Like there’s times you get like, you gotta help clients out, and it’s just a very difficult thing. Adam becomes our executive assistant and all the operational stuff that we do, because Jake and I hate that stuff. and Jake and I, Jake and I have known each other for a long time, all the way back to the hirevue days. and and collaborated together. So I, you know, as we were building the organization out, it felt better because I like when Jake wanted to go out on his own, I was feeling the same way. Like I would not want to do this on my own again, even though I was trying to go through it two years on my own. And, or 12 months before Adam and I kind of, like, jumped on board together.
Speaker 2 00:14:13 Hey, did you guys work together at Hirevue?
Speaker 4 00:14:16 Jake was, we were. We were.
Speaker 5 00:14:18 No, let me tell the story.
Speaker 5 00:14:21 Dale tried hiring me when I was at Hirevue. I was I would be ended up becoming a power user at one of the companies that he was leading sales for at the time. one of the early, early kind of products in the market, in the, in the kind of revenue intelligence space and, and, I ended up becoming a power user and he just never seen anyone so amazing and and just effective as me. And so he tried to hire me, but he just couldn’t afford me at the time. No. Like we became, we became fast friends. Like we we just shared a vision. We shared a perspective, on on revenue. And regardless of the timing and how things didn’t work out, we like we knew we wanted to work together or collaborate. So we partnered on stuff and kind of just built the relationship from there.
Speaker 2 00:15:08 That’s awesome. A quick aside, Hirevue is a is a great tech company from Utah, and I always like to plug Utah companies. But I heard a thing that I think you guys will appreciate.
Speaker 2 00:15:17 I was talking to someone on Wall Street the other day about recruiting and and you know, I’ve got I’ve got a college age kid who’s looking at that. And they used hirevue as like a verb, like, like, you know, they’re like, I was asking about school recruiting and like, oh, it’s all in the hirevue now everyone does the hirevue. And I don’t think Hirevue was a company. He just kind of was referring it to as this thing. It’s like a process. It’s the hirevue thing. Everyone goes through the hirevue there’s thousands of people. I’m like, wait a minute, did you just say Hirevue? That’s a company. I know the founders of that business. That’s a really cool, you know, video interview, tool set. So? So all of us have some connection there. All right.
Speaker 5 00:15:50 Mark, Mark Newman would love that.
Speaker 4 00:15:53 One of my first hires through Hirevue was on the beach. I actually did the I did the whole thing on my phone, watch the watched the video and like, hired them right away.
Speaker 2 00:16:01 Yeah, it’s it’s a it’s a very cool tool. So for those of you just listening in, Hirevue uses video interviewing and all the benefits of technology to to go through that really long, tedious process and standardize it, turn interviews into data, and then be able to use that data to to make hiring decisions. And so a lot of us have connections with that, that Utah Tech company. All right, guys, so you guys got together, who wants to define revenue reimagined today? Like, you know, what does your company do? Who your company? Who are your customers? What’s the sweet spot of a customer that might be able to use revenue reimagined? Who would like to take that one? Dale.
Speaker 3 00:16:35 All. Dale. All right. Dale.
Speaker 2 00:16:38 Revenue. Your positioning statement. Revenue management revenue reimagined helps. Who? Where?
Speaker 4 00:16:44 helps you. So we’re doing everything from, series A to public companies. and the thing is that they don’t they have challenges the same, whether you’re a public company or or like $1 million, startup.
Speaker 4 00:16:59 So there’s a lot of similarities to those. We’re helping founders, CEOs and revenue leaders build, and stabilize their foundation to stabilize their, their go to market strategy, building foundations and driving through repeatability. So those are the three. Those are three of the four stages and go to market gap. and.
Speaker 2 00:17:19 When are you when are you big enough to be able to hire revenue reimagined and when is it too small?
Speaker 4 00:17:24 It’s a good question. we have some that are pre-seed that has some capital and some money. or not, I shouldn’t say pre-seed seed, seed that I got like a seed round raise. and that’s difficult for us because we are the salespeople. like we have to do many of the sales calls. but our sweet spot would probably be in, between the five and. And 50 million would probably be, like, the real sweet spot. Okay.
Speaker 2 00:17:53 and what’s the typical length? By higher revenue. Imagine. What am I signing up for? Is it is it 90 days and you’re done? Or is it.
Speaker 2 00:17:59 We do two years. What are we looking at?
Speaker 4 00:18:01 We we we usually say 6 to 9 months is is kind of our typical. the first month is always an audit. So one of the things we learned as a team, and I screwed up way before even we had had revenue reimagined, was I want to just go in there and solve problems and fix things like we want to operate. So we’re trying to get in there as fast as we can to operate on things. And and by the time a lot of founders come to us, or CEOs or revenue leaders come to us like it’s totally broken to the point of like they need leads now, they need deals closed. They need like, but there’s no process in place. And so it’s very difficult. It’s a difficult place for us as a team because we want to go in and like put on the gloves. Pick and shovel. Start doing the work. so right now, the way we do it now is a month audit. So we go through like all in very good detail, all the information from a go to market, from marketing, customer success, culture, etc..
Speaker 4 00:18:54 and then we come up with the top 3 to 5 things that we can work on in the next 6 to 9 months. and some of our engagements go 12 to 18. Some of them will say at six, we’ve done a couple at four. We don’t do anything below four now, because the first month has to be an audit, and then the next three or at least some work to get to some trajectory and momentum.
Speaker 5 00:19:16 Julian, if I could just add something there super fast, like I was telling my wife the other day, we were on a drive and she was asking me like, what are the biggest kind of things you’ve taken away over the last year doing this on your own? And I said to her, after running audits with new clients, I could never go back to the client side without wanting to run an audit. And how weird would that be? As a as an in-house House Crow saying, okay, wait. Well, before I take the job, I’m going to run an audit for a month on this company, right? But seriously, I could never go back.
Speaker 5 00:19:44 I could never go back.
Speaker 4 00:19:46 And it goes back to the original conversation we’re having. Like we while we were asking questions to try to get some answers, like, in fact, I would, I would go so far as to do a bottoms up like high level model to try to figure out what the revenue would be. But I would like inevitably, if you’re in a if you’re in an interview process for two weeks, for example, like you just can’t ask all the right questions, they’re not going to let you into their CRM. So that becomes a tricky a tricky place.
Speaker 2 00:20:12 Yeah. So the audit is great. And I think the audit is also good for the customer. Right. Because it gives them a chance to get a third party assessment, which is always important. almost, you know, full disclosure, I’ve worked with you guys a couple of times and I’ve seen the rigor of the audit. I think that, you know, you get a whole view of, of of all the different elements of the revenue machine.
Speaker 2 00:20:34 I used to call it the birthday cake, which is so many layers of so many different functions and it’s a little overwhelming. I think people talk about the non-technical founder and how restructuring a a engineering and R&D department is really difficult. There’s a whole group of people that help people with that. If you’re a non go to market founder, I think it’s equally as intimidating, right. When you’re throwing at all the different things, we rev ups and compensation and quotas and go to market and positioning and all the different things you have to work on. It’s a lot more than just going hiring salespeople. Right. And so I think that audit gives you guys, it defines the scope of of work that needs to be addressed. And obviously you guys use that to kind of pinpoint where you want to focus first. so that’s that’s that sounds like that’s been a good, good lesson. I don’t think we’ve talked about how long you guys have been in business. Let’s really back up. When did you start? Where are you now? And, and so you’re kind of, I think, sharing some of the lessons over the, over the first, that’s big sprint as a company, right?
Speaker 3 00:21:38 Yeah.
Speaker 3 00:21:38 We’ve, So we just celebrated our official one year anniversary, a couple of months ago. but as Dale said, it started revenue reimagined. Started before it really started. The initial idea was just a podcast, really, of how do we just share great advice with founders and revenue leaders so they don’t make the same mistakes? And I think they’ll check me 30 to 45 days in. We formed the LLC. and knock on wood, man, like we’ve been blessed, ever since we, I will say, work harder than we’ve ever worked. in, in a good way, but we’re doing it with a purpose. we are well over seven figures in revenue, which is outstanding. and then we’ve returned, you know, multiples of that to our clients. And I think one of the things that’s really important to us, when you look at what we do, it’s not always linear of, oh, I revenue reimagined was here for six months. I paid them $120,000 and I got back, whatever.
Speaker 3 00:22:47 243 6120. Part of it is certainly the dollar to dollar return on investment. and it’s something we look at very carefully. But the other part of it is like, how are we setting you up for success? How much funds have we helped you raised with your investors? How much runway have we helped you save? Because the burn was just out of control and things where you shouldn’t be spending money. and I think that looking over the past year, not only are we proud of what we’ve done, but we’ve learned a lot, right? Like we never used to do. The audit wasn’t required before, like it was a suggestion. and it took transparently bringing on to clients without an audit and being 45 days in and being like, dude, like this is nothing like what we discussed. Like what? What they said they needed us for. And what we scoped this job on is totally different. And now we’re having a conversation about, like, are we going to redo the whole scope or are we going to like, throw it out the window? so we’ve learned that while it’s really important in every founder or revenue leader who reaches out to us, wants that immediate impact, right? Like it’s often like, hey Jake, great conversation on Friday.
Speaker 3 00:23:58 Like, can you guys start on Monday? and that’s just not the reality. And it’s explaining that, like, we’re doing you a disservice if we do that, and I, I hate to be cliche and use the doctor analogy, but like, you’re not going to go to your doctor, say, hi, Doctor Julian. Okay, let’s go to the operating room right now. Well, what did what’s wrong with me?
Speaker 2 00:24:16 Yeah. Can you, can you can you can we get this done with my golf round, you know. Right.
Speaker 3 00:24:19 It’s it’s a very similar thing. but it’s it’s been just over a year. I think we’re still learning how to Best work together and divide the projects. Like there’s three of us and we all have, you know, our lanes of genius. a lot of overlap, but a lot of differences. and it’s exciting to continue to to grow and learn. Like, what’s great to say. Hey, Jake, I need you to take this for me.
Speaker 3 00:24:48 and conversely, what’s great for them to just say, hey, Adam, this is operational. I don’t want to touch it. Please do it or it’s not going to get done.
Speaker 2 00:24:56 That’s awesome. Well, look, you guys are off to a great start. I think you couldn’t have timed the market better based on what we said. The unfortunate news is that, you know, we all serve growth companies and SaaS companies and tech companies. And let’s let’s face it, the last 24, 36 months have been pretty hard with the, the, end of the derp and, and the increasing rates and just more competitiveness in the market. So let’s, let’s, let’s focus on what’s what. I got my attention, the go to market gap okay. This is what everyone’s struggling with. I want to do a little Family Feud style. All right. You might have a go to market gap problem if and you know survey said who wants to give me the first? The first. I’ll go around the horn.
Speaker 2 00:25:33 I’ll start with Dale. You might have a go to market cap if.
Speaker 4 00:25:37 If you are not consistently closing deals.
Speaker 2 00:25:42 All right. You’re not consistently closing deals. If you’re not closing deals, you obviously got a problem. It’s consistently the most important thing. Or is it just you’re not closing deals at all?
Speaker 4 00:25:50 Well, it became not closing deals at all in the latest like, you know, 12 months because people are like, I need to close more business. But I think it’s more like, can we now do it at a consistent basis? Can we forecast the deals and execute at the same time?
Speaker 2 00:26:07 Yeah, I had a conversation with the CEO yesterday and they were they were waiting for deals to close and they said, would you please go talk to my crew and give me your read? Like, is it really around the corner or not? What should I believe? Like it’s incredibly hard for every tech, every business leader to understand what’s going right now and, and and to be able to point to leading indicators.
Speaker 2 00:26:29 Do I really believe it or is it just another excuse? But I think the commonality is like, hey, we didn’t close what we thought we’d close in Q3. Q3 just ended a few days ago, right? We’ve all got companies in our minds that are struggling and, why? The question is why and how do we do something about it. So, okay, that’s I don’t know where the survey said, but it’s definitely up there in the top five. All right. Okay. Jake, you are next. You might have a go to market cap problem if.
Speaker 5 00:26:55 building off what Dale said, if you’re still operating solely off of top down modeling for your forecasting and your revenue plan. Okay.
Speaker 2 00:27:04 Like not yeah, you’re using top down, which means, you know, what is top down. We we kind of huddled around Thanksgiving and pick the number and then we’re trying to reach.
Speaker 5 00:27:14 It’s not even it’s not even we it’s it’s perhaps the it’s the board and and and maybe if he’s lucky or she’s lucky the founder being involved in that number.
Speaker 5 00:27:25 Right. Okay.
Speaker 2 00:27:26 So this is of what we told the investors. Yeah, a year ago, 18 months ago. So we we have that we have to hit 5 million. And you reverse engineer from that.
Speaker 5 00:27:37 That’s right. And then everyone’s kind of figuring out the magic numbers that’s going to take to reverse engineer that number. And, and it’s a little bit of this and it’s a little bit of like, well if we well, if we pull this lever and we just all of a sudden change our close rate from 15% to 33%, we can do it right. And it’s like.
Speaker 2 00:27:59 Easy, easy numbers until they tell you what you want to hear.
Speaker 5 00:28:02 It’s magic math and nobody knows how to make it happen. We just know how it looks on paper. And that is just a fast way to to to die. Right. And so if you’re not thinking about.
Speaker 2 00:28:15 Inside the revenue department, someone does that. It’s handed over to a sales leader. That translates to quotas and burdens on salespeople, right? What does that look like and feel like in the organization when that’s that top down forecast that’s unrealistic is tried to be implemented.
Speaker 2 00:28:30 What do you what do you see.
Speaker 5 00:28:31 It looks like looks it looks like a CRO or head of sales who’s head spinning going where did this number come from. How am I going to sell this to my team? There’s a lack of belief there immediately, already going into having to get the team to believe in that it comes to a team then doesn’t understand where these numbers are coming from, but it also results in what you commonly see is and I often think why like the statistic is about 45. And that number is going down, by the way, 45 to 50% of sellers are actually hitting their number. Right. And so when you’re operating a revenue org off of a 40% attainment, like there’s no predictability. And then what it also results into is, well, we’re just you know, we came up with a magic number. We were throwing warm bodies at the at the quota. And so all of a sudden you’ve got a sales org that’s, that has grown way too fast and without fail, every time 9 to 12 months down the road, we’re facing a really painful layoff.
Speaker 5 00:29:24 That’s what it feels like. And it sucks.
Speaker 2 00:29:28 That’s a that’s a great one I and that that’s really good description of what it’s like inside. And that becomes a vicious cycle. Right. Then you start all over again. All right. Right. I think you’re so far you’re number one right there. Let’s go. Okay. Adam, you might have a go to market gap if.
Speaker 3 00:29:45 You’re consistently getting ghosted by your prospects.
Speaker 2 00:29:48 Oh, my God, I like that one. That’s that’s that’s a big ding ding ding ding ding. It’s got to be up there in the top three. Ghosted that is that is the thing you hear. You know that so difficult because you don’t know what’s going on. And so you can still you can still maintain a little bit of optimism that just drags things out. But you’re just you have no idea what’s going on. But but you.
Speaker 3 00:30:08 Can you though maintain optimism. So I was having this conversation with someone the other day when you are getting ghosted. And I was looking at someone’s deals in HubSpot and it was like, hey, Jake, I just want to follow up and see if XYZ is still of interest, you know, hey, Jake, we have this great offer.
Speaker 3 00:30:23 And like, I think my response was if we were still of interest, if we spoke to value, if we were addressing pain, if we had the right ICP, they would get back to us without us having to say to them, Hey Julian, still interested? I promise you, if I’m interested, I’m going to tell you, and this goes to and like Dale said, it starts with the right ICP. It goes to the right message, it goes to the right offer, and it goes to solving pain and providing value. If you’re not doing that and you’re getting ghosted, you have a go to market gap.
Speaker 2 00:30:53 Absolutely. And it is. It is so difficult, because you can’t you can’t point to point to things with without getting, getting real as you described. So okay. That’s that’s definitely at the top. Let’s go one more round. Dale. You might have a go to market gap if.
Speaker 4 00:31:08 If you’re losing customers faster than you can put them in the top of your funnel.
Speaker 4 00:31:13 So you have that’s a churn. Yeah. Churn happening. And you’re doing all this work on top of the funnel to get people sold. Go through the process, get them close clothes out, and then they’re either not seeing the value in the product or they are, what they sold is and what they’re being delivered, or they just can’t afford it anymore. They don’t see the actual business value to what we sold in the sales process. So you have a lot of people especially this has been happening more and more often since a lot of the economy shifted and growth at all costs kind of gone away. A lot of companies were shifting their revenue projection cycles, etc., from from the sales team to the CSS team. And so they’re like, okay, not only do you need to not let the customers leave, but you also have to like expand and upsell them because they’re already customers. They’re already talking to us. So there’s that shift in paradigm that has happened over the last 12 months. And I think it’s I think it’s a bit unfair for the CSS team because they haven’t been trained on how to sell.
Speaker 4 00:32:12 They haven’t been training like they’re trained more on like, how do we make sure the customer is using the product or service the way it was intended to be used versus like, okay, now we gotta upsell, cross-sell you into more usage of different part of the product, etc.. So, if you’re losing those customers out faster, you can put them in. You definitely have a go to market gap.
Speaker 2 00:32:35 Absolutely. And that’s that. That is a really tough position because that’s hard to recover from that. That’s the leaky bucket. Everyone’s heard about it. And that’s a that’s a really good one. I’m gonna put you up there in the top five for sure. All right Jake, you might have a go to market gap problem if.
Speaker 5 00:32:50 If you’re if you you know Adam talked about the pain. I would say even if you’re not clear on the root causes that you’re solving, like the root causes of the problems that you’re solving behind the pains for your clients. And what I mean by this is when you don’t truly understand the root cause of the problem behind those pains.
Speaker 5 00:33:09 It results in not having a clear ICP. It’s results in not understanding which persona is the true personas. Oftentimes, they see a lot of startups hyper focusing on the user persona in their messaging, and not realizing they need to actually be focusing on the buying persona that owns the root cause of the pain. Right? So this is a common issue that we see that like if if you can’t speak to those root causes and easily break it down into how we solve it, you’re just going to be chasing messaging for the next 12 to 18 months and not figuring out how we’re going to how we’re actually solving this.
Speaker 2 00:33:47 That’s that’s a huge one. Right. And I like the way you tied it. Messaging is okay. Clear. We’ll we’ll look at our messaging. But it has so many ties into your whole sales process. Right. As you just described, figuring out who you’re pitching to, what your process is, who you make sure that you you include in the process. That’s a great one. All right.
Speaker 2 00:34:06 Last, last one. Adam, you might have a go to market cap problem.
Speaker 3 00:34:10 If you’re unsure if you have the right people in the right seats related to your revenue roles, if you’re questioning whether that VP of sales, VP of marketing, Director of Sales based on performance, or based on providing the overall strategy for what you need to move the business forward? if you’re having deep questions about that and not getting the answers you need, you likely have a go to market gap.
Speaker 2 00:34:37 Absolutely. And that’s that paralysis. Right. And I’ve been there as a first time CEO. And it’s like, okay, can I just hire someone to make this problem go away? And that’s a common trap, isn’t it? Right. Yeah. I think, you know, you just you it’s the wish or the hope higher. You know, I’m going to hire that right person and they’re going to solve it all.
Speaker 4 00:34:55 Well, I think I think it extends past that a little bit because if we’re asking operational or technical people to hire, go to market experts, I think by definition that’s just a recipe for failure, because I don’t think they would ask me, Jake or Adam, to interview a developer that’s going to write Ruby on the rails to code their product.
Speaker 4 00:35:14 So I think we need to think about this in a different perspective. If we’re a CEO or a founder that is trying to hire either a sales and marketing team or you know and have hasn’t done it before, it doesn’t have that expertise. It can be very costly. And you could be burning runway for the next 6 to 12 months, because you don’t know if you’re hiring the right person.
Speaker 2 00:35:37 Exactly. You might even not. You might not even know the right language and the questions to ask. Right. And I like your analogy, like trying to hire a CTO or VP of engineering when you, you, you don’t understand what Ruby on Rails are and what sprint planning and, and sales, sales development lifecycles are.
Speaker 3 00:35:55 Yeah. I’ve never even heard of Ruby on the rails until the other day, so that sounds sounds like a song from from the 70s.
Speaker 2 00:36:04 Exactly. So. And you know, and each department creates own language for good reasons, but but in an interview process, people can take advantage of that, right? Let me let me spout up a B buzzword compliant, throw out all the all the different, buzzwords of the day.
Speaker 2 00:36:18 And, you know, you’re a founder trying to juggle with that. So having an expert to help you with that. But even more important, like, you know, you’ve talked about the assessment, if you’ve done the assessment and you know what you’re looking for, right, you use that assessment to kind of program your next, next 90 days. Right. And so if you have that, you know, you at least have a starting point. But let’s let’s talk about the framework you guys laid out in your go to market cap, session the other day. So you have the assessment and actually know the assessments your first step. And then you have a four step process where you stabilize, you build a foundation. You kind of get the repeatability and scalability. Are those the four parts of your framework that you try to bring a company through?
Speaker 4 00:36:58 Yeah. Those are the four, phases of the framework. the biggest question is where do you fall in all of those phases? So what we noticed, and one of the reasons why we built this framework was when we went into a customer, they always want repeatability or scalability, like that’s where their mind goes.
Speaker 4 00:37:16 And so of course, even after the audit and we’re going in and we’re doing some of the work, they’re like, but in the past they did it this way. And I called 300 people a day and I was able to get meetings and like, so they go through this process, but they didn’t realize, for example, they were calling SMB customers and now they want to go to enterprise. So they’re they’re making that shift into a different market segment. And you have you potentially have the wrong people in the wrong seat. People are ghosting you. You can’t close deals like all the things we just talked about. So you’re really in this stabilization mode, like you’re in like how do we stabilize what we just had? Do we get to hire new people? Do we have to do different onboarding? Do we need new messaging. Like what is the actual problem. So we we a majority of the customers that we work with, what we see is we’re, we’re starting in that stabilization phase. And they want to just skip it and go to repeatability.
Speaker 4 00:38:08 And that’s a recipe for disaster.
Speaker 2 00:38:12 yeah. So so how do you determine what the the key moves are in that stabilization phase. I mean, you describe you’ve you’ve described various levels of disarray. I’m sure you’ve walked into all sorts of them, but you can’t fix everything. So how do you determine, like what key pillars you’re going to build, that you can actually create some traction and and signs of progress on.
Speaker 4 00:38:36 Go ahead Adam you can take that one.
Speaker 3 00:38:39 Yeah I think for us it’s we get down to the basics and stabilization. Like we really start looking at the ICP, the persona. We’re going to go through all of your deals and really try to understand, like are these deals that are closing? Do they all look alike? Are we selling to the same people? Are we selling the same product? Are we selling at the same price? Our people say, are we tracking why people buy all giving the same answer? Conversely, are we tracking why people buy and or why people don’t buy? Excuse me? And are they all giving the same answer? Is that value prop resonating? It’s getting really deep and understanding who we’re selling to, how we’re selling it.
Speaker 3 00:39:20 Is that messaging running across while also making sure that we’re looking at the internal team? and that we have the right people in the right place.
Speaker 2 00:39:31 I know, Jake, you mentioned like a second level layer there. You said, hey, not only do we need to understand the messaging, but but you kind of went deeper and said, do we really understand the root cause of the problem? So a good messaging is to really just identify the problem. But now you’re saying that might not even be enough there. You have to really understand the root cause of the problem. Expand on that.
Speaker 5 00:39:53 Yeah. Because if you understand the root cause of the problem, the the the like, the framework for solving that actually becomes a simple math like conversation. It actually, becomes an equation because if you understand the current state of the business caused by that root cause. and you understand where they want to go. The future state then, like, you can really break down the the revenue gap that it takes to get there.
Speaker 5 00:40:21 And what that breaks down to is figuring out what that what the root cause is behind the issues and the, I guess, the symptoms of what they’re experiencing. So we can go solve for that specifically. And and that’s what like when you do that, that’s what helps sellers actually start what I would call Dollar Rising. The problem. Right. But if you don’t understand what the root causes of those problems and you’re focusing on pain, then you it becomes a lot harder to quantify or dollar rise that pain. And then you can’t drag your buyers through the glass when it comes to helping them understand the impact that’s having on the business.
Speaker 2 00:40:58 So really understanding the problem you’re solving for you can you can you can quantify it with ROI and dollars and be sharper on getting the person who’s experienced it or has the authority to fix it. right?
Speaker 5 00:41:10 Absolutely, absolutely.
Speaker 2 00:41:13 All right. So you’ve gone through the assessment. You’ve picked a couple things to stabilise. obviously once you’ve done that do you typically get some you know, what’s the what’s the progression to the next stage of foundation or repeatability? Yeah.
Speaker 2 00:41:31 When you say, okay, we’ve actually proven that we’ve got a couple of those things and now we can start getting to repeatability and scale. What are you looking for that that gives you the trigger to the next next gate.
Speaker 4 00:41:40 So from stabilization I think it’s a bit of momentum. Like are you getting momentum. Are you getting our deals moving through the funnel? are we getting stuck at like where are we getting stuck? You know, we’ve done an evaluation of the team. you know, we do think we have some moderate people in there, you see. and we can, you know, move forward with this team. We have a Elise’s sketch or outline of what the process looks like. Many times we go into, Places in the CRM is a mess. Like they think they have a top of funnel problem and they need more leads generated. But the reality is, like their HubSpot or their Salesforce is completely messed up because it was built out wrong and they have leads that they haven’t followed up on.
Speaker 4 00:42:23 So, it’s just untangling some of that, that tangle and seeing the momentum happening. And then once you get into, you know, are you doing sales one on one stuff, sending recaps, getting alignment on the deal, sending out mutual action or joint engagement plans, like, are you doing sales 101 stuff like sometimes in my mind I think of stabilization as like college courses, like I’m in 101 and 201. Like, can I do the one on one and 201? And then once I kind of graduate from the one on one to 2 or 1, I can move on to like 301, which would be like foundation building, making sure that house is stable on that foundation. to start building out the real sales process that we want to put into the CRM, we want to, you know, start hiring that next salesperson. Maybe not 2 or 3, but we want to hire one and make sure that everything we were stabilizing. Right. Since. Yeah. Does it really make sense? Let me let.
Speaker 2 00:43:19 Me back you up. So so you talked about some basic 101 tactics, right? Which, you know, the first one is, is what what your parents taught you send a thank you letter. Right. Basics. Right. So that is really basics. But you you introduced this concept of a joint engagement plan. And you know, I’ve been around a number of sales organizations and that that feels like it’s it’s pretty interesting and and not necessarily a foundationally understood in this space. Why don’t you walk us through this, this jump, as you call it? What is it? Why does it make sense? And how many people you think are using it today? And what’s the difference between not using it and using it?
Speaker 4 00:43:54 Yeah. I got this from just my carrying a bag days. And what I found most helpful, we all become in the sales world, the sales concierge. And we don’t really want to become that sales concierge. We want to make sure that we the sales process or the buying process, which are one the same but different.
Speaker 4 00:44:12 We have the sales process, the buying, the buyer’s buying process. And so we’re going through this together. And so we each have responsibilities through this this process. And so our responsibilities are getting new information. Make sure we’re answering questions. Your responsibility is like how are you going to buy this thing. Does it make sense. Do we have a value. What’s the business. You know, what’s the the ROI on it. And we just need to keep each other accountable. So the joint engagement plan is or the mutual action plan, which people, some people call it, is just making sure that we’re keeping each other accountable, because at some point we want to derive value for the customer, and we want to make sure that we’re delivering that value. And that is I’m going to spend $100,000, and I’m expecting 350, $400,000 in ROI. How do I really get there and when am I going to get there? The customer doesn’t even realize that they have to get there.
Speaker 3 00:45:03 And piggyback piggybacking off that, when you look at the the buyers process because there’s not enough sellers, Julian, as you know, that map the sales process to the buyers process.
Speaker 3 00:45:14 Right. You go in Salesforce or HubSpot and you you have all these ridiculous stages that are really just actions that take place and they don’t like, align with where the buyer is meeting.
Speaker 2 00:45:25 Right?
Speaker 3 00:45:26 Right, right. First meeting. Yeah. We were to say that. Hey, Jake, where are you in your buying process? Oh, I’m going to have a first meeting with Adam. Like, I probably got what Jake is going to say. Yeah, but oftentimes what we see is sellers don’t truly know what’s needed to close a deal. Like, we we know that the customer is looking at X software. When do they want to go live? To go live? When do they need to have a contract signed by to get a contract? When does it need to go to legal? How long does legal take? What is your red line process? Who else needs to be involved in the product? How have you purchased software or services like this before all of these things that you could use to build out this joint engagement plan, so that it’s very clear, you’ve established with your prospect the critical event that is causing me to look at this product as X, I need to solve it by Y.
Speaker 3 00:46:20 Great. Now let’s work backwards of everything we need to do so I can make you look really good Julian, in front of your team so that you get the solved by Y. And we get it implemented by Z to make you look like a rock star. Not enough sellers take the time to look at a deal holistically and work with their customers versus, hey, Dale, okay, we’re going to sign you by October 21st. October 1st. Here’s the contract. Well, sorry, Dale, it takes, you know, our legal process. They’re on an eight week, nine week backlog. Why didn’t you know this to start with?
Speaker 2 00:46:50 So that seems like almost too logical, right? and it feels like you’re going to run into the conflict of of trust, right? And particularly if you’re multiple vendors. right? You know, of course, I want as a seller for us to engage in a joint engagement plan and a commitment to close. But as a buyer, I might be still holding you off at arm’s length.
Speaker 2 00:47:13 I’m not sure you’re my vendor yet, or I’m not sure we’re going to get the right price yet. And so how do you handle that? And maybe sell the joint engagement plan process, as mutually beneficial as opposed to kind of a lock in trap?
Speaker 5 00:47:27 Well, here’s the here’s the interesting thing on that is even worse than sellers not knowing the process, because you could even you could even argue that a lot of sellers know the process. They just haven’t codified it before. And so, you know, putting this together allows them to go, oh, okay, I don’t have to shoot from the hip anymore. I know, I know, generally like this makes sense. But now I have a blueprint right. Or framework that to help follow. And then when things are codified, they can do it over and over and over again. That’s part of repeatability. But what what I tell sellers all the time is it’s actually beyond the you the bigger problem and why you got to get so damn good at this is because your buyers don’t know how to buy.
Speaker 5 00:48:06 I’m going to say that again, like buyers don’t know how to buy. We’re not dealing with people.
Speaker 2 00:48:09 Who’ve been in that spot for ten, 15 years. They’re probably, you know, average ten years of two. Right.
Speaker 5 00:48:15 Right. And so either they’ve never gone through a procurement process on their own before inside of the business, or they’ve never they’ve never led a purchasing process, a procurement process themselves, or they’re just not really sure how to run the process internally. And so a big piece of this and how to do what you just said is like this, this kind of aligned agreement on this is to set and establish with the buyer. Well, how do you normally go through this process? Right. What is your what is your procurement process look like and what are the next steps involved in this. And and and that allows the seller to actually analyze. Does this buyer actually know the steps they’re going to be required or involved in this process. And then because you’ve been doing it for so long, a good seller will say, well, typically what we you know, if we’re able to align on these things on this call today, next steps would look like this.
Speaker 5 00:49:02 And what we need to do is actually get a more technical deep dive with with your team on this call so that we can analyze if, if we can meet your future requirements. Or typically next steps look like, having a pricing conversation. And, and that will allow you and the buyer to start moving from a buyer seller relationship into a partner conversation. And when you start looking at it through a partnership lens and you map it out together, like as Adam laid it out, like, let’s start with the end in mind and work our way back. And you joint, you build this joint plan. Then you find yourselves in conversations with buyers where you’re not just checking in or you’re not just following up, but you’re you’re confirming with them, hey, we’re working towards this goal together and we’re missing some of these deadlines. Is this is this still a deadline that we’re going to meet together? Is this still priority, or what do we need to do to make sure that we get there together? Right.
Speaker 5 00:49:53 It it it changes the relationship.
Speaker 3 00:49:57 And part of it is where, where do you identify that your vendor of choice. Like we all, we all know that you don’t walk in. I was just having this conversation the other day. Like, very rarely are you the only people that are being looked at, right. Very, very, very rarely. And if you think you are and you’re banking your sales process that no one’s looking at competition, you’re going to be blindsided at the end. Where do we bake in in your buying process when you identify vendor of choice? And I think it’s okay to acknowledge that, right?
Speaker 2 00:50:24 I think bringing that up and saying, whenever you’re ready, take some of the awkwardness out of that. All right, guys, let’s let’s talk about some of the consistent mistakes or lessons that you guys see that people can take away from it. I don’t know if it could be a family feud, but we talked about a couple of them. What are some of the common mistakes and repeatable mistakes that you’re able to provide some some lessons for that you see across your engagements and your experience.
Speaker 4 00:50:49 Jake. And start come on Jake, you got this.
Speaker 5 00:50:53 There’s like, where do we start? Is the question like which one.
Speaker 2 00:50:57 Rank it in the notes.
Speaker 5 00:50:59 All right. So common mistakes. one of the big ones is, we often, we often see that when, when these when these, like, frameworks and these blueprints haven’t been established and, helped sellers, like, identify how to run their process. It’s a wild, wild west on the sales floor, and every rep is running their own process, every reps running their own approach, and every rep saying something different when they’re on the phone. And so, there’s just there’s no there’s no clear way to repeat what we’re doing because it actually hasn’t been captured and we haven’t captured it and we haven’t measured it. We can’t scale it.
Speaker 2 00:51:41 So you’re saying there’s there’s lack of a, an official, consistent process that you can utilize. Everyone’s doing their own thing. And is that something you guys come in and help build a consistent process that you thousand percent?
Speaker 5 00:51:54 That’s that’s is what we do.
Speaker 2 00:51:56 Playbooks. Playbooks. Stages. Processes. Tools. Right. Hiring. Hiring. Yeah. It’s a complex set of things, but. But if everyone’s doing their own thing, they probably don’t have a standardized good one that they trust. And that’s the symptom. Okay. So that’s that’s a good one, Adam. A consistent, repeatable mistake that you see that you guys, you know, work on quite often to fix.
Speaker 3 00:52:19 Oh my God. having hired a full time head of sales or VP of sales too early, thinking that because they helped tweak some things at a previous company that they’re going to be able to build your go to market at your company.
Speaker 2 00:52:33 Yeah. Why is that so hard? they hire that person too early. Is is it just is it too much for one person? Is it that they don’t come in scoping it the right way and they’re going to need to have bring in a lot more resources to fix this problem?
Speaker 6 00:52:47 Yeah. The root.
Speaker 2 00:52:48 Cause of that, that being a mistake.
Speaker 3 00:52:49 I think it’s founders want to exit founder led sales earlier than they should. they want to hire someone who is the sales expert who’s going to come in and like, if I hire Jake, he’s he’s a great VP of sales or CRO, and he’s just going to come in and close some deals. But there’s been no repeatability. There’s been no process that’s been built. The team has been mismatched. You’ve had a couple of shows that have lasted six months, two months, four months, and you have nothing documented. So you hire this head of sales and it’s like, Julian, you do it, figure it out. and one of the things that I learned relatively early in my career is building from the ground up is very different than tweaking and a VP of sales. When there is process in place, clearly documented ICP, clearly documented value prop, demonstrated repeatability of why deals are closing, how deals are closing, pricing and packaging. It’s a lot easier to make those little tweaks if you’re a VP of sales who’s been at a big company and later stage.
Speaker 2 00:53:53 Company, you’ve got.
Speaker 3 00:53:54 Yeah. And most founders want to hire like the the Facebook VP of sales or sales.
Speaker 6 00:53:58 Brands who.
Speaker 3 00:53:59 Have no business working at a startup. and it fails. And that’s why we’re so bullish on whether it be us preferably or someone else. Use go to market. Fractional executives use experts who have built before to help you lay that foundation. Before you go, spend two, three, $400,000 on someone that is going to cost you 6 to 12 months in time, and an awful and.
Speaker 2 00:54:25 The potential cost of having to redo it, which could be the death spiral in a tightly funded startup. Right?
Speaker 3 00:54:31 100%.
Speaker 2 00:54:32 Okay, Jake, consistent lesson that you guys run into a consistent, repeatable mistake.
Speaker 5 00:54:38 I you want to skip?
Speaker 6 00:54:40 I’m sorry. Excuse me?
Speaker 5 00:54:42 I know it’s.
Speaker 6 00:54:44 There’s.
Speaker 5 00:54:44 More value if I.
Speaker 6 00:54:45 I didn’t mean to put you on.
Speaker 4 00:54:48 You can take my turn.
Speaker 5 00:54:50 I would say letting Dale give advice.
Speaker 6 00:54:52 That I would say.
Speaker 4 00:54:55 I would say I asked this so many founders or revenue leaders or CEOs not being able to articulate their their value proposition to the market in under ten, 15 words.
Speaker 4 00:55:06 It’s some dreary, like they just go on and on and then they can’t really map it to the business value that is that all of their competitors can’t say or execute on. So it’s a good exercise. It sounds super simple, but it’s a very hard exercise. And I think it’s just the the ability to do that in a consistent basis, because then you can actually onboard and train your sales team to do the same thing. If you go on and on, like a three paragraph sentence on where you’re where you are different or where your value lies, I can guarantee your customer is like checked out in the first five words. So super concise and easy to articulate.
Speaker 2 00:55:50 Awesome, awesome. All right, we’re gonna do one more lightning round, which is if you have, you know, one piece of advice to to a founder or CEO who’s finds himself somewhere in this, in this challenging cycle, you know, what would it be, Jake?
Speaker 5 00:56:06 Do you not hire a VP of sales too early? Don’t jump the gun there.
Speaker 5 00:56:10 It’s it is way too tempting. It’s way too easy to pass the buck. and it’s perhaps the fastest way to overlook the the symptoms of what are truly like the problems of your business at the current state. So do not hire a leader before you’re ready for that. That leader.
Speaker 2 00:56:32 That’s good advice, Adam.
Speaker 3 00:56:34 Document, document, document. Everything has to be documented. It cannot live in your head. I tell people all the time, I don’t care if it’s an Apple Notes Google Drive text. Like I don’t care where you document it, but you gotta get it down.
Speaker 2 00:56:48 Document what’s working.
Speaker 3 00:56:51 And what’s not and.
Speaker 2 00:56:52 What’s lost is.
Speaker 3 00:56:52 Just as important.
Speaker 2 00:56:54 Okay, excellent. Good stuff. Dale. You can do one thing. You’re stuck in this quagmire, in the gap. What’s one thing you can do tomorrow?
Speaker 4 00:57:05 get your pick and shovel out and start continuing to sell on your own. And not only to your, to your network, but people you don’t know. So a lot of times we go into places and they’ve exhausted their network or they’ve been successful, you know, selling to 10 to 20 of the people they know, but they haven’t tried to go outside of that comfort zone.
Speaker 4 00:57:27 And so just go outside your comfort zone and start cold calling or start cold emailing and trying to get that, that, that process down. So as you’re hiring people and you see how the process is going, you can’t just say, well, if you call 100 people, then you should be getting X number of leads and you should like, actually do the work so that you can have empathy, empathy and sympathy through that process. When you’re asking people to do things that you don’t, you haven’t done.
Speaker 6 00:57:54 Right.
Speaker 2 00:57:55 You know, do it yourself so you can teach others to do it. So so, you know, sticking that grind founder led sales. That’s great stuff. Okay. if if, obviously the other one you could do is you can hire some experts, you can find you guys at Revenue reimagined.com. You’ve got the podcast, the Revenue Reimagined, podcast. And then if you want to do a little studying before that, you guys have any books you might recommend, that people can kind of go to school on and at least learn the language so they can call you and feel like they they’re speaking the language of, revenue excellence.
Speaker 5 00:58:29 You know, one like, I think one book that every founder should just pick up and read as early as possible, just understand the mechanics and basic functions of a sales organization. Is Mark Wahlberg’s book The Sales Acceleration Formula that that is like a must read book for every founder and every early stage revenue team to every scaled, mature revenue team.
Speaker 2 00:58:53 I like that one. That’s a great idea. Adam, do you have a recommendation?
Speaker 3 00:58:57 Yeah, I mean, there there’s there’s a few back here.
Speaker 6 00:59:00 That’s right.
Speaker 3 00:59:01 If I’m going to pick one, one of my favorites right now is what a unicorn knows. you know, if you’re really going to look at how to scale, and what you need to do to get where you want to go and going about it the right way. it’s one of my local favorites. One of my recent favorites.
Speaker 2 00:59:17 What a unicorn knows. I like that. All right, Dale, what would you recommend?
Speaker 4 00:59:22 Yeah, I think I’ll go off. off the beaten path here a little bit and talk about the, extreme ownership from Jocko Willing.
Speaker 4 00:59:32 that’s just like, every day making sure that you as a founder, CEO, revenue leader, you’re taking that accountability, for the process. And even if some of the product challenges are happening or some of the team challenges are happening like it all rolls back into you and it starts from the top. So Extreme Ownership is a great book.
Speaker 2 00:59:53 Awesome. Well, hey guys, this was a great conversation. I know that a lot. A lot of our, community and listeners are going to be excited to hear about it because unfortunately, a lot of people do have revenue challenges. And it’s exciting to to see that you guys are solving them with precision and really, hitting your stride there. People can find you at Revenue reimagined.com, and we hope to see you at the Growth Elevated Conference. We can have some great conversations.
Speaker 1 01:00:20 Thank you for listening to the Growth Elevated Leadership Podcast. If you enjoyed this episode, would you please follow us and subscribe on your favorite podcast player and we’d be grateful if you recommend it to a friend.
Speaker 1 01:00:31 If you’d like more resources on how to become a better leader in business, we invite you to visit us at Growth elevated.com. We’ll be back next week with more insight from another great tech leader. Thank you.
David Darmstandler – Co-CEO & Co-Founder Datapath
In this episode of the Growth Elevated Leadership Podcast, host Julian Castelli interviews David Darmstandler, co-CEO and co-founder of Datapath, a managed IT and security company. They discuss the challenges of scaling a technology business, particularly in the managed services sector. David shares insights from Datapath’s journey since its inception in 2005, emphasizing the importance of effective leadership, team management, and financial literacy. Key topics include the value of mentorship, the role of advisory boards, and the necessity of tough conversations to foster a culture of openness and continuous learning.
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
Timestamps
Introduction to the Podcast (00:00:02)
Julian Castelli welcomes listeners and introduces the podcast’s purpose and focus on tech leadership.
Guest Introduction (00:01:17)
Julian introduces David Darmstandler, co-CEO of Datapath, highlighting his entrepreneurial background and company’s achievements.
Overview of Datapath (00:02:21)
David explains Datapath’s services, focusing on managed IT and security for various sectors including healthcare.
Customer Profile and Needs (00:02:41)
Discussion on the typical customer profile and how Datapath supplements existing IT teams.
Managing Complex IT Infrastructures (00:04:06)
David describes the complexities of managing IT for large organizations and the importance of strategic support.
Growth with Startups (00:05:20)
David shares experiences working with startups and the excitement of supporting their growth.
Consequences of IT Failures (00:05:52)
David emphasizes the impact of IT failures on customer trust and brand reputation.
Innovating with AI (00:06:40)
Discussion on the role of AI in enhancing Datapath’s services and future innovations.
Early Days of Datapath (00:07:47)
David recounts the humble beginnings of Datapath, starting with minimal resources in 2005.
Scaling the Business (00:08:08)
Julian questions how Datapath scaled from a small startup to a significant player in the industry.
Challenges at the $5 Million Mark (00:10:38)
David discusses the challenges faced when reaching $5 million in revenue and the need for strategic changes.
Identifying Leadership Challenges (00:12:23)
David reflects on realizing the team’s readiness for growth and the need for strategic thinking.
Scaling Strategy and Efficiency (00:13:14)
David compares scaling to a race car, emphasizing the need for efficiency and shedding unnecessary weight.
Recognizing Skill Gaps (00:14:06)
Discussion on the common struggle of entrepreneurs lacking diverse skill sets necessary for scaling.
The Role of Coaching (00:15:13)
David explains how bringing in a coach helped identify micromanagement issues and improve team dynamics.
The Importance of Seeking Help (00:16:46)
Discussion on the challenges of seeking coaching and the founder’s reluctance to ask for help.
Catalysts for Change (00:17:26)
David shares how hitting a plateau created pressure, leading to the decision to seek coaching.
Mentorship and Coaching (00:18:22)
The value of having mentors and being a mentor, emphasizing mutual growth and learning.
Partner Alignment on Coaching (00:19:12)
Exploring how David and his partner reached a consensus on hiring a coach.
Accountability in Leadership (00:21:33)
The significance of accountability for leaders and the benefits of involving coaches with team members.
Advisory Boards for Guidance (00:22:41)
The role of advisory boards in providing accountability and guidance for private companies.
Building an Engine for Scale (00:23:12)
Transitioning from a small to a scalable organization and the need for operational changes.
Understanding Financial Metrics (00:24:01)
The necessity for entrepreneurs to grasp financial metrics and their impact on business success.
Investing in Financial Education (00:24:40)
David discusses pursuing education in finance to better understand and manage business finances.
Learning from Financial Statements (00:25:07)
The importance of analyzing financial statements to improve business positioning and decision-making.
Critical Metrics for Success (00:26:32)
Identifying and aligning on critical business metrics to drive operational efficiency and growth.
Addressing Team Composition (00:28:16)
David reflects on the importance of having the right people in the right roles for organizational success.
Having Tough Conversations (00:29:01)
The need for leaders to engage in difficult conversations about team fit and performance.
Relief from Honest Discussions (00:30:51)
The positive outcomes of open communication, leading to clarity and alignment within the team.
Here are the extracted timestamps and their corresponding titles:
Creating a Safe Space for Conversations (00:32:24)
Discusses the importance of open-ended conversations to address performance issues without intimidation.
Enabling Team Growth (00:33:35)
Explores strategies for empowering team members to scale and grow in their roles effectively.
Time Management Techniques (00:34:49)
Highlights the significance of tracking time to optimize leaders’ responsibilities and reduce administrative burdens.
Bottom-Up Strategic Planning (00:35:21)
Describes the shift from top-down to bottom-up planning, encouraging team input on achieving departmental goals.
Fostering Autonomy in Leadership (00:36:40)
Emphasizes the importance of giving team members autonomy to make decisions and develop their capabilities.
Continuous Learning and Community (00:39:12)
Recommends regular reading and finding a supportive community of entrepreneurs for personal and professional growth.
Closing Thoughts and Gratitude (00:41:14)
Wraps up the discussion, expressing appreciation for shared insights and the importance of leadership development.
Speaker 2 00:00:27 Hello everybody. This is Julian Castelli. I’m the host of the Growth Elevated Leadership podcast, where each week I talk with inspirational entrepreneurs and leaders in the tech industry. Past guests have included CEOs and CXOs of great companies like Work Front, CHG, Healthcare Systems In Moment, Vox, Pop me, the San Francisco 40 Niners, and many more. This episode is brought to you by growth. Elevated growth elevated as a community of tech founders, CEOs, and CXOs who are committed to working together to share best practices and learnings in an effort to become better leaders. We do this through educational programs like this podcast, as well as our annual Tech and Ski summit, which happens to take place in beautiful Park City, Utah. So if you’re a skier and you like talking about business and growth in tech, check us out at Growth Elevated.
Speaker 2 00:01:17 Com. Today I’m I’m excited to bring bring to the podcast David Darmstandler. David is the co CEO and co-founder of Datapath a managed IT and managed security company. That Datapath is is headquartered in North Carolina, Northern California, and it has about 80 team members throughout the US and has made the Inc fastest growth company list eight times. David lives in Park City, Utah with his wife and four awesome kids, and that’s where I had the chance to meet up with them. Please welcome David David Stadler to our podcast.
Speaker 3 00:01:57 Hi, David.
Speaker 4 00:01:59 Hey. Thanks, Julie. Thanks for having me.
Speaker 2 00:02:02 Hey. I’m excited to talk to you today. So you’ve been. You’ve been, You’ve been an entrepreneur. and a, tech leader for over 20 years at Datapath.
Speaker 4 00:02:14 I have. Yeah. No, since 2005. So it seems like it’s going fast. Go ahead.
Speaker 2 00:02:21 Tell us a little bit about what Datapath does.
Speaker 4 00:02:25 Yeah, I mean, there’s some it up, depths. You know, David has managed it service providers.
Speaker 4 00:02:30 So we manage infrastructure and security for large organizations, for government, education, finance. and, you know, most recently over the last couple of years, gotten into health care.
Speaker 2 00:02:41 So and so what’s, what’s the typical profile of a company? that would be your customer. And walk me through their problem and their alternatives and how they find Datapath and why they choose Datapath.
Speaker 4 00:02:56 Yeah, absolutely. You know, for us, you know, over the years, it’s, you know, we’ve transitioned as far as, you know, the type of customer kind of gone up the stack. the customers we serve now, you know, have pretty good size IT departments usually, you know, kind of in that range of ten to, you know, sometimes upwards of 50 plus people in there on their IT team. Okay. So we come in and just kind of help to, to supplement them. and we manage, you know, essentially their private cloud forum, their, you know, their infrastructure and we do the monitoring and response to security incidents.
Speaker 4 00:03:29 you know, in the finance space, that kind of ranges from, you know, probably somewhere around, you know, 100 team members upwards to, you know, thousands. and then, you know, kind of government education space, you can go as high as 20, 30,000 users. so it’s definitely.
Speaker 2 00:03:44 Employees that are relying on the IT infrastructure that you’re helping to. Yeah. That’s all the users. Right.
Speaker 4 00:03:49 So we’re yeah we’re okay.
Speaker 2 00:03:50 So you’re working with enterprise customers that you know they’ve got enough it needs. They’ve already got ten, 20, 30 people working, but they need more help. And you help them scale more efficiently by supplementing their team. Or do you sometimes take over the whole IT infrastructure?
Speaker 4 00:04:06 Yeah, we generally are kind of taking over the infrastructure for them and working with their team directly, which is worked out great. So we kind of come in and just kind of become a part of their team. And really some of the advantages, you know, really for the departments is they’re getting a series of tools, they’re getting the AI, the, you know, a lot of the back end work that we’ve done over the years and the last 20 years to make things more efficient.
Speaker 4 00:04:30 So if you’re large, say you have 20,000 users and you’ve got, you know, say 30 sites, different, you know, locations, you know, your infrastructure gets very complex fast, right? So you need an organization that understands, like how to manage that, how to help you see what’s coming, how to plan, how to be more strategic in the way you support it. and ultimately be there as your Top Gun when you know something goes awry or goes, goes wrong. Right. So, you know, insecurity is obviously always changing, right? So that that kind of came naturally over the last decade that we developed, you know, security services because it became such a large issue for customers. so, yeah, and, you know, a lot of our we’ve actually scaled with, you know, startups as well. So we’ve had startups that came in, they had, you know, 10 or 20 employees, and we’ve seen them all the way through to a thousand employees, you know, kind of managing their cloud infrastructure and stuff for managing the security side forum.
Speaker 4 00:05:20 So it’s been, you know, it’s fun ride. We prefer the growth side. We love the idea of working with entrepreneurs and working with organizations that are growing. it’s a lot more exciting organizations that are stagnant or, you know, kind of just sitting there growing.
Speaker 2 00:05:32 Then their need for your service is going to grow. Right? And so that’s good for business. And and then if you can actually, you know, make it a smooth path for the growth, make sure that they’re not going to run into any walls. That’s got to give a CEO a lot of confidence saying, great, I know I can scale, you know, infinitely with your help, that’s got a that’s got to be a great reassurance.
Speaker 4 00:05:52 Oh, absolutely. Yeah. I mean, when you’re it fails, your customers lose faith in you. Right? So if you’re down for a day or two days or sometimes a week, we’ve seen it all, being in 20 years, you know, it’s it’s it’s pretty easy for, for organizations to really take a, take a hit from a branding perspective, too, right? People lose faith in the product.
Speaker 4 00:06:09 So, yeah. So our job, you know, it’s one of one of those one of those services you provide that, hearing less is better, right? So, yeah, it’s like.
Speaker 2 00:06:18 The offensive line. I coach the offensive line at high school, and, you know, you don’t want to hear about the offensive line on the loudspeaker. And, you know, until after the game and what a great job they did. But not during the game. It means something wrong.
Speaker 4 00:06:29 Absolutely. So but yeah, I mean, we and we continue to innovate and develop products. And, you know, AI is a big part of that right? At this point. You know, what it can do for customers. So we’ll see where that takes us as well.
Speaker 2 00:06:40 Let’s go back and trace the path. So you started in 2005. You started from scratch. You got.
Speaker 4 00:06:47 Started.
Speaker 2 00:06:48 we run.
Speaker 4 00:06:49 For And $57. Two founders, rented a 100 square foot office with a mini fridge and stacked servers on the top of it to, you know, to host stuff for our customers.
Speaker 4 00:07:02 So, yeah, it was, it was definitely about as bad as, garage like, as you can get.
Speaker 2 00:07:08 And now you’re you’re a $30 million plus business. You have how many employees?
Speaker 4 00:07:13 80.
Speaker 2 00:07:14 Okay, so I want to I want to I want to unpack how you scaled, because I think something you told me earlier is a lot of companies that in your, in your field don’t really get that large. Right. And they kind of hit a ceiling and, and you’ve, you figured out how to continue to keep growing and, and get to the size you are. And you punch through some scale barriers. And I think that’s something that all, entrepreneurial businesses face. And so that’s a great theme for us to talk, talk about today. But, you know, tell us a little bit about the journey. What was it like in the early days and then, and then, you know, when did you gotta have to start changing? Changing how you were growing the business. When you’re when you kind of realize that that scale is not not something you just do more of the same of.
Speaker 4 00:07:57 Yeah. No, absolutely. I, you know, the beginning was, it was a grind. I mean, we, I, you know, I’d come off some other companies I’ve been a part of and another one that I had started. So I knew the grind of, you know, getting the company off the ground. But this was a very different kind of company. The one that, you know, I’d worked on before was, was more in the technology space and more of a SaaS type product. So, you know, it went into the service based, you know, managed services. And, it it was a grind. I mean, it was, you know, physical work at points. It was, you know, going out and finding.
Speaker 2 00:08:31 Customers of carrying servers and, you know, installing racks. I mean, a little bit like, Silicon Valley with the the servers in the truck. You haven’t one of those moments, you know.
Speaker 4 00:08:40 Yeah. I mean, one of the first, I think the first or second big project and customer we landed was, you know, we land this big, we were manufacturing Fashion first.
Speaker 4 00:08:50 and, we manage this, you know, this big rock quarry, that, you know, grinded up limestone and they needed to take the whole campus wireless, which was basically, like, impossible at the time. But we found a way to design it and make it work, and and, you know, we were hanging off the side of cliffs, you know, running wire and, you know, my partner and I was just, you know, but, you know, it was brought in good revenue. And, we were laughing, having pictures and pictures.
Speaker 2 00:09:15 From that engagement, like in your company Almanac.
Speaker 4 00:09:17 I, I think we probably do. so, yeah, it was definitely a, you know, those kinds of situations were on the regular. You know, one of our first customers we got was the publicly traded company, and they were sending us all over the Western United States. you know, and you, you know, just just the just the constant grind of just traveling, moving, managing customers, trying to manage service, trying to manage billing, all with just a super small team.
Speaker 4 00:09:42 And so thankfully, at the gate, we landed pretty large contracts that allowed us to staff up and, you know, get some of those rules fulfilled, so that we could focus on some of our core areas of strength as individuals. You know, in the in the case of sales, as an example. But, yeah, it was definitely, it’s definitely grind out the gate to get this off the ground.
Speaker 2 00:10:01 So yeah. So but but you obviously were successful. You, you helped those early customers, you innovated you, you, you did the hard work of of hauling equipment like, you, like, you know, and everything that’s needed as an entrepreneur in the earlier stage. When did you when do you feel like things changed and you kind of looked and said, all right, we, you know, we want to be bigger than the, the average competitor. And, and, you know, doing the same type of thing is not going to work like one plus one. We can’t just scale linearly with a change.
Speaker 2 00:10:32 The way we, we run this business to, to get bigger. When did you hit that ceiling.
Speaker 4 00:10:38 Yeah. You know, probably kind of around that five, $5 million mark in revenue. we’re starting to land some larger contracts, you know, in $5 million in our space is, you know, you’re still a pretty good size organization with such a fragmented industry, you know, so these guys get to, you know, a lot of the entrepreneurs in our space get to ten or 15 or 20 employees and feel like they’ve really arrived. but you do you reach some some, you know, some major kind of stepping points. You got to make some big investments you have to make in the right people, to get you from where you are currently to where you want to go. which is difficult for a lot of entrepreneurs to do. you know, the biggest one, you know, I think we’ve discussed it’s just that releasing control. Right. And, and so, you know, you you’ve got to you’ve got to find those capable people.
Speaker 4 00:11:27 You have to raise them up. And, so that $5 million mark was, was tough. I mean, it was kind of a plateau for a little bit. And we had to kind of figure out, you know, how do we grow, you know, both organically and organically. In our case, you know, we we decided that we really wanted to go for it and go all in. And so, you know, part of that was, you know, bringing the right people and also making some large investments and, you know, some acquisitions and things like that to scale. So.
Speaker 2 00:11:54 Now when you were at that stage, did you have like the evidence or the confidence that said, that said, all right, we know we can grow the revenue based on either customers or backlog. So you kind of did you feel like the market opportunity was there, and did you feel like you had maybe an organizational or a leadership challenge to kind of get there, or was it a little bit of both? You kind of had to take the step and see if the revenue would come.
Speaker 2 00:12:16 How did you have both challenges, or was one kind of feeling relatively comfortable at that point?
Speaker 4 00:12:23 Yeah, you know, we knew the demand was there. I think what we realized was that our, our team just wasn’t ready for the growth. And the people that we had in those positions had come up, you know, essentially through the realms of it or security. and so they were oftentimes very analytical. And, you know, they overthought things. Right? So as opposed to being strategic. and really deciding, hey, what needs to kind of what do we need to shed in order to, to really scale? and so at that point, you know, kind of the analogy I remember having in my head was kind of a race car analogy, right? Like, okay, well, if you want something to go faster, you can’t keep adding more weight. you can’t be adding more stuff that you’re going to do, you know, like when you watch some of these, especially the newer ones that come out, these documentaries on race cars, it’s like they’re constantly, you know, losing weight wherever they can.
Speaker 4 00:13:14 They’re they’re thinning out like things that don’t make sense in order to kind of really get that speed and performance they need. And so when it comes to scale, we just, you know, looked at our business and went, okay, these couple areas can scale really well. And these things that we’re doing over here are actually, really not scalable there. And oftentimes what’s funny is those things are often what people think are the best part of their business, but they’re oftentimes where you’re not you’re getting the worst margins. they’re the messiest part of your business. They’re really difficult to scale because they’re, you know, they’re just they’re complex. They’re overly complex. So a lot of those things we decided to, if we were going to keep them for the sake of the customer to contract them out, which allowed us to scale out faster. We still got, you know, some margin off them. So.
Speaker 2 00:13:57 Yeah, it is. It definitely is. It requires a more efficient race car to to scale because you can kind of do the math.
Speaker 2 00:14:06 Right. I think there’s a theme here that I hear you saying like, look, people start businesses in areas they know, right? That’s the beauty of capitalism and the entrepreneurial entrepreneurship world that we live in. And what I see over and over again is you get people who are really good at it, for example, right, creating an IT company. Right. And then, you know, they may not have had experience to some of the other disciplines required to to scale businesses, whether it be finance or people leadership or, you know, HR, you name it. Right. And and so we see that and I talked to a lot of non-technical founders who maybe know an industry. And I talked to technical founders who really don’t know how to sell, or sales, founders who don’t know how to write great tech write. And so, you know that that’s probably where most people that’s the default stage. That’s where people find themselves. So how do you a first recognize that. And then B what do you do to kind of punch through and and get those other other skill sets, or educate yourself in a way that you can you can get through that, that barrier to scale.
Speaker 4 00:15:13 Yeah. So I mean, I know we chat a little bit about this. I think the thing that helped us the most in that kind of $5 million mark was, you know, bringing on a good coach that was referred over to us. and it scaled, you know, very a series of different companies. you know, he was doing it. He didn’t need the money. He was doing it more just to be, you know, it was kind of his service. He really enjoyed it. he’s still, you know, still in my life, great guy. One of the things that he has to do for a couple of years was track every 15 minutes of our day, which sounds tedious, but, you know, really wasn’t something that he he’d go over with us, but really, it was more eye opening for us to look at. So you would look at the end of your day or end of your week and you went, oh, man, I’m literally involved in everything.
Speaker 4 00:15:56 Like, sure.
Speaker 2 00:15:56 So that kind of gave you a start that there’s maybe a better way.
Speaker 4 00:16:01 Yeah. And am I that micromanager guy that I didn’t think I was and, and so when you, when you constantly kind of going back and forth with leaders or those you’re trying to develop and you’re, you’re, you’re not necessarily coaching them, you’re critiquing them on everything, then they start to double, you know, they’re they’ve got a lot of double think in their head around, you know, am I doing this the right way? They stop making decisions as fast. because they, you know, they they’ve got this person kind of peering over their shoulder all the time. And so when you get that really high level of talent in there, they’re just not going to put up with that. Right? So if you do go and hire somebody really, really good to say operations or service or finance or whatever, and you’re constantly just over their shoulder. they’ve got about.
Speaker 2 00:16:41 People, leadership and executive leadership and ability to scale teams.
Speaker 2 00:16:46 I want to get into the details and like, clearly that that that little charting exercise is details. But I mean, you said it pretty easily, but I’m guessing it wasn’t too easy to just to to get that coaching with you and your, your co-founder. Like, what was the was there a catalyst or was there something that kind of made you say, man, this is worth doing, right? because, you know, most people don’t. I think the default is not to go seek out and get help, because that, you know, that that implies that you need help. Right? And then you get that little conundrum, that founder conundrum of feeling like, you know, oh, yeah, I know what to do. Right. So let’s talk a little bit about like how you made the decision. Was it an easy one or was it something that you had to go a couple rounds with your founder and and how’d you get there.
Speaker 4 00:17:26 Oh no. Yeah. This was this was not an easy one.
Speaker 4 00:17:29 you know, I think a lot of it came from the fact that, you know, we weren’t we kind of hit this plateau. So it creates pressure and frustration. you know, in that plateau, you’re not hitting the numbers you want. You’re not hitting the profitability you want. You’re not generating the cash you’d like to. You know, I think the other thing is, you know, you’re losing good people because you frustrate them. Did you did you lose?
Speaker 2 00:17:52 Did you go through a couple cycles of trying to do it yourself and get people and it not working out?
Speaker 4 00:17:58 Yeah, absolutely. Yeah. and you know, I and I, you know, you know, in my, some of the best people I ever worked for kind of coming out of college, you know, one in particular that I really respected said, you know, in your life, you should always have somebody that’s mentoring you and you should be mentoring somebody. and so good advice. Yeah. I think it’s great.
Speaker 4 00:18:22 And I, you know, I’m still doing it to this day. And I, so, I mean, to have a coach meant a lot to me. Like, I, you know, had to be somebody I respected as somebody I trusted, had to be, you know, somebody that I could learn a lot from. And, you know, in this case, I did, and to this day, I, you know, obviously still have a really close relationship with this guy. And we serve on boards together and things like that. So he’s been a very impactful part of my life. and he’s not I.
Speaker 2 00:18:47 Want to write down that question. You should always have a mentor. You should always be mentoring someone else. Is that what you said or what? How did you say yeah, yeah.
Speaker 4 00:18:53 Yep. And so, and to this day I still do. So I’ve got mentors and I’ve, I, in fact, just yesterday just, you know, mentoring a young entrepreneur and there’s, there’s no fee to this or anything.
Speaker 4 00:19:04 I’m just I’m just helping this guy out that’s got a growing business.
Speaker 2 00:19:06 And it helps you learn to write when you see other businesses. Absolutely. You can do your pattern matching, right?
Speaker 4 00:19:12 Yeah. And, you know, at.
Speaker 2 00:19:13 The time was was your was your partner on board like the did you both come to the same, same realization or, you know, just walk us through like what what it was like, you know, taking the medicine and saying, okay, we’re gonna we’re gonna do something different.
Speaker 4 00:19:26 Yeah. I mean, my partner and I, we’ve been buddies since the third grade. So, you know, we have very different personalities, but we end up getting to the same place, which is what’s always been great about us. Right? So we might we might take two different roads to get there, but we’re going to end up in the same place. Our values have always matched up. And so, we just kind of talked about, you know, who would pick the coach type of coach we interviewed.
Speaker 4 00:19:49 Some people totally landed on this coach that we worked with through referral. and, you know, I think some of the things this coach said to me immediately that, you know, that were I think what really hooked me because, you know, I, I hadn’t used a business coach before. So, you know, one of the things he talked about was said, hey, you know, I yeah, ultimately.
Speaker 2 00:20:11 Mike. Right. Is this really is this really. Yeah. That a lot of people I think are a little self-conscious about it aren’t they.
Speaker 4 00:20:19 They are. Yeah they are. And you know, and you’re having to expose everything. Right? I mean that’s the biggest part, right. Like all the darkest parts. Right. All the stuff that.
Speaker 2 00:20:26 Yeah, the secrets that you know.
Speaker 4 00:20:28 Yeah. Like we’re talking about issue. Right. Like maybe the financials you don’t want to open because you know they’re going to be horrible. Right. and so, you know, one of the things you said is like, hey, my job is to, you know, obviously develop as a leader.
Speaker 4 00:20:41 But the other thing is, I’m going to save you lots of time and cost. so he’s like, I, I’m going to from wisdom and from my experience, you may you may have an idea or direction you’re going to go that I’ve already seen or been down. And so I’m going to tell you, you know, there’s probably an alternative that’s going to work much better and essentially, you know, provide a shortcut to getting you to the goal you want to be at. So I think that, is ultimately was very true. And still to this day, with the coaches that we work with, that they save us a tremendous amount of, potential catastrophes. But, you know, time sucks, right? Time waste.
Speaker 2 00:21:21 Money drives into a ditch if they don’t have some guidance. Right? Yeah.
Speaker 4 00:21:25 Yeah. Because even even.
Speaker 2 00:21:27 Even the great the greats that we all hear about in Silicon Valley, everyone’s had their examples.
Speaker 4 00:21:33 Well, yeah. And I think one of the things that I see entrepreneurs do that’s is probably one of the worst things they can do is to not have any level of accountability to.
Speaker 4 00:21:40 Right? I mean, and so when your people know that you are accountable to somebody, even if it’s just a coach, you know, it brings some relief to, you know, those people that are working with you. And one of the things we opened up was to allow our coaches to work one on one with our team members. as well. So to give them, you know, give them an outlet. Right. So if they want to chat about some things in a confidential manner and then they would, the coach would find a way to bring it to us in a way that, you know, obviously would what would be the way that’s positioned.
Speaker 2 00:22:10 Private companies, whether it’s a coach or even a board of directors. I know I talked to a lot of private companies and they say, why would we get a board? We don’t need to, man, that’s one of the things we’re grateful for. We don’t have to worry about that. And a lot of times I say, well, you know, it’s it’s it’s to have that accountability cycle and to help you win.
Speaker 2 00:22:27 It’s not like, you know, if you’re private, you own your company, you don’t need a board because you don’t have third party investors, but you might want to have that kind of accountability loop. Someone who’s there, who’s incentivized to help you score touchdowns and, and, and meet your objectives. Right?
Speaker 4 00:22:41 Absolutely. Yeah. You know, and that’s where I think advisory boards are, are great for that. I mean, they’re not fiduciary. They’re not going to tell you what to do. But there are a bunch of smart people. They’re going to kind of guide you in the right direction. They’re also gonna probably make connections for you and, and tell you when you’re out of bounds. And, so, yeah, I think it’s, Anyways, yeah, not to steer too far, but yeah, that, that that pivotal part helped us to realize that, you know, we had acted as the superstars. We were, you know, we we felt like we had to lift the whole company at all times and, and do the big things.
Speaker 4 00:23:12 And in reality, we need to build the engine for scale. And it’s very.
Speaker 2 00:23:16 Difficult to scale you. You clearly can’t just, you know, keep putting up, doing more and more of the same things with two founders, right? You know, two’s better than one, maybe. So you can get to, you know, that 5 or $6 million mark. But What was it you had to start doing differently to punch through that ceiling and get to scale?
Speaker 4 00:23:35 Yeah. You know, I, you know, number one was, which I you know, we talked about, you know, previously Joan was just, you know, one of the things I wish I was in earlier, which I, you know, I kind of started doing at that point was understanding finance and the metrics greater. Right. So the day we are in business. So this is not a, you know, this is not a, entertainment company or something where you just, you know, you you’re just having a good time or, you know, it’s a party.
Speaker 4 00:24:01 It’s like, you know, at the end of the day, metrics and dollars matter. And so when you find one of those.
Speaker 2 00:24:06 You let me know, right? Yeah.
Speaker 4 00:24:08 When you find entrepreneurs, just they oftentimes, they either ignore it or they expect someone else is managing it. But in reality, I’ve met a lot of entrepreneurs or people who’ve been in business, you know, say 20 or 30 years, and they still don’t understand how to read, you know, basic financial statements, or to understand the metrics that are important to encourage.
Speaker 2 00:24:27 You to to dig into that a little bit.
Speaker 4 00:24:29 He did. Yeah. And then I went and got, you know coaches in that space of finance. And ultimately I went and you know, did a degree for that reason. Right. Just because I want to educate myself, it was like.
Speaker 2 00:24:40 You got a degree while you were working. That’s impressive, I got it.
Speaker 4 00:24:43 I got an MBA. While I was, I was working with four kids.
Speaker 4 00:24:47 It was. Yeah. I would not recommend. I would not recommend it.
Speaker 2 00:24:50 And nights and weekends. MBA good for you.
Speaker 4 00:24:52 I would not recommend it. but I did, you know, you’ve seen it. I, I, we’ve talked about I, I’ve read countless books on finance. Some, some I would not recommend to anyone unless you want to get a good night’s sleep. Yeah, but there are some.
Speaker 2 00:25:05 Yeah. Late nights like that. Reading to help insomnia.
Speaker 4 00:25:07 There are. Yeah, there are some that are great. I, you know, I, I started reading a lot of publicly traded financial statements. I started to match my company up going, hey, well, if this company is.
Speaker 2 00:25:16 Just like when you can actually speak the language of public company stocks and see what they’re talking about on MSNBC and understanding it, right?
Speaker 4 00:25:23 Yeah. And you know, and and, you know, obviously we’re wanting to go raise money, particularly from banks. And so, you know, we have to be positioned well, right? Your financials have to make sense.
Speaker 4 00:25:31 you have to know them well. You have to be able to answer the questions in the moment. And you should be able to because you should know the weakest parts of your business. You should know the strongest parts of your business. And then you know, what comes to light is, hey, here’s where we actually make all the money. And it’s actually oftentimes what I found is it’s actually like our simplest part of our business, our easiest to sell and scale. but for whatever reason, we get attracted to these other shiny, you know, what even might want to add? A professor in college just said, you know, the shiny $20 bill, right? So you get distracted by these shiny $20 bills because it makes you feel good in the moment, or it’s a quick hit, or in our case, like somebody might go sell like a really large, you know, multimillion dollar project back then. But in reality, they were very thin margins on those large projects. So you didn’t have a lot of room for error, and then you had float time on the products.
Speaker 4 00:26:21 And so there was all this stuff that we just decided, like, you know, beyond that to like what builds enterprise value. Right. And so in our case it’s you know, it’s the RR. So really zeroing in on it.
Speaker 2 00:26:32 Knowing what the critical metric is really allows you to align as a leader. Right. And then you can share that internally and use that as a as your Northstar metric and make decisions based on the impact. Right?
Speaker 4 00:26:45 Yeah. And just stop lying to yourself. You know what I mean? Like, don’t like don’t lie to yourself. Don’t don’t preach fluff. And I mean, everyone knows in the day in their gut that, you know, maybe what’s being said isn’t right because it doesn’t even match up with what’s actually happening in the realm of financials. And then, you know, the things that are even worse is you find mistakes on where sales guys didn’t actually they you’ve been servicing a customer, but you hadn’t been billing them. I mean, there’s all kinds of it can go on forever, right? Like there’s, you know, lost revenue and there’s just so much stuff that you actually learn in entrepreneur.
Speaker 4 00:27:17 You go, okay, I know when I go and what it does is it prepares you to be able to to hire the right people. And I don’t just mean in finance, it’s in all areas of the business. Right? So when you can talk to an operations person that’s, you know, a fluent in finance enough to be able to manage operations, it gives you more confidence. Right. so that’s awesome.
Speaker 2 00:27:38 Yeah. So finance definitely is is something that, you know, people from an IT background wouldn’t necessarily come to the table having. And so you, you figured that out. You made the investment to learn that. And then the other thing you were telling me about is just, you know, a different way of thinking about scaling your team. Right? And and that’s something that, you know, I think everyone struggles with. What’s the difference? How do you make the change? What are the couple of the key lessons you learned about how you thought about your team? And I think you described to me that you’re almost able to you’re so successful now that you’re almost able to have your team run the show, and you can be really at the strategy level.
Speaker 2 00:28:16 I’m sure that felt a million miles away from you when you were on the other side of that, that that chasm. Talk us through that chasm.
Speaker 4 00:28:23 Yeah I know. Absolutely. So. Yeah. It you know, that’s, my the other co-founder and I, you know, some share out of operations at this point, we’re working more on the larger strategic deals or kind of high growth opportunities. you know, you know, really for us, it when we when we think about people, I think for a long time we, you had a lot of wrong people in the positions, which I think we you know, I think if I was to start over, I would I would make those decisions a lot faster. could.
Speaker 2 00:28:58 You did you hold on to your original people too long?
Speaker 4 00:29:01 We really did. Yeah. And that and that cleanup process, really, you know, positioning people. I do feel that, a lot of leaders are they’re kind of tuned for a certain size organization. A lot of times some can scale and grow with the organization, but there are many that cap out at 5 or $10 million in revenue.
Speaker 4 00:29:20 Like. And beyond that you see these like kind of boiling or pressure points. That puts ultimately a lot of stress on the organization, but it puts a lot of stress on that leader because it’s just they’re out of their element. and so learning to have those conversations faster, because I also often found that when the organization was was frustrated, so was that person. And they really didn’t feel like they were fit anymore and they wanted to go do something different. And so, you know, I, I’m a huge proponent now of having those tough conversations immediately, or as fast as you possibly can. And particularly for those that when it comes to leadership, just that you’re you’re having those honest conversations with people like, hey, is this is this working for you? Because it’s it’s not working for us. And so, just open that up. Oftentimes people say, you know, thank you. Like, I’ve actually been thinking about, wow, that’s either moving in this other role or. Yeah.
Speaker 2 00:30:15 That’s that’s got to be a relief.
Speaker 2 00:30:17 Right. Because the we’ve talked on this podcast many times with people, and it’s one of the biggest things that comes up in leadership is we’ve kind of boiled it down to, you know, fire fast or slow, but all the dynamics that make that so hard, you know, because, you know, you have loyalty. You’ve got you’ve got people that you’ve worked with for a long time. You’ve got people that are keeping the trains running. It makes it really hard to have that conversation. But it sounds to me like once you had the courage to do it, you started finding that it was actually a relief on both sides to actually have the conversation that you’ve been consistent about.
Speaker 4 00:30:51 Yeah, absolutely. I mean, it, you know, there was a few rare times where people would get, you know, defensive or whatever, very rare. But, when you give your leaders the tools, even just those opening conversations, and if they’re not going to do it in person or they’re not doing it, go zoom.
Speaker 4 00:31:05 Just tell them, hey, I tell them, hey, just can’t do it on a phone call, right? Because it does the face to face bother you? Like, can you can you have the tough conversation? and so what was interesting about it was, I’m not even saying these people left the organization. It was just, hey, you know, we would have the we would open up the can and they’d say, hey, you know, I’ve really been thinking about it, and I hate being in the leadership meetings. And I just want to focus in this area of the business. I see I see a huge problem here and I want to own it. And that’s when you know, you like, hey, I’ve got the right leader. I just have them in the wrong place. Yeah.
Speaker 2 00:31:38 Which is, which is fantastic. That’s a that’s a huge unlock.
Speaker 4 00:31:42 Yeah. Because you don’t want to lose all that equity too, right. When I say equity, part.
Speaker 2 00:31:45 Of the reason I’ve been holding off on the conversation in the first place, right? All that culture.
Speaker 4 00:31:50 All that time with that person, you you care about that person. But oftentimes we we think caring for them is just leaving them in that role and probably paying them more than they should be paid or whatever the case is, or, you know, stifling the business because people can’t grow under them. and so, you know, giving the people, you know, the ability to kind of have that open dialogue, nothing needs to happen that day. Just open the can, give them a couple days to think about it, said, you know, a future day, you know, in a week or so to have, you know, to to kind of solidify the conversation.
Speaker 2 00:32:24 So do you make it a little open ended and collaborative? It sounds like that, that that’s like it takes a little the pressure off. Right? It’s supposed to like, hey, you know, you’re not cutting it anymore. We’re going to fire you, which is a very intimidating conversation. How would you phrase it?
Speaker 4 00:32:37 yeah.
Speaker 4 00:32:37 It’s just it’s just more like I said in the beginning. It’s just more like, hey, is this working for you? Because here’s what’s not working for us. And, you know, usually that, that just even that open ended single, single set of questions just opens up this can of all these feelings, and things that are, you know, are kind of deep in their when they know it’s a safe place, right? When they don’t trust their leader. It’s a totally different situation. But, you know, you you kind of reduce your, you know, you’re going to strengthen the organization. You’re going to really help that person you care about. and, you know, you’re also reducing your liability, right? Because like, where is it actually ultimately going? Right? If you leave this person in there and it ends up in a termination, particularly wrongful termination, you got a whole other set of problems, right? So and, you know, it’s just the right thing to do if you truly care about people, have the tough conversation, have it quickly.
Speaker 4 00:33:30 And,
Speaker 2 00:33:35 That’s that, that’s that that’s a key lesson. I, I’ve seen that come up over and over again. So so that’s great. what about enabling your team to scale, like on the next side of that conversation? You know, whatever position you put them into, what did you learn in terms of, enabling your team to find the right roles? As I think is that conversation helps, but then how do you help them scale and grow in their careers, to the point where you and your co-founder could be at that, like oversight level now?
Speaker 4 00:34:07 Yeah, absolutely. I mean, I, you know, starting, you know, working backwards. Our current situation is, you know, is has worked well just because, you know, we’ve hired our key leaders, coaches, and a lot of times those are specialized coaches. We’ve given them the support they need. So I think what I see a lot of entrepreneurs do is like, you know, not give them, say, an assistant or virtual assistant or whatever, which I think is is really puts a lot more pressure and time.
Speaker 4 00:34:33 You’ve got like high level people doing kind of administrative work. That’s really low level work that they shouldn’t be doing. And so you can kind of help give them some of their time back. So same thing. We still have our team go and track their time, which was what we learned. Okay.
Speaker 2 00:34:45 So you’re using that same technique for your leaders. That was one of your first leaders.
Speaker 4 00:34:49 Yeah.
Speaker 2 00:34:49 And you’re using for new leaders. Now you’re passing it down.
Speaker 4 00:34:53 And so when you look at it you go, hey, well you’re actually spending three hours a week just scheduling stuff. Yeah. Coordinating meetings. That’s exactly. Exactly. Yeah. So can we get you somebody? You know, we’ve got plenty of people overseas now that, you know, work for us on our contract basis that are, you know, assistance as an example. Right. So they’re just and they’re great. Like, they’re, they’re they’re there part of our team there? you know, they they pick up the slack for our leaders, and empower them.
Speaker 4 00:35:21 but I think the biggest thing is telling them just to go. Just just to roll, like. Like they know what to do. And if they don’t, then they’re the wrong person. But I think that one of the biggest things we did this last year that really showed us a lot was we should kind of do them more of a top down strategic planning, do off sites, etc. we went to more of a bottom up. It’s like, hey guys, here’s where we need to be, here’s where we’d like to go. And we’ve decided that as a team, you show us how we’re going to get there. How is your department going to get how is your department going to meet these meet these areas that we need? Like if, you know, for instance, if sales has to grow by X sales, how are you going to do it? Marketing. If you have to deliver X number of ncl’s, how are you going to do it right? and so I think that’s a huge part of it.
Speaker 4 00:36:07 And then you know, pretty quick. Right. And they know that they start to buckle. If, you know, either they’re going to need a coach to kind of help them get there, or maybe it’s just the wrong role for them. but that that feeling of autonomy is huge, right? They have to have that feeling of autonomy where they can go.
Speaker 2 00:36:24 You’re the leader. How are you going to how are you going to solve it? Right. And that that does create transparency in their capabilities. Right. And I love the fact that you support them, whether it’s administrative help or coaching help. That’s really it feels to me like you’re creating an environment where they can succeed.
Speaker 4 00:36:40 Yeah, yeah. And that’s you know, and obviously this comes from a lot of seeing in other organizations. I’ve, you know, obviously, like I’ve told you, I geek out on a lot of different, obviously finance. But, you know, I’ve read a lot on autonomous organizations and how they’re doing it.
Speaker 4 00:36:55 So to start to slowly apply those things and you have to remember all these people you’ve hired, for the most part, have come from hierarchical organizations, right? And are not used to being able to make decisions. And so you almost have going from.
Speaker 2 00:37:09 Big corporate company to an entrepreneurial company. That’s not natural, right?
Speaker 4 00:37:14 Yeah. And you got to release them and go, hey, just go. Just roll like, you know, to do. you know, and obviously there’s, you know, there’s some there’s some guidelines there where you’re there at least kind of giving you an idea of how, of what they’re going to do, but, you know, if they want feedback or whatever, but, you know, coach will help them and ultimately, like you’ll see them start to develop their people. They feel free. They can make the calls. and you clearly you need to be involved in the big things as a leader. Like, you know, if it’s something that can put you out of business or, you know, substantially, you know, something you can’t recover from, but really, how many of those are there? It’s like most of the time it’s, you know, hey, I want to I want to do X for Alex.
Speaker 4 00:37:52 That works for us. It’s like, okay, well, you know, why do I need to make why am I involved in this decision. Right. Yeah. Because clearly you feel like, you know, if you’re the leader coming to me with this, you feel like you can’t make that call. That’s great. So. Yeah. And so I actually.
Speaker 2 00:38:08 It sounds like you have come fully to the other side of the chasm, where you don’t have to be in everything. You can empower your team. You’re taking concrete steps to make sure that they’re successful, both in terms of support and leadership. And now you’re almost the point. Like what? You’re asking the opposite question, looking back, which which kudos to you. You know, a lot of people never make it through that that that that’s a great story. well that’s great. I think that’s going to be helpful to a lot, of lot of our listeners. Everyone’s trying to scale. Everyone naturally falls into the trap of trying to do too much themselves.
Speaker 2 00:38:40 And and, you know, the organizational challenges that creates, I think, are going to be really, recognized by, by, by a lot of people. tell me a little bit about, you know, where are you educating yourself beyond that? The finance textbooks I found you, you had buried in, in the other day. What do you recommend to to other leaders? There may be on the front end of that chasm thinking about scaling or, you know, that can inspire them for their leadership journey. Any books or podcast you’d recommend?
Speaker 5 00:39:09 Yeah, absolutely.
Speaker 4 00:39:12 You know, I, you know, a couple of the. Well, there’s a lot of books. I, I, I would highly suggest entrepreneurs are constantly reading. So, you know, 1 to 2 books a month would be a recommendation if it’s just audio. I definitely am a huge proponent of, of, you know, obviously, I, you know, part of mine is, is more spiritual being a Christian, I, you know, I like to take at least an hour a day, and just go for a walk and, and really clear my head and figure my day out before I start.
Speaker 4 00:39:40 so part of that is, you know, prayer. I mean, for others, it might be meditation, those kinds of things, but you really need to be in a good headspace as a leader. I think it’s really tough to start your day and, and, you know, wake up on the wrong side of the bed and you’re just a jerk to everybody. I don’t think that helps anybody in the end of the day. you know, there’s some great books. Hard thing about hard Things, I think is a is a is a great one. there’s there’s there’s a ton. I, you know, there’s I think it’s interesting to just constantly be reading different things. I’m reading a fly fishing book called The Optimist right now. I like to kind of mix my head up a little bit, because I always pull something for leadership out of these other, you know, ideas, these other concepts that come out of just, you know, completely random books. yeah. I, you know, really for me, I there’s a series of podcasts I love.
Speaker 4 00:40:29 I but really, I think what’s most been most important for me outside of books and everything else is really just, to find a community of entrepreneurs. What you guys are doing is, is is awesome. And I think that’s critical for people. And then, you know, on a smaller scale, if you can find them either in your local network or people that you can find throughout the nation or maybe in similar businesses, but you’re not competing, just people that you can trust. You can share the the tougher parts of what’s going on in your organization. and again, finding a good coach if you can’t afford one, or, you know, maybe there’s I know there’s plenty that are retired entrepreneurs are happy to help and they’re a little bit bored. They want to keep their mind going. so, you know, huge proponent of of just, you know, finding that, that community for you. yeah.
Speaker 2 00:41:14 Not not not not boxing yourself in and trying to solve the problem alone is a great lesson.
Speaker 2 00:41:18 And so, you know, thank thank you for that. I think, you know, that’s what we’re trying to do at Growth Elevated. Hope to see you at the at our summit this winter. Yeah. And thanks for taking time to just share some of your leadership stories and secrets with us. David, this has been really excellent.
Speaker 4 00:41:32 You got Julian. Thanks for having me, man. I really appreciate it.
Speaker 1 00:41:38 Thank you for listening to the Growth Elevated Leadership podcast. If you enjoyed this episode, would you please follow us and subscribe on your favorite podcast player and we’d be grateful if you recommend it to a friend. If you’d like more resources on how to become a better leader in business, we invite you to visit us at Growth elevated.com. We’ll be back next week with more insight from another great tech leader. Thank you.
Cotter Cunningham – CEO of ExpertVoice
In this episode of the Growth Elevated Leadership Podcast, host Julian Castelli converses with Cotter Cunningham, CEO of Expert Voice and former CEO of RetailMeNot. Cotter shares his entrepreneurial journey, focusing on his experiences with RetailMeNot, a leading coupon and savings platform. They discuss the company’s origins, growth, and challenges, including scaling and going public. Cotter highlights the importance of affiliate marketing, user-generated content, and maintaining a clear customer base. He also reflects on leadership, company culture, and hiring practices. The episode offers valuable insights into building and scaling tech businesses in a competitive landscape.
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
Time Stamps
Introduction to the Podcast (00:00:02)
Julian Castelli introduces the Growth Elevated Leadership Podcast and its focus on leadership in tech.
Guest Introduction (00:01:12)
Julian welcomes Cotter Cunningham, CEO of Expert Voice, and discusses his background with RetailMeNot.
Cotter’s Entrepreneurial Journey (00:02:48)
Cotter shares his experiences and the original idea behind RetailMeNot, emphasizing its unique approach.
The Evolution of RetailMeNot (00:03:22)
Cotter discusses how he started RetailMeNot and the challenges faced in the early stages.
Understanding the Ecosystem (00:05:27)
Cotter explains how RetailMeNot operates within the coupon and affiliate marketing ecosystem.
Affiliate Marketing Insights (00:08:10)
Cotter describes the affiliate marketing model and its significance for retailers and consumers.
User-Generated Content Strategy (00:09:49)
Cotter highlights the importance of user-generated content in enhancing RetailMeNot’s SEO and consumer engagement.
International Expansion (00:11:13)
Cotter discusses the company’s growth and international expansion efforts in the UK and France.
Scaling Challenges (00:14:12)
Cotter reflects on the scaling challenges faced as RetailMeNot grew rapidly.
Going Public Journey (00:15:52)
Cotter shares insights about the journey to going public and the revenue milestones achieved.
Unique IPO Experience (00:17:39)
Cotter recounts the experience of ringing the NASDAQ bell in Austin, making it inclusive for all employees.
Building a Positive Company Culture (19:08)
Cotter discusses the importance of culture during rapid growth and how he implemented a unique hiring process.
The Competitive Landscape in Austin (20:06)
Cotter highlights the competitive job market in Austin and the need for a strong company culture to attract talent.
The Bar Raiser Interview Process (21:05)
Cotter explains the “bar raiser” technique borrowed from Amazon to ensure cultural fit during hiring.
The Importance of Values (22:05)
Cotter shares insights on corporate values and the significance of genuinely applying them in the workplace.
Lessons from Over-Hiring (24:42)
Cotter reflects on the challenges of over-hiring and the need for better metrics in staffing decisions.
Evaluating Hiring Needs (25:31)
He discusses the importance of critically assessing the necessity of each hire and exploring alternatives.
Navigating Remote Work Challenges (31:01)
Cotter talks about managing a fully remote team and the shift in focus from attendance to outcomes.
The Growth of the Austin Tech Scene (34:00)
Cotter shares his pride in Austin’s tech ecosystem evolution and the increasing job opportunities in the area.
Raising Capital Challenges (35:29)
He addresses the difficulties entrepreneurs face in raising funds and the realities of venture capital.
Broader Background Benefits (00:36:33)
Cotter discusses how his finance background helped him excel in marketing and provided valuable analytical skills.
Favorite Business Book (00:37:48)
Cotter shares his admiration for “Shoe Dog,” highlighting Phil Knight’s incredible grit and determination in building Nike.
Closing Remarks (00:38:22)
Julian thanks Cotter for sharing his story and expresses eagerness to continue supporting entrepreneurs together.
Podcast Outro (00:38:43)
The host encourages listeners to follow and subscribe, and invites them to visit for more leadership resources.
Speaker 2 00:00:27 Hi, this is Julian Castelli. I’m the host of the Growth Elevated Leadership podcast, where each week I talk with inspirational entrepreneurs and leaders in the tech industry. Past guests have included CEOs and CXOs of great companies like Work Front, Healthcare, Radical Systems, in Moment, Vox, Pop me, the San Francisco 40 Niners, and many more. This podcast is brought to you by Growth Elevated at Growth Elevated where a community of tech founders, CEOs, and CXOs who are committed to working together to share best practices and learnings in an effort to help all of us become better leaders. We do this through educational programs like this podcast. we also have a blog, and we have an annual tech summit in the mountains of beautiful Park City, Utah.
Speaker 2 00:01:12 So if you want to learn about leadership and if you like skiing, check out Growth elevated.com and our annual Tech Summit. We’d love to see you there. Today I am super excited to welcome Cotter Cunningham to the podcast. Cotter is the CEO of Expert Voice. Expert voice help some of the world’s best brands build deeper relationships with their most influential, influential advocates in retail stores, professional settings, and online. All of this is done to improve the strength and reach of of trusted recommendations that help customers buy more confidently prior to Expert Voice. Cotter was the CEO of retail May not. Retail may not is a leading savings destination that enables brands to engage active shoppers and influence purchasing decisions. Cotter founded Retail Minot in 2009, and served as CEO through 2018 and chairman through 2020. As CEO, Qatar grew revenues from zero to almost $300 million and grew the business to to 650 employees, all while remaining profitable. He also raised over $250 million from a number of different investors, including Austin Ventures, Norwest Venture Partners, GV, IVP, and J.P. Morgan.
Speaker 2 00:02:29 Qatar is now a venture partner at Next Coast Ventures, and that’s where I had the good fortune to get to know him. He’s also a husband and a father of three kids and lives in beautiful Austin, Texas. Please welcome Connor Cunningham. Yay!
Speaker 3 00:02:44 Thanks. Thanks for the intro. That was fun.
Speaker 2 00:02:48 Yeah, well, we’re looking forward to hearing a little bit about, about the journey and some of the stories. So, you know, congratulations on on on all all the success. before we start talking about your company in Utah, which I’m tempted to do, let’s let’s go back a little bit to, to retail. May not. That’s an interesting company, right? yeah. You know, I look at it and I’ve used it for some coupons, occasionally. And, and so I look at it as kind of an e-commerce type of site. But tell me a little bit about how you got started with retail. Me not what was the what was the original idea? And did you have to iterate a little bit to get to where it was?
Speaker 3 00:03:22 Yeah, it’s a it’s a crazy story.
Speaker 3 00:03:25 So I was an entrepreneur in residence at Austin Ventures and kind of looking for a business, and we stumbled. I played around with coupons before there used to be a company called Fat Wallet that, did like rewards and cash back. And there was a couple of kind of smaller coupon players, and I started investigating the space. And it sounds so obnoxious to say this, so forgive me, but everybody I met was like a single, a solo entrepreneur. Inevitably, their background wasn’t marketing or anything like that. It was kind of scrappy, entrepreneurial types. And I felt like and a lot of them were kind of approaching it sort of part time and things like that. And so my thesis was, what if you had one of these and you ran it like a business, as opposed to sort of like a hobby that funded your, your lifestyle. And, because some of them had pretty amazing lifestyles. And I remember we, we bought three small companies on one day, and we ran those for you with an acquisition.
Speaker 2 00:04:36 So you had to be found some small players and said, let’s, let’s build a base. That’s right. Was the general idea the digitization of coupons going from paper to online or not so much.
Speaker 3 00:04:46 Not so much. It was really more just that at the time Retail. The well, the second the big the big thing is, was the one I mentioned that these were sort of run on professional. They sort of underlying sort of theme, I think, is this idea that at the time, e-commerce represented maybe 10% of the typical wallet spend. And of course, you feel like over time it’s going to be 90. And so let’s ride that, that growth up. and it proved right. I mean, I don’t know the exact I haven’t checked the exact percentages lately, but it’s certainly a bigger share of wallet for the average consumer today than it was when I started, in 2009.
Speaker 2 00:05:27 So help, help describe the ecosystem, right? Because I know it as a place, as a consumer, as a shopper, I can get a discount.
Speaker 2 00:05:35 But but you’re how are you getting those discounts and bring them together? And how are they unique discounts that you have at retail maybe not versus others or your marketplace of discounts.
Speaker 3 00:05:44 Yeah. So you tell me now. It was really innovative. It was started by two gentlemen from Melbourne, Australia. Like I said, I bought it about a year after, we started with three other sites and it quickly became the star of our little portfolio. And so we wound up sort of closing or winding down or just de-emphasizing the original three brands and putting all of our eggs into retail may not and literally change the name of the company, confusingly.
Speaker 2 00:06:13 To I was going to ask you where that name came from. So that was the Australian company’s name.
Speaker 3 00:06:17 Yeah, I see Australian coming out. It’s kind of a weird story. The guy had started a site called Bug Me Not, which was a way where, at the a lot of the, news sites, this is 2009. It was a different world.
Speaker 2 00:06:32 Had, the early days of the of the domain names and, and the great, great real estate grab.
Speaker 2 00:06:38 Right?
Speaker 3 00:06:38 Yeah, 100%. And so a lot of the news sites had started, requiring you to register. And so the whole concept behind Bug Me Not was you would register with generic like username and password, and you would post it and so I could go into bug me Not and grab that username and password. And so I wouldn’t have to register, I could use yours or something jointly. It’s kind of a fun UGC approach a little in a way. That’s the way they approached coupons. It was genius at the time. The interesting thing about it. So the ecosystem works like this. They’re online retailers and consumers. And so they’re looking for traffic. And so they use coupons as a way to drive traffic from the, from consumers. And so the interesting part about coupons is you don’t get paid on the use of the coupon. You get paid just for the traffic. So in other words, your cookie on retail may not. And then we deliver you to, you know, Kohl’s or Macy’s or whatever.
Speaker 3 00:07:41 And so that winds up in a paid Transaction, regardless of if you use a coupon or anything like that. Yeah. It’s pretty.
Speaker 2 00:07:50 It’s a traffic. It’s paid for traffic. Okay. Yeah.
Speaker 3 00:07:53 And so the, you know, typically a typical commission, I think it’s been pushed down pretty hard. Now I’m not in the business anymore, but, at the time it was around 5%. So not huge money. But, you know, if you do enough of them, it adds up. and so.
Speaker 2 00:08:10 This part of what’s called affiliate marketing and affiliate traffic, okay, that’s the category. All right.
Speaker 3 00:08:15 Yeah. And there are a couple of fun things about that, not the least of which was every every retailer has an affiliate marketing team and say, right, you had a clear customer who needed you and got bonuses on, you know, whether or not you were able to drive traffic to them. So there was a a definite win there as opposed to a lot of businesses like the one I’m in now.
Speaker 3 00:08:35 We don’t have a clear customer always. And so it can be challenging sometimes to say, hey, you know, you need us. And the guys like our girl or woman is like, hey, Dua. So that’s a thing. So anyway, there’s a clear customer.
Speaker 2 00:08:48 There’s a clear is the person in the marketing department. He’s who’s got a budget for affiliate traffic. Their job is to drive traffic. And what would you provide them?
Speaker 3 00:08:56 Yeah. Traffic literally.
Speaker 2 00:08:58 You provide them a tool set to build these coupons or.
Speaker 3 00:09:01 Whether that’s the that’s the best part of affiliate. So it’s all pre done. They’re they’re these couple of sites. Rakuten has one. It used to be Commission Junction and Link share back in the day. And so the the all the plumbing has been put in place. So you can actually run a coupon site with a very minimal sales group. Now we wound up really ramping up our sales group because we found that the more interactions you had with these affiliate managers, the better coupons you would get, the more exclusives you would get, the access to more interesting deals and stuff you would get.
Speaker 3 00:09:35 But the fun thing about retail, me not and I don’t want to miss this point, is kind of what we were talking about before. It let consumers post UGC user generated content on this site. So if you are out and about.
Speaker 2 00:09:49 You early days that became really critical, right?
Speaker 3 00:09:51 Right. And you were.
Speaker 2 00:09:52 An avenue for that or you helped them give you know.
Speaker 3 00:09:54 Yeah.
Speaker 2 00:09:55 Facilitate.
Speaker 3 00:09:57 If you found a fun coupon for gap or whatever, you could post it on retail. May not. You got points. We didn’t actually pay you or anything but.
Speaker 2 00:10:06 Gamify it a bit.
Speaker 3 00:10:07 We gamified it a little bit. And then the other thing that I think really helped is when you would post the coupon, you, the consumer, you would write it in a way that used your voice. And so, it helped in SEO a ton because you would typically describe the coupon or whatever the benefits were in the, in the way that a consumer would think, not the way that a marketer would think.
Speaker 3 00:10:34 So the example I always use is like women’s pants. They don’t always call them pants in the ads that come slacks or something like bottoms, but you don’t call them that. I mean, no human in the bottoms, like maybe for babies. And so, you know, it would be $5 off women’s pants at Kohl’s and you’d post that. And so I think that really helped. anyway, we wound up buying that company, and then it was a rocket ship for the first 4 or 5 years. It was really incredible.
Speaker 2 00:11:05 And and so you bought those startup companies, you kind of narrowed it down to the retail may not business. Then you just really started building on that business model.
Speaker 3 00:11:13 Yeah, that’s exactly right. about two years in, we started expanding internationally. So I bought Keep On sites in the UK, company called Voucher Codes. We bought three sites in France and sort of pushed them together. We did some work in Germany, which was hard, and we never really mastered Germany for better or worse.
Speaker 3 00:11:34 We did some stuff in Australia. So yeah, we definitely sort of expanded that way and then we started playing around with obviously the things that were to come. So, cashback being a big one, browser extensions being huge.
Speaker 2 00:11:52 So you really became, you know, kind of the cutting edge of, of online traffic and generation and affiliate marketing and understanding all those things.
Speaker 3 00:12:00 Yeah, yeah. I mean, you know, one of the leaders, there were certainly people in it with us.
Speaker 2 00:12:07 And so what were the stages like? You obviously you went all the way, you went public hundreds of millions of dollars. But what were the the high level stages if you had to break the journey down, start up phase, maybe growth stage and then public stage.
Speaker 3 00:12:21 Yeah. So we started with no employees, you know, just me in a tiny little office in the basement of Austin Ventures, and, Austin Ventures gave me $30 million, about 28 to buy the. That’s a.
Speaker 2 00:12:35 Good start.
Speaker 3 00:12:36 Good start.
Speaker 3 00:12:37 And if you start with 30 million in your pocket, you’re not doing anything wrong. to buy the three original sites. So they were all growing nicely and had pretty good revenues and pretty good growth. Our revenues are about 10 million to 12 million, kind of in that range. So you can.
Speaker 2 00:12:54 You you bought consolidated those. So you started at zero. Then you then you got a big big step change to ten. That’s right. What was the the next goal when you started ten. You’re trying to get there.
Speaker 3 00:13:05 My whole goal was to get to 100 million. Okay. I’ve been at Bankrate, a company in South Florida, before that, and we had worked. I’d had three different CEOs, and we had been gone from about 50 million to about 80 million during that time. I was there ten years, I think roughly. And, we never could get to a hundred million. And it always was. This kind of.
Speaker 2 00:13:28 You came in with that bogey. Very well. Well, well, well entrenched in your mind.
Speaker 3 00:13:32 No. Yeah. I mean, you know, the I can’t even describe it. It seemed almost unobtainable. And, the joke is that he told me not. I think we got there in about a year.
Speaker 2 00:13:44 One year.
Speaker 3 00:13:45 The second year. Second year. First year after we bought it. Yeah, it was doing about 30 million the day we bought it. And I think within a year we were doing almost a hundred. Yeah.
Speaker 2 00:13:57 Wow. Yeah. Okay. So that, that, that, that journey that you set yourself up for, for, you know, this might take three, five, ten years, one year to 100 million okay. So that so you, you you clearly know you’ve got a rocket ship at that point. You you hit you hit the wave right at the right time.
Speaker 3 00:14:12 Yeah.
Speaker 2 00:14:12 And so you have some massive scaling challenges that I suspect, right?
Speaker 3 00:14:17 Yeah, 100%. I mean, my favorite story about that is we needed some real estate. We were just bursting at the seams.
Speaker 3 00:14:23 We were over this coffee shop on South Congress and, you know, I mean, people were having to have meetings in the stairwell kind of thing. And so we wound up moving, a couple blocks north to, sort of downtown Austin. And I remember the only space I could get at the time was a floor like, for what Austin Real Estate has, is there’s a lot of empty space now, I think. But there wasn’t at the time. And so you had to take the whole floor and I didn’t need the whole floor. We had like 70 employees and I you know, I thought I remember telling our CEO, we will never use this whole floor. And I think we wound up taking 5 or 6 floors in the building by the end of the thing. But.
Speaker 2 00:15:08 And how long did it take you to occupy that first floor?
Speaker 3 00:15:11 Yeah, not very long. I mean, about a year. Yeah. So, we worked with some great people to help us with real estate, which I think is one of the hardest challenges, you know, to try and have enough space where you have enough space for people, but also you’re not sitting around looking at the space going, why do I have all this space? Right.
Speaker 3 00:15:31 because it’s not cheap. Right. And so we got lucky that, there’s a group here called HPI that was just fantastic in helping us kind of measure all that.
Speaker 2 00:15:42 Terrific. Okay, so you shoot up to 100 million. Now you’re at a incredible triple digit growth pace. how long did it take you to go public? When did you go public?
Speaker 3 00:15:52 Well, we went public four years after we started. So pretty. What was your.
Speaker 2 00:15:56 Revenue level at that point? Do you remember?
Speaker 3 00:15:59 About 180, I think I you’re you’re you’re testing my memory. but yeah.
Speaker 2 00:16:04 Okay. So within four years, four years to go, to go from 0 to 180 and going public, that that is the, the theoretical Super Bowl. I guess if you’re playing in the startup world, you know, what was that like? Tell me about.
Speaker 3 00:16:18 That. Yeah, it was crazy. I mean, it’s everything you’ve heard. I mean, my favorite story about going public was we, we had two great investment banks, Goldman Sachs and Morgan Stanley.
Speaker 3 00:16:32 And they were lovely and super smart. And we got lucky. And you know, they did a great job for us. But we were at fidelity and the salesperson for one of them was talking to the sale, the potential buyer at fidelity. Right. And they had been the Patriots game or something together. We’re going to go or something like that. And like I was just kind of sitting there drinking my coffee, listening to them talk. And it dawned on me, I’m the product here. Yeah, they’re selling you. They’re selling me. And it was a weird feeling because, you know, these guys are going to see each other a thousand more times in their careers or whatever. I’m there a day, you know? I mean, maybe you might be the.
Speaker 2 00:17:17 Flavor of the day and and you know, how how much are they going to emphasize you versus what’s coming tomorrow. Right.
Speaker 3 00:17:23 And, you know, and we got amazing advice and I wouldn’t change anything we did for the world.
Speaker 3 00:17:28 But you definitely realize you’re the commodity.
Speaker 2 00:17:33 Yeah, well, you went public on which exchange?
Speaker 3 00:17:39 Nasdaq.
Speaker 2 00:17:39 Yeah. So, you know, I mean, the reality is, though, but you’re you’re joining one of the world’s largest marketplaces and you’re, you’re a new you’re a new product on the shelf. Right? That’s exactly what it is.
Speaker 3 00:17:49 No, no, it was just kind of a crazy thing. Yeah. No, the going public. The other fun thing we did, I thought this was cool. So if you go public on the New York Stock Exchange, you get the famous balcony shot, right? Right. And the balcony holds 14 people. And I felt like, you know, at the time we were kind of 400 people, I think maybe 500. And to me, you know, I wanted them all on the balcony. Right. And so that seemed ridiculous. And so we talked to Nasdaq and they let us open the stock exchange in Austin at Austin City Limits, where they shoot the, the music.
Speaker 2 00:18:27 Oh, fantastic TV show.
Speaker 3 00:18:28 Yeah. And so we had a big party and, rang the bell.
Speaker 2 00:18:33 For some sort of. How do you do that?
Speaker 3 00:18:34 Yeah, we had a big stage and they, you know, and I’m sure it wasn’t connected or anything, but I got to slam the thing and, you know, the sirens went off. We had a band. It was, oh, that’s awesome.
Speaker 2 00:18:45 So you made it. You made it very inclusive. So your whole team can be part of that. No big screens and it’s been amazing. Bring your.
Speaker 3 00:18:51 Family out. I mean, you know, the whole thing, right. So it.
Speaker 2 00:18:54 Was that’s.
Speaker 3 00:18:55 Fantastic. Amazing day. And I think, you know, so often I mean I had the VCs come I mean you know, why not I mean it’s yeah. Yeah. How many times are you going to go public in your career. You know. So.
Speaker 2 00:19:06 Oh that’s that’s a great story. I’m glad to hear that.
Speaker 2 00:19:08 Well, you know this, you know, I read on your LinkedIn, you know, that you had an incredibly, high approval rating on some of those sites, like Glassdoor. People really liked working at your company, and you were incredibly well liked as a top rated CEO. Was was that something you focused on? Like how did you how did you in this growth? You you know, you’re obviously adding people trying to figure it, fill out flaws and all that. But how do you make it a good place to work and make sure that the culture was good, you know, during that rocket ship ride?
Speaker 3 00:19:39 I think it’s hard. I mean, like Austin then and now is really competitive. And so it’s not enough just to say we’re going to pay competitive salaries. I mean, Apple, Facebook, Google or all here they were coming at that time. And as well there’s a bunch of local great companies indeed started and is headquartered here. Dell, of course, the granddaddy of Austin tech is here.
Speaker 3 00:20:06 All amazing companies and great places to work. And so, you know, that’s your competition. When you’re thinking about like a product manager or a full stack engineer or front end person or something like that. All those people could go any of those places. And, you know, So it’s not enough just to say, well, we’re going to pay a competitive salary. You have to, I think, build a culture that people go, I want to be part of that. And so we did a couple things. We stole something from Amazon. One of the one of the things I’m most proud of is we stole a thing from Amazon called the bar raiser. And so it was a part of the, it was the it was supposedly the last part of your interview process, and we picked, I don’t know, I think 10 or 12 people from the company that we felt like represented kind of the best of us and from a cultural standpoint. And they would interview the every candidate, not just exclusively for culture fit.
Speaker 3 00:21:05 And they had a black ball. And so they could say, this guy, he’s not like us, you know, he’s not he’s not going to make it. He’s to cut the road. He didn’t talk about a team. He talks about himself, whatever. And, you know, I did.
Speaker 2 00:21:19 The final interview round. You You brought in your yeah, your best culture folks. And then they had to pass the culture bar.
Speaker 3 00:21:26 That’s exactly right. And I liked it. I thought it worked pretty well. And that was.
Speaker 2 00:21:31 Across the board every everyone that was hired. Well, that’s that’s not a small commitment.
Speaker 3 00:21:36 No. Yeah. And and inevitably and you can see this coming a hundred miles away. You know, there’s somebody you really want to hire that the person black balls, you know, and then you’re like, oh gosh, you know. And so, you know, you would talk to the person. Why why did we throw the black ball on on Sally. She seemed amazing to me when I interviewed her, you know, that kind of thing.
Speaker 3 00:21:56 But, you know, I mean, you’d work through it or you wouldn’t, but we you honored the process. Yeah.
Speaker 2 00:22:01 You have to honor to to to build.
Speaker 3 00:22:03 Otherwise it’s meaningless.
Speaker 2 00:22:05 I know it means a ton coming in, though. When you see that in an interview process, you. Everyone talks about culture. But that’s something probably that really speaks pretty loudly in the in the interviewing process.
Speaker 3 00:22:16 No. And it’s funny, I, I think culture has is something that we talk about now that for the longest, I mean, I’m older, I’m 62, the, the longest in my career culture wasn’t talked about. I mean, at least not any of the companies I was at. You know, it was just they it was a job. And so I think I think it’s definitely for the better. And I think it’s definitely something we try to focus on. You know, since I’ve been a CEO.
Speaker 2 00:22:46 So and that’s a really good example. You know there’s always the values on the wall and people kind of roll their eyes because sometimes they’re not consistently applied.
Speaker 2 00:22:54 But like the example that you just shared where you take the effort of using your the critical time of some of your best people to be part of that interview process and to give them the chance to blackball people and have to live with that, that that’s putting your money where your mouth is. I think that should probably speak volumes.
Speaker 3 00:23:10 No. And you? Yeah. I couldn’t agree more. And, you know, you talk about values. I remember I was at a big retailer who I won’t name because I don’t embarrass anybody. And they had a really well written set of values that were on the wall of the lobby. Right? We were waiting on the person to come pick us up, and I commented to our contact, I’m like, I love your values. And he was like, what are you talking about? And I pointed to the wall and he’s like, oh, I’ve never read those, you know? And so wow, what a it was so obvious that it was just some marketing hoo ha.
Speaker 3 00:23:45 And he’d never bought, you know, and he’s like, no, I don’t know anybody that’s ever read that and say, oh.
Speaker 2 00:23:49 My goodness.
Speaker 3 00:23:50 When we were going to do values, he told me not. And at my new company, we actually I don’t I thought it would be more powerful if instead of me coming up with what I think, we built a team of employees and had them say, here’s what’s important to us. And so I did that every time. Me not. And I did it again here.
Speaker 2 00:24:12 I love that. Well, I’d love to follow up and learn about that technique. But, so obviously this is this is a great story. It sounds like a ton of fun, but I’m sure there’s some things that, you know, looking back that you, with the viewpoint you have now and the perspective you have now that you might have done differently, what kind of lessons might you pull out to someone else who’s maybe, you know, we’re all aspiring to that kind of rocket ship, but whether they’re at the same slope or not, what are some of the lessons you can share? and things you might do differently if you did it again?
Speaker 3 00:24:42 Yeah.
Speaker 3 00:24:43 I think, you know, we probably over hired. We didn’t probably we definitely over hired. we struggled to find the right metric for sort of how to think about how many employees we needed to run the business. And I used to have this joke that, everybody needs a buddy. There are no one person departments. And so, you know, it’s a classic example that, you know, you think I remember I hired someone to run a strategy. Great guy, super smart. And I look up a year later and he’s got six people that were working for him, and that’s not his fault. He felt like we needed him. But to me, it was an example of, you know, building out a team that maybe we didn’t need. maybe we did.
Speaker 2 00:25:29 How would you handle that now if you were in that situation?
Speaker 3 00:25:31 Yeah, I we work hard to just. I just don’t hire. Right. We, we really have clamped down on I mean, we hire very it’s a much more first of all, we’ve I’ve always worked hard to hire in the interview process, but I’m pull I’ve pulled that back now into this sort of let’s talk about why you need someone.
Speaker 3 00:25:55 Right. And so if someone leaves, we don’t just automatically rehire for them. You know, we kind of take a step back and say, well, is there something we could do this job? Should we automate it? Should we outsource it? Should we move it offshore? What, you know, is there some other way to do this job that’s cheaper and more efficient. and I think that is a lesson that came with time, frankly. And it’s easy to get caught up in the kind of start up business of how many employees you have. How much money have you raised?
Speaker 2 00:26:26 Yeah. The vanity. Right?
Speaker 3 00:26:28 Yeah. Who do you raise?
Speaker 2 00:26:30 The process that you just described is what would get you to profitability and capital efficiency for sure.
Speaker 3 00:26:35 That’s right. And the joke is to me now it was crazy profitable. And so we probably weren’t as well. Not probably we weren’t as aggressive managing costs as you might be in a company that loses money.
Speaker 2 00:26:52 Yeah. Well, most people will listen to this podcast, are probably venture funded and they’re probably, you know, along the journey where they may still be losing money and getting to profitability while maintaining growth is really the name of the game.
Speaker 2 00:27:04 So, you know what you just said there in terms of really with every hire. Do you need that hire? Does it. You know, I love the idea of just replacing someone who’s there because that can sometimes be automatic. Yeah, right. But but you just walked through some really good criteria. You know, you need that person. Do you need that person full time? Do you need that person now? You know, do you need that person domestically. Right. You said about offshoring and then can you automate it? I think, you know, those are those are some great questions to ask, in terms of driving, you know, continue your growth, but but reducing your cost base as you go along so you get better, better profitable or more and more efficient.
Speaker 3 00:27:41 The other thing that happens, and you know this rarely, you almost never have someone immediately on deck, right? So if you quit tomorrow and I’ve got somebody that can start the next day, right? I mean, that just doesn’t happen.
Speaker 3 00:27:54 It doesn’t.
Speaker 2 00:27:54 Happen. Right. So your caps.
Speaker 3 00:27:56 Right. So in that sort of interim process where the person is left or leaving, but we haven’t brought in the replacement, I think it’s important to kind of talk to the team. Are we really stressed right now. Are we kind of doing okay. So yeah we we didn’t have good discipline on letting people go. We were very disciplined on hiring. But we definitely had people kind of bump along that, that maybe we should have been more aggressive about. So.
Speaker 2 00:28:28 Okay. Well that’s.
Speaker 3 00:28:29 Great.
Speaker 2 00:28:30 So tell me a little bit more about what you’re doing now at Expert Voice.
Speaker 3 00:28:34 Sure. Expert voice is a is kind of a quirky company. So you mentioned it in the in the opening we run pro programs for brands. And so the classic example. But it’s one of those companies you kind of have to explain for people to go, oh, okay. The example I always use is if you’re a ski instructor, you know, ski brands want you to wear their jacket, when you’re out and about, you know, the resort will give you a jacket, but but, I mean, you know, when you’re out and about or skiing on your own, you know, Helly Hansen wants you to wear their jacket.
Speaker 3 00:29:06 K2 wants you to wear their skis. I always tell the story. I skied for years in Taos. We grew up skiing there, and I had the same ski instructor for six years, and it was this guy in Jim and Jim skied on Rossignol. And man, I can assure you, when it was time for me to buy my first pair of skis, I was buying Rossignol. Or, you know, regardless, I remember that too.
Speaker 2 00:29:27 That was my first big, big, you know, new set of skis when I was aware enough of brands to make a make a choice.
Speaker 3 00:29:35 So brands need help managing those programs to make sure the ski instructors are qualified, to make sure that they are ski instructors, that kind of thing. And so we do that for them, and we manage that in an e-commerce sort of environment. So if you’re a ski instructor, you can come to expert voice and you have a ton of brands that want you to represent their stuff and they’re willing to sell you their stuff at a lower price to get you to, to be in.
Speaker 3 00:30:03 And that’s true if you’re a fireman or a doctor or nurse or, you know, golf pro, I mean, the list goes on.
Speaker 2 00:30:12 That sounds like a kind of a fun, fun area. You’re in. You’re you’re you’re in those aspirational recreational expert areas, right?
Speaker 3 00:30:19 Yeah. It’s funny. I haven’t always been as outdoorsy is I is I am forced to be now. So, we need to get you.
Speaker 2 00:30:33 Up here to Park City for our, growth elevated conference and do some skiing at Alta with us this year.
Speaker 3 00:30:40 I’m sure it’s fun.
Speaker 2 00:30:42 So tell me about, you in our, pre-game, we were you were talking about the challenge of being fully remote. You know, you’re you’re you’re in Austin. the company’s in Salt Lake. You’re back and forth, but, sometimes, you know, the people aren’t in the office in Salt Lake. how are you? How are you navigating that? What are your thoughts on on, you know, pros and cons?
Speaker 5 00:31:01 Yeah.
Speaker 3 00:31:02 We are fully remote.
Speaker 3 00:31:05 the company was headquartered in Salt Lake, and before the pandemic, I think there were two people out of the 150 or so that work there that weren’t in Salt Lake, and one of them commuted in every week. And then when the pandemic hit, people just scattered. And they moved to Seattle. They moved to Denver. they moved out from, you know, you know, Utah better than I, but out into the the backwoods of Utah, it’s beautiful. Why not? And so, When the pandemic ended, it would be almost impossible to bring the company back together. Coincidentally, that’s when I, we bought the company. I had a private equity firm in Austin called tritium. bought the company about almost exactly two years ago. And so there was no. You couldn’t put the genie back in the bottle, right? I mean, people were home and we just had to learn to live with it. But as you know, sort of the history of my own experience is very much kind of butts in seats mentality.
Speaker 3 00:32:13 and this is required us to as managers. You can’t be that way, right? I mean, we were joking before, before the call, I literally, you know, if you hadn’t had a shower, if you’re walking your dog, while we talk on the phone, I don’t know, you know, I mean, I guess I could hear the traffic or something, but we need to. It’s forces his managers to focus more on outcomes and not on sort of time and seat. And I think that’s pretty healthy. there are some jobs where that’s super easy. Sales is always the classic example of, you know, did you hit your quota? Yes. Then I kind of don’t care if you’ve played golf, you know, Friday afternoon or Four or something. I don’t know, maybe I do. but, old habits are hard to break. But, you know, for something that’s trickier, you know, programming, you know, we’ve used everybody’s tried a million things in programming to measure efficiency, but it’s it’s still challenging.
Speaker 3 00:33:17 And so, and operations and things like that can be more challenging to, to measure. But we’re working through it and it’s been a fun experience. People are great. the company is really, lovely. And, yeah, it’s going well.
Speaker 2 00:33:34 Well, I’m excited about, learning more and and and seeing you here when you’re in Utah. It’s great. Great. to have you, part of the Utah ecosystem, you know, speaking of that, the Utah ecosystem is is growing. But you you played a huge role in the Austin, tech scene, both, you know, in the venture capital space as well as, you know, obviously with retail may not, talk to me a little bit about what’s happening in Austin and, what are you most proud of there?
Speaker 3 00:34:00 Yeah. You know, it’s funny, the way I think about it is when I first moved to Austin, our biggest challenge when recruiting people, if someone was out of state was the trailing spouse. Problem is, how does your husband or wife that works find a job, especially if they were in tech when you’re at retail may not.
Speaker 3 00:34:26 And we really struggled with that at first. There was kind of Dell and indeed and that was it. And yeah. But now, you know you kind of never hear that anymore. There’s so much going on here. You know, as I mentioned before, you know, Apple, Google, Facebook, TikTok, all have pretty enormous offices here. Apple, especially the top.
Speaker 2 00:34:50 Tech markets for employment in the country.
Speaker 3 00:34:52 Yeah. And you know, so if you’re intact and you’re a trailing spouse, you can get a job if you want one. more than likely. And so that’s, to me, so exciting. I love to see that growth. there’s a good startup scene here. it used to be that there was just Austin Ventures. It was kind of the only venture firm in town, or certainly the dominant player. Maybe a better way to say it. And now there’s a lot of really well established. there’s still probably not enough seed capital here, but man, if you’re raising an A, you can definitely find people to talk to here.
Speaker 3 00:35:29 It’s still hard to raise money. Of course, raising money is hard. But, and I think that’s sometimes lost on entrepreneurs. I do a Q&A for a local newsletter. And, the most popular question by far is, you know, how do I raise money? Why am I having trouble? And, you know, not every idea can be funded and not every idea is a venture idea, so it’s still hard.
Speaker 2 00:35:57 Yeah, well, you know, I’ve enjoyed getting to know you through our work together at West Coast Ventures, and it’s a lot of fun to see all the exciting companies that, are being incubated and growing in Austin and across the country together. But that’s that’s been a real treat for me, and I’ve enjoyed it. So, that was a great story. Thank you for taking the time with us. You know, for the people that, are aspiring to to have the kind of success that you did, any any recommendations you have books or podcasts, do you think that, you know, that you read that you like, that they might, put on their list as they’re just doing their, continual, education?
Speaker 3 00:36:32 Sure.
Speaker 3 00:36:33 I would say two things. the thing I think that’s helped me as much as anything in my career is while I started in finance, I then shifted to marketing. And I think having a broader background has really served me well. I got lucky. There’s a branch of marketing. Direct marketing at the time required, pretty heavy analytical skills. And so, yeah, the finance background did. Yeah. So finance background was actually a benefit, not a negative. But, you know, that ability to sort of see across the platform has been invaluable. I can’t say it enough. And anytime someone comes to me, I’m like, get as much experience in as many different jobs you can in terms of podcasts or, books. my favorite business book is Shoe Dog. I think you’ve read it. it’s I love it. It’s truly amazing the grit that guy has. The founder of Nike is just Phil Knight. It’s just insane. I mean, his story after story where you just in the book where you’re just like, what this guy did to put Nike on the map is absolutely the classic example of what it takes to build a business.
Speaker 3 00:37:48 And I wish I could say I work half as hard as he did. It’s truly amazing.
Speaker 2 00:37:54 Yeah, that’s an awesome story. And you’re going to enjoy that movie. Er, it’s just a chapter in that book. But that, that’s a that’s a fun one about the Michael Jordan version, about it, chapter of that story. Well, Cotter, thank you so much for your time this morning. I think this was a great story, and I, I can’t wait to, continue to to work with you to, to help entrepreneurs in the way we are. And good luck. in all your, your ventures. Thanks so much.
Speaker 1 00:38:22 Thank you for listening to the Growth Elevated Leadership podcast. If you enjoyed this episode, would you please follow us and subscribe on your favorite podcast player and we’d be grateful if you recommend it to a friend. If you’d like more resources on how to become a better leader in business, we invite you to visit us at Growth elevated.com. We’ll be back next week with more insight from another great tech leader.
Speaker 1 00:38:43 Thank you.
Speaker 2 00:00:27 Hi, this is Julian Castelli. I’m the host of the Growth Elevated Leadership podcast, where each week I talk with inspirational entrepreneurs and leaders in the tech industry. Past guests have included CEOs and CXOs of great companies like Work Front, Healthcare, Radical Systems, in Moment, Vox, Pop me, the San Francisco 40 Niners, and many more. This podcast is brought to you by Growth Elevated at Growth Elevated where a community of tech founders, CEOs, and CXOs who are committed to working together to share best practices and learnings in an effort to help all of us become better leaders. We do this through educational programs like this podcast. we also have a blog, and we have an annual tech summit in the mountains of beautiful Park City, Utah.
Speaker 2 00:01:12 So if you want to learn about leadership and if you like skiing, check out Growth elevated.com and our annual Tech Summit. We’d love to see you there. Today I am super excited to welcome Cotter Cunningham to the podcast. Cotter is the CEO of Expert Voice. Expert voice help some of the world’s best brands build deeper relationships with their most influential, influential advocates in retail stores, professional settings, and online. All of this is done to improve the strength and reach of of trusted recommendations that help customers buy more confidently prior to Expert Voice. Cotter was the CEO of retail May not. Retail may not is a leading savings destination that enables brands to engage active shoppers and influence purchasing decisions. Cotter founded Retail Minot in 2009, and served as CEO through 2018 and chairman through 2020. As CEO, Qatar grew revenues from zero to almost $300 million and grew the business to to 650 employees, all while remaining profitable. He also raised over $250 million from a number of different investors, including Austin Ventures, Norwest Venture Partners, GV, IVP, and J.P. Morgan.
Speaker 2 00:02:29 Qatar is now a venture partner at Next Coast Ventures, and that’s where I had the good fortune to get to know him. He’s also a husband and a father of three kids and lives in beautiful Austin, Texas. Please welcome Connor Cunningham. Yay!
Speaker 3 00:02:44 Thanks. Thanks for the intro. That was fun.
Speaker 2 00:02:48 Yeah, well, we’re looking forward to hearing a little bit about, about the journey and some of the stories. So, you know, congratulations on on on all all the success. before we start talking about your company in Utah, which I’m tempted to do, let’s let’s go back a little bit to, to retail. May not. That’s an interesting company, right? yeah. You know, I look at it and I’ve used it for some coupons, occasionally. And, and so I look at it as kind of an e-commerce type of site. But tell me a little bit about how you got started with retail. Me not what was the what was the original idea? And did you have to iterate a little bit to get to where it was?
Speaker 3 00:03:22 Yeah, it’s a it’s a crazy story.
Speaker 3 00:03:25 So I was an entrepreneur in residence at Austin Ventures and kind of looking for a business, and we stumbled. I played around with coupons before there used to be a company called Fat Wallet that, did like rewards and cash back. And there was a couple of kind of smaller coupon players, and I started investigating the space. And it sounds so obnoxious to say this, so forgive me, but everybody I met was like a single, a solo entrepreneur. Inevitably, their background wasn’t marketing or anything like that. It was kind of scrappy, entrepreneurial types. And I felt like and a lot of them were kind of approaching it sort of part time and things like that. And so my thesis was, what if you had one of these and you ran it like a business, as opposed to sort of like a hobby that funded your, your lifestyle. And, because some of them had pretty amazing lifestyles. And I remember we, we bought three small companies on one day, and we ran those for you with an acquisition.
Speaker 2 00:04:36 So you had to be found some small players and said, let’s, let’s build a base. That’s right. Was the general idea the digitization of coupons going from paper to online or not so much.
Speaker 3 00:04:46 Not so much. It was really more just that at the time Retail. The well, the second the big the big thing is, was the one I mentioned that these were sort of run on professional. They sort of underlying sort of theme, I think, is this idea that at the time, e-commerce represented maybe 10% of the typical wallet spend. And of course, you feel like over time it’s going to be 90. And so let’s ride that, that growth up. and it proved right. I mean, I don’t know the exact I haven’t checked the exact percentages lately, but it’s certainly a bigger share of wallet for the average consumer today than it was when I started, in 2009.
Speaker 2 00:05:27 So help, help describe the ecosystem, right? Because I know it as a place, as a consumer, as a shopper, I can get a discount.
Speaker 2 00:05:35 But but you’re how are you getting those discounts and bring them together? And how are they unique discounts that you have at retail maybe not versus others or your marketplace of discounts.
Speaker 3 00:05:44 Yeah. So you tell me now. It was really innovative. It was started by two gentlemen from Melbourne, Australia. Like I said, I bought it about a year after, we started with three other sites and it quickly became the star of our little portfolio. And so we wound up sort of closing or winding down or just de-emphasizing the original three brands and putting all of our eggs into retail may not and literally change the name of the company, confusingly.
Speaker 2 00:06:13 To I was going to ask you where that name came from. So that was the Australian company’s name.
Speaker 3 00:06:17 Yeah, I see Australian coming out. It’s kind of a weird story. The guy had started a site called Bug Me Not, which was a way where, at the a lot of the, news sites, this is 2009. It was a different world.
Speaker 2 00:06:32 Had, the early days of the of the domain names and, and the great, great real estate grab.
Speaker 2 00:06:38 Right?
Speaker 3 00:06:38 Yeah, 100%. And so a lot of the news sites had started, requiring you to register. And so the whole concept behind Bug Me Not was you would register with generic like username and password, and you would post it and so I could go into bug me Not and grab that username and password. And so I wouldn’t have to register, I could use yours or something jointly. It’s kind of a fun UGC approach a little in a way. That’s the way they approached coupons. It was genius at the time. The interesting thing about it. So the ecosystem works like this. They’re online retailers and consumers. And so they’re looking for traffic. And so they use coupons as a way to drive traffic from the, from consumers. And so the interesting part about coupons is you don’t get paid on the use of the coupon. You get paid just for the traffic. So in other words, your cookie on retail may not. And then we deliver you to, you know, Kohl’s or Macy’s or whatever.
Speaker 3 00:07:41 And so that winds up in a paid Transaction, regardless of if you use a coupon or anything like that. Yeah. It’s pretty.
Speaker 2 00:07:50 It’s a traffic. It’s paid for traffic. Okay. Yeah.
Speaker 3 00:07:53 And so the, you know, typically a typical commission, I think it’s been pushed down pretty hard. Now I’m not in the business anymore, but, at the time it was around 5%. So not huge money. But, you know, if you do enough of them, it adds up. and so.
Speaker 2 00:08:10 This part of what’s called affiliate marketing and affiliate traffic, okay, that’s the category. All right.
Speaker 3 00:08:15 Yeah. And there are a couple of fun things about that, not the least of which was every every retailer has an affiliate marketing team and say, right, you had a clear customer who needed you and got bonuses on, you know, whether or not you were able to drive traffic to them. So there was a a definite win there as opposed to a lot of businesses like the one I’m in now.
Speaker 3 00:08:35 We don’t have a clear customer always. And so it can be challenging sometimes to say, hey, you know, you need us. And the guys like our girl or woman is like, hey, Dua. So that’s a thing. So anyway, there’s a clear customer.
Speaker 2 00:08:48 There’s a clear is the person in the marketing department. He’s who’s got a budget for affiliate traffic. Their job is to drive traffic. And what would you provide them?
Speaker 3 00:08:56 Yeah. Traffic literally.
Speaker 2 00:08:58 You provide them a tool set to build these coupons or.
Speaker 3 00:09:01 Whether that’s the that’s the best part of affiliate. So it’s all pre done. They’re they’re these couple of sites. Rakuten has one. It used to be Commission Junction and Link share back in the day. And so the the all the plumbing has been put in place. So you can actually run a coupon site with a very minimal sales group. Now we wound up really ramping up our sales group because we found that the more interactions you had with these affiliate managers, the better coupons you would get, the more exclusives you would get, the access to more interesting deals and stuff you would get.
Speaker 3 00:09:35 But the fun thing about retail, me not and I don’t want to miss this point, is kind of what we were talking about before. It let consumers post UGC user generated content on this site. So if you are out and about.
Speaker 2 00:09:49 You early days that became really critical, right?
Speaker 3 00:09:51 Right. And you were.
Speaker 2 00:09:52 An avenue for that or you helped them give you know.
Speaker 3 00:09:54 Yeah.
Speaker 2 00:09:55 Facilitate.
Speaker 3 00:09:57 If you found a fun coupon for gap or whatever, you could post it on retail. May not. You got points. We didn’t actually pay you or anything but.
Speaker 2 00:10:06 Gamify it a bit.
Speaker 3 00:10:07 We gamified it a little bit. And then the other thing that I think really helped is when you would post the coupon, you, the consumer, you would write it in a way that used your voice. And so, it helped in SEO a ton because you would typically describe the coupon or whatever the benefits were in the, in the way that a consumer would think, not the way that a marketer would think.
Speaker 3 00:10:34 So the example I always use is like women’s pants. They don’t always call them pants in the ads that come slacks or something like bottoms, but you don’t call them that. I mean, no human in the bottoms, like maybe for babies. And so, you know, it would be $5 off women’s pants at Kohl’s and you’d post that. And so I think that really helped. anyway, we wound up buying that company, and then it was a rocket ship for the first 4 or 5 years. It was really incredible.
Speaker 2 00:11:05 And and so you bought those startup companies, you kind of narrowed it down to the retail may not business. Then you just really started building on that business model.
Speaker 3 00:11:13 Yeah, that’s exactly right. about two years in, we started expanding internationally. So I bought Keep On sites in the UK, company called Voucher Codes. We bought three sites in France and sort of pushed them together. We did some work in Germany, which was hard, and we never really mastered Germany for better or worse.
Speaker 3 00:11:34 We did some stuff in Australia. So yeah, we definitely sort of expanded that way and then we started playing around with obviously the things that were to come. So, cashback being a big one, browser extensions being huge.
Speaker 2 00:11:52 So you really became, you know, kind of the cutting edge of, of online traffic and generation and affiliate marketing and understanding all those things.
Speaker 3 00:12:00 Yeah, yeah. I mean, you know, one of the leaders, there were certainly people in it with us.
Speaker 2 00:12:07 And so what were the stages like? You obviously you went all the way, you went public hundreds of millions of dollars. But what were the the high level stages if you had to break the journey down, start up phase, maybe growth stage and then public stage.
Speaker 3 00:12:21 Yeah. So we started with no employees, you know, just me in a tiny little office in the basement of Austin Ventures, and, Austin Ventures gave me $30 million, about 28 to buy the. That’s a.
Speaker 2 00:12:35 Good start.
Speaker 3 00:12:36 Good start.
Speaker 3 00:12:37 And if you start with 30 million in your pocket, you’re not doing anything wrong. to buy the three original sites. So they were all growing nicely and had pretty good revenues and pretty good growth. Our revenues are about 10 million to 12 million, kind of in that range. So you can.
Speaker 2 00:12:54 You you bought consolidated those. So you started at zero. Then you then you got a big big step change to ten. That’s right. What was the the next goal when you started ten. You’re trying to get there.
Speaker 3 00:13:05 My whole goal was to get to 100 million. Okay. I’ve been at Bankrate, a company in South Florida, before that, and we had worked. I’d had three different CEOs, and we had been gone from about 50 million to about 80 million during that time. I was there ten years, I think roughly. And, we never could get to a hundred million. And it always was. This kind of.
Speaker 2 00:13:28 You came in with that bogey. Very well. Well, well, well entrenched in your mind.
Speaker 3 00:13:32 No. Yeah. I mean, you know, the I can’t even describe it. It seemed almost unobtainable. And, the joke is that he told me not. I think we got there in about a year.
Speaker 2 00:13:44 One year.
Speaker 3 00:13:45 The second year. Second year. First year after we bought it. Yeah, it was doing about 30 million the day we bought it. And I think within a year we were doing almost a hundred. Yeah.
Speaker 2 00:13:57 Wow. Yeah. Okay. So that, that, that, that journey that you set yourself up for, for, you know, this might take three, five, ten years, one year to 100 million okay. So that so you, you you clearly know you’ve got a rocket ship at that point. You you hit you hit the wave right at the right time.
Speaker 3 00:14:12 Yeah.
Speaker 2 00:14:12 And so you have some massive scaling challenges that I suspect, right?
Speaker 3 00:14:17 Yeah, 100%. I mean, my favorite story about that is we needed some real estate. We were just bursting at the seams.
Speaker 3 00:14:23 We were over this coffee shop on South Congress and, you know, I mean, people were having to have meetings in the stairwell kind of thing. And so we wound up moving, a couple blocks north to, sort of downtown Austin. And I remember the only space I could get at the time was a floor like, for what Austin Real Estate has, is there’s a lot of empty space now, I think. But there wasn’t at the time. And so you had to take the whole floor and I didn’t need the whole floor. We had like 70 employees and I you know, I thought I remember telling our CEO, we will never use this whole floor. And I think we wound up taking 5 or 6 floors in the building by the end of the thing. But.
Speaker 2 00:15:08 And how long did it take you to occupy that first floor?
Speaker 3 00:15:11 Yeah, not very long. I mean, about a year. Yeah. So, we worked with some great people to help us with real estate, which I think is one of the hardest challenges, you know, to try and have enough space where you have enough space for people, but also you’re not sitting around looking at the space going, why do I have all this space? Right.
Speaker 3 00:15:31 because it’s not cheap. Right. And so we got lucky that, there’s a group here called HPI that was just fantastic in helping us kind of measure all that.
Speaker 2 00:15:42 Terrific. Okay, so you shoot up to 100 million. Now you’re at a incredible triple digit growth pace. how long did it take you to go public? When did you go public?
Speaker 3 00:15:52 Well, we went public four years after we started. So pretty. What was your.
Speaker 2 00:15:56 Revenue level at that point? Do you remember?
Speaker 3 00:15:59 About 180, I think I you’re you’re you’re testing my memory. but yeah.
Speaker 2 00:16:04 Okay. So within four years, four years to go, to go from 0 to 180 and going public, that that is the, the theoretical Super Bowl. I guess if you’re playing in the startup world, you know, what was that like? Tell me about.
Speaker 3 00:16:18 That. Yeah, it was crazy. I mean, it’s everything you’ve heard. I mean, my favorite story about going public was we, we had two great investment banks, Goldman Sachs and Morgan Stanley.
Speaker 3 00:16:32 And they were lovely and super smart. And we got lucky. And you know, they did a great job for us. But we were at fidelity and the salesperson for one of them was talking to the sale, the potential buyer at fidelity. Right. And they had been the Patriots game or something together. We’re going to go or something like that. And like I was just kind of sitting there drinking my coffee, listening to them talk. And it dawned on me, I’m the product here. Yeah, they’re selling you. They’re selling me. And it was a weird feeling because, you know, these guys are going to see each other a thousand more times in their careers or whatever. I’m there a day, you know? I mean, maybe you might be the.
Speaker 2 00:17:17 Flavor of the day and and you know, how how much are they going to emphasize you versus what’s coming tomorrow. Right.
Speaker 3 00:17:23 And, you know, and we got amazing advice and I wouldn’t change anything we did for the world.
Speaker 3 00:17:28 But you definitely realize you’re the commodity.
Speaker 2 00:17:33 Yeah, well, you went public on which exchange?
Speaker 3 00:17:39 Nasdaq.
Speaker 2 00:17:39 Yeah. So, you know, I mean, the reality is, though, but you’re you’re joining one of the world’s largest marketplaces and you’re, you’re a new you’re a new product on the shelf. Right? That’s exactly what it is.
Speaker 3 00:17:49 No, no, it was just kind of a crazy thing. Yeah. No, the going public. The other fun thing we did, I thought this was cool. So if you go public on the New York Stock Exchange, you get the famous balcony shot, right? Right. And the balcony holds 14 people. And I felt like, you know, at the time we were kind of 400 people, I think maybe 500. And to me, you know, I wanted them all on the balcony. Right. And so that seemed ridiculous. And so we talked to Nasdaq and they let us open the stock exchange in Austin at Austin City Limits, where they shoot the, the music.
Speaker 2 00:18:27 Oh, fantastic TV show.
Speaker 3 00:18:28 Yeah. And so we had a big party and, rang the bell.
Speaker 2 00:18:33 For some sort of. How do you do that?
Speaker 3 00:18:34 Yeah, we had a big stage and they, you know, and I’m sure it wasn’t connected or anything, but I got to slam the thing and, you know, the sirens went off. We had a band. It was, oh, that’s awesome.
Speaker 2 00:18:45 So you made it. You made it very inclusive. So your whole team can be part of that. No big screens and it’s been amazing. Bring your.
Speaker 3 00:18:51 Family out. I mean, you know, the whole thing, right. So it.
Speaker 2 00:18:54 Was that’s.
Speaker 3 00:18:55 Fantastic. Amazing day. And I think, you know, so often I mean I had the VCs come I mean you know, why not I mean it’s yeah. Yeah. How many times are you going to go public in your career. You know. So.
Speaker 2 00:19:06 Oh that’s that’s a great story. I’m glad to hear that.
Speaker 2 00:19:08 Well, you know this, you know, I read on your LinkedIn, you know, that you had an incredibly, high approval rating on some of those sites, like Glassdoor. People really liked working at your company, and you were incredibly well liked as a top rated CEO. Was was that something you focused on? Like how did you how did you in this growth? You you know, you’re obviously adding people trying to figure it, fill out flaws and all that. But how do you make it a good place to work and make sure that the culture was good, you know, during that rocket ship ride?
Speaker 3 00:19:39 I think it’s hard. I mean, like Austin then and now is really competitive. And so it’s not enough just to say we’re going to pay competitive salaries. I mean, Apple, Facebook, Google or all here they were coming at that time. And as well there’s a bunch of local great companies indeed started and is headquartered here. Dell, of course, the granddaddy of Austin tech is here.
Speaker 3 00:20:06 All amazing companies and great places to work. And so, you know, that’s your competition. When you’re thinking about like a product manager or a full stack engineer or front end person or something like that. All those people could go any of those places. And, you know, So it’s not enough just to say, well, we’re going to pay a competitive salary. You have to, I think, build a culture that people go, I want to be part of that. And so we did a couple things. We stole something from Amazon. One of the one of the things I’m most proud of is we stole a thing from Amazon called the bar raiser. And so it was a part of the, it was the it was supposedly the last part of your interview process, and we picked, I don’t know, I think 10 or 12 people from the company that we felt like represented kind of the best of us and from a cultural standpoint. And they would interview the every candidate, not just exclusively for culture fit.
Speaker 3 00:21:05 And they had a black ball. And so they could say, this guy, he’s not like us, you know, he’s not he’s not going to make it. He’s to cut the road. He didn’t talk about a team. He talks about himself, whatever. And, you know, I did.
Speaker 2 00:21:19 The final interview round. You You brought in your yeah, your best culture folks. And then they had to pass the culture bar.
Speaker 3 00:21:26 That’s exactly right. And I liked it. I thought it worked pretty well. And that was.
Speaker 2 00:21:31 Across the board every everyone that was hired. Well, that’s that’s not a small commitment.
Speaker 3 00:21:36 No. Yeah. And and inevitably and you can see this coming a hundred miles away. You know, there’s somebody you really want to hire that the person black balls, you know, and then you’re like, oh gosh, you know. And so, you know, you would talk to the person. Why why did we throw the black ball on on Sally. She seemed amazing to me when I interviewed her, you know, that kind of thing.
Speaker 3 00:21:56 But, you know, I mean, you’d work through it or you wouldn’t, but we you honored the process. Yeah.
Speaker 2 00:22:01 You have to honor to to to build.
Speaker 3 00:22:03 Otherwise it’s meaningless.
Speaker 2 00:22:05 I know it means a ton coming in, though. When you see that in an interview process, you. Everyone talks about culture. But that’s something probably that really speaks pretty loudly in the in the interviewing process.
Speaker 3 00:22:16 No. And it’s funny, I, I think culture has is something that we talk about now that for the longest, I mean, I’m older, I’m 62, the, the longest in my career culture wasn’t talked about. I mean, at least not any of the companies I was at. You know, it was just they it was a job. And so I think I think it’s definitely for the better. And I think it’s definitely something we try to focus on. You know, since I’ve been a CEO.
Speaker 2 00:22:46 So and that’s a really good example. You know there’s always the values on the wall and people kind of roll their eyes because sometimes they’re not consistently applied.
Speaker 2 00:22:54 But like the example that you just shared where you take the effort of using your the critical time of some of your best people to be part of that interview process and to give them the chance to blackball people and have to live with that, that that’s putting your money where your mouth is. I think that should probably speak volumes.
Speaker 3 00:23:10 No. And you? Yeah. I couldn’t agree more. And, you know, you talk about values. I remember I was at a big retailer who I won’t name because I don’t embarrass anybody. And they had a really well written set of values that were on the wall of the lobby. Right? We were waiting on the person to come pick us up, and I commented to our contact, I’m like, I love your values. And he was like, what are you talking about? And I pointed to the wall and he’s like, oh, I’ve never read those, you know? And so wow, what a it was so obvious that it was just some marketing hoo ha.
Speaker 3 00:23:45 And he’d never bought, you know, and he’s like, no, I don’t know anybody that’s ever read that and say, oh.
Speaker 2 00:23:49 My goodness.
Speaker 3 00:23:50 When we were going to do values, he told me not. And at my new company, we actually I don’t I thought it would be more powerful if instead of me coming up with what I think, we built a team of employees and had them say, here’s what’s important to us. And so I did that every time. Me not. And I did it again here.
Speaker 2 00:24:12 I love that. Well, I’d love to follow up and learn about that technique. But, so obviously this is this is a great story. It sounds like a ton of fun, but I’m sure there’s some things that, you know, looking back that you, with the viewpoint you have now and the perspective you have now that you might have done differently, what kind of lessons might you pull out to someone else who’s maybe, you know, we’re all aspiring to that kind of rocket ship, but whether they’re at the same slope or not, what are some of the lessons you can share? and things you might do differently if you did it again?
Speaker 3 00:24:42 Yeah.
Speaker 3 00:24:43 I think, you know, we probably over hired. We didn’t probably we definitely over hired. we struggled to find the right metric for sort of how to think about how many employees we needed to run the business. And I used to have this joke that, everybody needs a buddy. There are no one person departments. And so, you know, it’s a classic example that, you know, you think I remember I hired someone to run a strategy. Great guy, super smart. And I look up a year later and he’s got six people that were working for him, and that’s not his fault. He felt like we needed him. But to me, it was an example of, you know, building out a team that maybe we didn’t need. maybe we did.
Speaker 2 00:25:29 How would you handle that now if you were in that situation?
Speaker 3 00:25:31 Yeah, I we work hard to just. I just don’t hire. Right. We, we really have clamped down on I mean, we hire very it’s a much more first of all, we’ve I’ve always worked hard to hire in the interview process, but I’m pull I’ve pulled that back now into this sort of let’s talk about why you need someone.
Speaker 3 00:25:55 Right. And so if someone leaves, we don’t just automatically rehire for them. You know, we kind of take a step back and say, well, is there something we could do this job? Should we automate it? Should we outsource it? Should we move it offshore? What, you know, is there some other way to do this job that’s cheaper and more efficient. and I think that is a lesson that came with time, frankly. And it’s easy to get caught up in the kind of start up business of how many employees you have. How much money have you raised?
Speaker 2 00:26:26 Yeah. The vanity. Right?
Speaker 3 00:26:28 Yeah. Who do you raise?
Speaker 2 00:26:30 The process that you just described is what would get you to profitability and capital efficiency for sure.
Speaker 3 00:26:35 That’s right. And the joke is to me now it was crazy profitable. And so we probably weren’t as well. Not probably we weren’t as aggressive managing costs as you might be in a company that loses money.
Speaker 2 00:26:52 Yeah. Well, most people will listen to this podcast, are probably venture funded and they’re probably, you know, along the journey where they may still be losing money and getting to profitability while maintaining growth is really the name of the game.
Speaker 2 00:27:04 So, you know what you just said there in terms of really with every hire. Do you need that hire? Does it. You know, I love the idea of just replacing someone who’s there because that can sometimes be automatic. Yeah, right. But but you just walked through some really good criteria. You know, you need that person. Do you need that person full time? Do you need that person now? You know, do you need that person domestically. Right. You said about offshoring and then can you automate it? I think, you know, those are those are some great questions to ask, in terms of driving, you know, continue your growth, but but reducing your cost base as you go along so you get better, better profitable or more and more efficient.
Speaker 3 00:27:41 The other thing that happens, and you know this rarely, you almost never have someone immediately on deck, right? So if you quit tomorrow and I’ve got somebody that can start the next day, right? I mean, that just doesn’t happen.
Speaker 3 00:27:54 It doesn’t.
Speaker 2 00:27:54 Happen. Right. So your caps.
Speaker 3 00:27:56 Right. So in that sort of interim process where the person is left or leaving, but we haven’t brought in the replacement, I think it’s important to kind of talk to the team. Are we really stressed right now. Are we kind of doing okay. So yeah we we didn’t have good discipline on letting people go. We were very disciplined on hiring. But we definitely had people kind of bump along that, that maybe we should have been more aggressive about. So.
Speaker 2 00:28:28 Okay. Well that’s.
Speaker 3 00:28:29 Great.
Speaker 2 00:28:30 So tell me a little bit more about what you’re doing now at Expert Voice.
Speaker 3 00:28:34 Sure. Expert voice is a is kind of a quirky company. So you mentioned it in the in the opening we run pro programs for brands. And so the classic example. But it’s one of those companies you kind of have to explain for people to go, oh, okay. The example I always use is if you’re a ski instructor, you know, ski brands want you to wear their jacket, when you’re out and about, you know, the resort will give you a jacket, but but, I mean, you know, when you’re out and about or skiing on your own, you know, Helly Hansen wants you to wear their jacket.
Speaker 3 00:29:06 K2 wants you to wear their skis. I always tell the story. I skied for years in Taos. We grew up skiing there, and I had the same ski instructor for six years, and it was this guy in Jim and Jim skied on Rossignol. And man, I can assure you, when it was time for me to buy my first pair of skis, I was buying Rossignol. Or, you know, regardless, I remember that too.
Speaker 2 00:29:27 That was my first big, big, you know, new set of skis when I was aware enough of brands to make a make a choice.
Speaker 3 00:29:35 So brands need help managing those programs to make sure the ski instructors are qualified, to make sure that they are ski instructors, that kind of thing. And so we do that for them, and we manage that in an e-commerce sort of environment. So if you’re a ski instructor, you can come to expert voice and you have a ton of brands that want you to represent their stuff and they’re willing to sell you their stuff at a lower price to get you to, to be in.
Speaker 3 00:30:03 And that’s true if you’re a fireman or a doctor or nurse or, you know, golf pro, I mean, the list goes on.
Speaker 2 00:30:12 That sounds like a kind of a fun, fun area. You’re in. You’re you’re you’re in those aspirational recreational expert areas, right?
Speaker 3 00:30:19 Yeah. It’s funny. I haven’t always been as outdoorsy is I is I am forced to be now. So, we need to get you.
Speaker 2 00:30:33 Up here to Park City for our, growth elevated conference and do some skiing at Alta with us this year.
Speaker 3 00:30:40 I’m sure it’s fun.
Speaker 2 00:30:42 So tell me about, you in our, pre-game, we were you were talking about the challenge of being fully remote. You know, you’re you’re you’re in Austin. the company’s in Salt Lake. You’re back and forth, but, sometimes, you know, the people aren’t in the office in Salt Lake. how are you? How are you navigating that? What are your thoughts on on, you know, pros and cons?
Speaker 5 00:31:01 Yeah.
Speaker 3 00:31:02 We are fully remote.
Speaker 3 00:31:05 the company was headquartered in Salt Lake, and before the pandemic, I think there were two people out of the 150 or so that work there that weren’t in Salt Lake, and one of them commuted in every week. And then when the pandemic hit, people just scattered. And they moved to Seattle. They moved to Denver. they moved out from, you know, you know, Utah better than I, but out into the the backwoods of Utah, it’s beautiful. Why not? And so, When the pandemic ended, it would be almost impossible to bring the company back together. Coincidentally, that’s when I, we bought the company. I had a private equity firm in Austin called tritium. bought the company about almost exactly two years ago. And so there was no. You couldn’t put the genie back in the bottle, right? I mean, people were home and we just had to learn to live with it. But as you know, sort of the history of my own experience is very much kind of butts in seats mentality.
Speaker 3 00:32:13 and this is required us to as managers. You can’t be that way, right? I mean, we were joking before, before the call, I literally, you know, if you hadn’t had a shower, if you’re walking your dog, while we talk on the phone, I don’t know, you know, I mean, I guess I could hear the traffic or something, but we need to. It’s forces his managers to focus more on outcomes and not on sort of time and seat. And I think that’s pretty healthy. there are some jobs where that’s super easy. Sales is always the classic example of, you know, did you hit your quota? Yes. Then I kind of don’t care if you’ve played golf, you know, Friday afternoon or Four or something. I don’t know, maybe I do. but, old habits are hard to break. But, you know, for something that’s trickier, you know, programming, you know, we’ve used everybody’s tried a million things in programming to measure efficiency, but it’s it’s still challenging.
Speaker 3 00:33:17 And so, and operations and things like that can be more challenging to, to measure. But we’re working through it and it’s been a fun experience. People are great. the company is really, lovely. And, yeah, it’s going well.
Speaker 2 00:33:34 Well, I’m excited about, learning more and and and seeing you here when you’re in Utah. It’s great. Great. to have you, part of the Utah ecosystem, you know, speaking of that, the Utah ecosystem is is growing. But you you played a huge role in the Austin, tech scene, both, you know, in the venture capital space as well as, you know, obviously with retail may not, talk to me a little bit about what’s happening in Austin and, what are you most proud of there?
Speaker 3 00:34:00 Yeah. You know, it’s funny, the way I think about it is when I first moved to Austin, our biggest challenge when recruiting people, if someone was out of state was the trailing spouse. Problem is, how does your husband or wife that works find a job, especially if they were in tech when you’re at retail may not.
Speaker 3 00:34:26 And we really struggled with that at first. There was kind of Dell and indeed and that was it. And yeah. But now, you know you kind of never hear that anymore. There’s so much going on here. You know, as I mentioned before, you know, Apple, Google, Facebook, TikTok, all have pretty enormous offices here. Apple, especially the top.
Speaker 2 00:34:50 Tech markets for employment in the country.
Speaker 3 00:34:52 Yeah. And you know, so if you’re intact and you’re a trailing spouse, you can get a job if you want one. more than likely. And so that’s, to me, so exciting. I love to see that growth. there’s a good startup scene here. it used to be that there was just Austin Ventures. It was kind of the only venture firm in town, or certainly the dominant player. Maybe a better way to say it. And now there’s a lot of really well established. there’s still probably not enough seed capital here, but man, if you’re raising an A, you can definitely find people to talk to here.
Speaker 3 00:35:29 It’s still hard to raise money. Of course, raising money is hard. But, and I think that’s sometimes lost on entrepreneurs. I do a Q&A for a local newsletter. And, the most popular question by far is, you know, how do I raise money? Why am I having trouble? And, you know, not every idea can be funded and not every idea is a venture idea, so it’s still hard.
Speaker 2 00:35:57 Yeah, well, you know, I’ve enjoyed getting to know you through our work together at West Coast Ventures, and it’s a lot of fun to see all the exciting companies that, are being incubated and growing in Austin and across the country together. But that’s that’s been a real treat for me, and I’ve enjoyed it. So, that was a great story. Thank you for taking the time with us. You know, for the people that, are aspiring to to have the kind of success that you did, any any recommendations you have books or podcasts, do you think that, you know, that you read that you like, that they might, put on their list as they’re just doing their, continual, education?
Speaker 3 00:36:32 Sure.
Speaker 3 00:36:33 I would say two things. the thing I think that’s helped me as much as anything in my career is while I started in finance, I then shifted to marketing. And I think having a broader background has really served me well. I got lucky. There’s a branch of marketing. Direct marketing at the time required, pretty heavy analytical skills. And so, yeah, the finance background did. Yeah. So finance background was actually a benefit, not a negative. But, you know, that ability to sort of see across the platform has been invaluable. I can’t say it enough. And anytime someone comes to me, I’m like, get as much experience in as many different jobs you can in terms of podcasts or, books. my favorite business book is Shoe Dog. I think you’ve read it. it’s I love it. It’s truly amazing the grit that guy has. The founder of Nike is just Phil Knight. It’s just insane. I mean, his story after story where you just in the book where you’re just like, what this guy did to put Nike on the map is absolutely the classic example of what it takes to build a business.
Speaker 3 00:37:48 And I wish I could say I work half as hard as he did. It’s truly amazing.
Speaker 2 00:37:54 Yeah, that’s an awesome story. And you’re going to enjoy that movie. Er, it’s just a chapter in that book. But that, that’s a that’s a fun one about the Michael Jordan version, about it, chapter of that story. Well, Cotter, thank you so much for your time this morning. I think this was a great story, and I, I can’t wait to, continue to to work with you to, to help entrepreneurs in the way we are. And good luck. in all your, your ventures. Thanks so much.
Speaker 1 00:38:22 Thank you for listening to the Growth Elevated Leadership podcast. If you enjoyed this episode, would you please follow us and subscribe on your favorite podcast player and we’d be grateful if you recommend it to a friend. If you’d like more resources on how to become a better leader in business, we invite you to visit us at Growth elevated.com. We’ll be back next week with more insight from another great tech leader.
Speaker 1 00:38:43 Thank you.
Dan Chapman – Former VP GTM at Full Story & Bento
In this episode of the Growth Elevated Leadership Podcast, host Julian Castelli interviews Dan Chapman, a go-to-market advisor and fractional Chief Revenue Officer (CRO) specializing in early-stage B2B SaaS companies. Dan shares his journey from a technical founder to a sales expert, emphasizing the importance of the “selling to learn” phase. He discusses key concepts such as product-market fit, the transition from founder-led sales, and the development of effective sales playbooks. The conversation provides valuable insights for tech founders on refining sales processes and achieving scalable growth.
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
Timestamps
Introduction to the Podcast (00:00:02)
Julian Castelli welcomes listeners to the Growth Elevated Leadership Podcast, discussing its purpose and format.
Guest Introduction (00:01:20)
Julian introduces Dan Chapman, a go-to-market advisor specializing in early-stage B2B SaaS companies.
Dan’s Background and Journey (00:02:57)
Dan shares his unique path from technical founder to go-to-market expert, highlighting lessons learned from mistakes.
Military Experience’s Impact (00:04:03)
Dan discusses how his military background shaped his understanding of leadership and organizational dynamics.
Transition to Consulting (00:05:03)
After working at McKinsey and Google, Dan explains his decision to pursue advisory roles with startups.
Google’s Role in Startups (00:06:30)
Dan describes his experience at Google, helping acquired startups leverage distribution advantages for growth.
Selling to Learn vs. Selling to Scale (00:08:27)
Dan distinguishes between the two stages, emphasizing the importance of refining messaging before scaling.
Defining Product-Market Fit (00:09:37)
Dan elaborates on product-market fit, highlighting the need for traction, consistency, and momentum in sales.
Documenting the Learning Process (00:11:15)
Dan stresses the importance of founders documenting their sales processes to optimize learning and strategy.
Transitioning from Founder to Non-Founder Sales (00:13:05)
Dan discusses the challenges founders face when transitioning sales responsibilities to new team members.
Consistency in Sales (00:14:13)
Dan emphasizes the need for consistency in customer engagement and product usage during the selling phase.
Scaling Beyond the Founder (00:16:48)
Dan outlines strategies for founders to effectively scale sales beyond their personal efforts.
Sales Playbook Development (00:19:06)
Discusses the importance of having a structured sales playbook for effective training and onboarding of new salespeople.
Training New Salespeople (00:19:18)
Highlights the challenges faced when new salespeople lack proper training and understanding of the sales cycle.
Sales Process and Playbooks (00:20:23)
Explains the different types of sales processes and the necessity for tailored playbooks for transactional and enterprise sales.
Hiring a Sales Leader (00:22:29)
Details the ideal timing for hiring a sales leader based on company traction and the readiness of the sales team.
Resources for Sales Skills (00:25:25)
Recommends valuable books and resources for improving sales skills and understanding sales strategies.
Speaker 2 00:00:29 Hello, this is Julian Castelli. I’m the host of the Growth Elevated Leadership podcast, where each week I talk with inspirational entrepreneurs and leaders in the tech industry. past guests have included CEOs and CXOs of great companies like Work Front, CG healthcare, Radical Systems, in Moment, Vox, Pop me, the San Francisco 40 Niners, and many more. this episode is brought to you by Growth Elevated. Growth elevated is a community of tech CEOs and founders and CXOs who are committed to working together to share best practices and learnings in an effort to become better leaders. We do this through educational events and programs like this podcast, and we also have an annual summit in beautiful Park City, Utah. So if you like skiing and you like talking tech, you like talking growth.
Speaker 2 00:01:20 check us out at Growth elevated.com. Today I am excited to have a conversation with Dan Chapman. Dan is a go to market advisor and fractional CRO, and he focuses on very early stage B2B SaaS companies. He focuses on founder led sales and that whole topic of how do you go from founder sales to scaling sales? Dan learned to sell as an executive at Google, and then he put those skills to work at Bento Box and Click dimensions. Today, Dan helps technical founders from selling their first customers to hiring the team and setting the stage for scale. His unique background across multiple go to market roles, and a hands on approach helps founders navigate the critical inflection points that often derail startups in early days. Please welcome Dan. Hey.
Speaker 3 00:02:11 Thanks, Julie. Glad to be here.
Speaker 2 00:02:13 Yeah. Glad, glad, glad to, have you here today, Dan. You know, the the topic that, you really focus on is, is, is really critical, right? Because so many people, the innovation economy is fantastic.
Speaker 2 00:02:27 We have people coming in from all kinds of areas. They come from a domain problem that they see, they want to solve. Some come from technology and then they’re faced with this challenge of sales. Right. And so having someone like you that can help move from founder lead sales to scale is critical. And I’m looking forward to talking about that. Before we do, though, give me tell us a little bit about your your background. How did you get to become an expert on early stage tech sales, and how did your background lead you to choose this as as your passion?
Speaker 3 00:02:57 Yeah, well, I’d say, my background is a little different than a lot of other folks here. in this type of role, doing this type of work. And that actually started out as a technical founder myself, as a software developer, started a small dev shop and kind of learned the hard way, how to sell by making pretty much every mistake in the book. I didn’t so much cut my teeth learning to sell as like, knock my own teeth out, running into the wall over and over again.
Speaker 3 00:03:25 and so as I kind of matured in my career and shifted my focus more towards go to market leadership roles with later stage and growth stage tech companies, I really came to appreciate just how hard it is as a founder, especially if you’re coming from a technical background, to really be successful in those early days of getting your go to market launched. And so what I wanted to do is make that process easier for other founders and kind of give back in that way.
Speaker 2 00:03:51 That’s fantastic. And so you started out with some software. You also have some experience in leadership and strategy with both the military and McKinsey. Tell us a little bit about how that and how that shaped your journey.
Speaker 3 00:04:03 Yeah. So I actually started out in software development, and then I went to undergrad and to pay for undergrad I did ROTC, so I spent five years, almost five years as an infantry officer in the US Army, including some time overseas. And, you know, couldn’t imagine two more different chapter one and chapter two kind of stages of a career, but really great experience, really formative for me, helped me understand the messier human side of organizations and just how important it is to really have a mission and drive clear intent even in, you know, high stress, rapidly changing environments.
Speaker 3 00:04:45 And I think some of that experience is actually why I gravitate towards earlier stage and what can often be, you know, the messy and chaotic world of startups.
Speaker 2 00:04:55 I got it. And then. So then after that, you you you went to McKinsey for a little while, and then you worked at Google as well.
Speaker 3 00:05:03 That’s right. Yeah. So, you know, coming out of the military, you know, wanted to explore and kind of broaden my horizons a little bit. So did the thing that a lot of people do when they don’t know what they want to do next and went back to school, did an MBA and then joined McKinsey as a strategy consultant after that. I spent my first year as a generalist, and then in my second year, I really focused on on tech. That’s kind of what I was. I was drawn to, and then, left to go work at Google, where and I managed to kind of weasel my way into working with the corp dev team there, working with, startups that Google had acquired.
Speaker 3 00:05:42 But they were keeping as kind of standalone brands or entities. and that’s where I got to work with founders again. and so that’s really what gave me the push to go back to startups. And so I left Google and started doing that full time and spent, Did three different, roles with three different startups as a, as a go to market executive. over time was really fortunate that of those three teams, two of them exited another one. became a unicorn. and so I got to work with some very high quality teams, some great products. and got some, some amazing experiences along the way.
Speaker 2 00:06:17 That’s interesting. So when you’re at Google. You’re you’re required by Google. Do they do. I’m not sure. There’s a lot of variety, but the companies you worked with were they fairly stand alone. And were you kind of an advisor from Google and what were you helping them with?
Speaker 3 00:06:30 Yeah. That’s right. So, a lot of it was, figuring out from a go to market strategy perspective how to leverage the big distribution advantage that that Google could provide, because a lot of these startups had relatively nascent, you know, revenues, or, you know, distribution, especially relative to, you know, the massive sales organizations that the ads team or that YouTube had.
Speaker 3 00:06:53 So it’s like, how do we get plugged into those organizations? And then, you know, all the way down to some of the basics around, like, just how do we think about go to market, how do we think about, measuring what’s working and what’s not, those types of things.
Speaker 2 00:07:06 Oh, that’s sounds like a great, great experience. And so what what pushed you to kind of say, all right, now I want to go out and do this as an advisor.
Speaker 3 00:07:15 Yeah. So after my last full time role, I worked at the public company that acquired the last startup where I was CEO and head of sales. and I really enjoyed that experience. I kind of had the itch to go back to to earlier stage. And, you know, I spent some time reflecting and, and a lot of the lessons that I learned from kind of growth stage like series A, series B, series C, I realized some of those had, you know, those problems that we were working on.
Speaker 3 00:07:45 We could have made it easier on ourselves by starting earlier and setting the stage correctly from the beginning, as opposed to having to go back and kind of fix some of that stuff while we were scaling. and so I just kept getting pulled earlier and earlier, with the, the work that I was doing with clients. And I wanted to try going out on my own and, you know, seeing if I could create value in, by myself. So just took the leap, took the chance and, haven’t looked back.
Speaker 2 00:08:12 Well, fantastic. Let’s talk about some of the things you do with early stage founders. You know, one of the concepts you talked to me about was selling to learn versus selling to scale. What does that mean? And what what stage is that?
Speaker 3 00:08:27 Yeah. So a lot of founders, when they’re they come to me, they’re looking for help setting, a scalable foundation for go to market. And while I think that’s an admirable goal, oftentimes those founders, when I dig in, are actually in a different stage.
Speaker 3 00:08:43 They’re not ready to scale yet. They need to really refine they’re messaging their positioning, and even sometimes what the product does for their prospective customers. and in some of the, some cases, we’ve got customers who really don’t have much beyond a few design partners. And so they need to go and validate that what they are building will sell. and so I think of that as when you’re in the founder led sales mode, you should be really thinking about your objective is not creating scalable processes and playbooks, but rather learning and using that chance to optimize the fit between what you’re building and what the market needs.
Speaker 2 00:09:23 So we’re talking you know, we’re talking about product market fit. That is one of the most used and least understood, terms in early stage startups. What’s your definition for product market fit?
Speaker 3 00:09:37 Yeah. So I think there’s a couple components. and there’s a lot of people who’ve written much more detailed, you know, a perspectives on product market fit. And so I’m not going to try to, you know, rewrite all that.
Speaker 3 00:09:51 but I think the selling to learn phase is really about proving traction and, consistency, meaning that you’re actually able to sell your product and that that your customers, your early customers are using it and seeing value in the same way. That’s the selling to learn phase. And then I think to get to product market fit, you really also need to start to get into the selling to scale phase, which is that you need to prove that somebody that’s not the founder can sell this and that. You can actually you have some positive unit economics, meaning that the expected kind of post-acquisition value of a customer is greater than what it cost you to go and acquire a customer. and then the last piece of this is momentum, which is, you know, I’ve seen people talk about, you know, this is measuring like your inbound demand or the number of active deals that you’re working, but something like that, just depending on your go to market motion, needs to be compounding and accelerating over time to really feel like you have good product market fit.
Speaker 2 00:10:56 Terrific. So you’re you’re selling the learn. You’re you’re you’re figuring out what the problem you’re solving is. Do you have like a template for, for founders that you use to kind of like you find that they’re not organized enough and documenting what they’re learning. And how do you help them really crystallize that first stage?
Speaker 4 00:11:15 Yeah, it’s a good point.
Speaker 3 00:11:16 And and the key in what you just said is really writing things down and documenting it and then iterating over time. And, often founders are so busy, they wear many hats. And even if you’re in a team of 2 or 3 co-founders, often whoever is responsible for taking the product to market and doing selling is that’s not the only thing they’re responsible for. But I think, you know, of the activities that you can do, as a founder, writing down your process and building your own. You know, whether it’s like a one pager or a script, if you want. Some of that feels a little bit like too heavy. But, you know, doing the basics on that and then making sure you are reviewing your own calls and learning from them, each one like you is a is an opportunity.
Speaker 3 00:12:05 Don’t waste it. make sure you’re testing something out that’s very deliberate. And then when you find traction, make sure you’re repeating those things that work and discarding the things that don’t. Trying something else that’s new. That process, I’ve seen really help founders accelerate, especially with those first, you know, 10 to 20, conversations that they have with with new prospective customers. Those are really precious. And so you need to make sure you’re extracting as much value as possible out of that. so yes, I have some templates. but a lot of it is honestly just the forcing function of having a, you know, regular cadence with founders to go through this process and make sure that we are deliberate, about learning from from each and every conversation we have with prospective customers.
Speaker 2 00:12:50 Got it. Okay. So you’re working with founders. They’ve gotten their few initial sales. And, you know, they they’ve documented it based on some of the help that you’ve provided. So how do they make that bridge to non founder sales.
Speaker 2 00:13:05 That that’s a big one. And it’s really hard. But new people come in right. Because I think you and I talked previously as a founder you have this magic superpower right. You know the problem. You were passionate enough about the problem to start this business. You’ve you’ve built the product. You’re probably in love with the product, which has pros and cons. You’ve talked to customers, you can tell stories, but then you bring someone in who’s just knew. My goodness, that’s a that’s a giant chasm, right?
Speaker 3 00:13:32 Yeah, absolutely. And before I answer your question, there’s one other thing to that. That’s a bit of the founder sells magic, which is you can actually change the product, which hopefully.
Speaker 5 00:13:43 Hopefully, you know, so you have that that’s.
Speaker 2 00:13:45 Additional superpower.
Speaker 3 00:13:48 Yeah. Now if you’re if your first salespeople are also promising things and adding to your roadmap, maybe you actually haven’t solved for that one key part of the selling to learn, which is consistency. and so, you know, I’d say one, I think founders often bias towards wanting to bring somebody in, either as a full time sales person, or even sometimes as a, as an early sales leader.
Speaker 3 00:14:13 to early, I would say this selling to learn stages is really precious time. And being fully in control of the go to market is something that will only happen once. And so I would say make sure you really nail the criteria around selling to learn, which is that you’re actually getting people to pay for your product, not design partners, not, you know, 90% reduced rate below what you hope to be able to sell the product for. But like you’re actually selling your product and that you’re seeing consistency in both who you’re selling to. So like, what are my customers look like? You know, do I do I act? Can I take my early customer set and create an ICP from it pretty clearly as well as are they all using it the same way? One of the other things that’s.
Speaker 5 00:14:59 Selling it.
Speaker 2 00:15:01 To a consistent customer who’s using it the consistent way and probably, you know, getting getting consistent value that you can build upon. So those those four of the pillars. That’s right.
Speaker 5 00:15:12 Yeah.
Speaker 3 00:15:13 And and I think the, the other piece like that we often see in early founder led selling is there’s especially for technical founders who come who really know the problem well. They’re often adding in whether it’s like an explicitly a line item. They’re adding in services to right to make the product work. And it goes sometimes beyond onboarding. But, you know, continuing to to maintain the product, or to help build other processes to make sure that product plugs in. And that’s in particular for like mid, upper mid market and enterprise sales. but and that’s okay. I think you just want to really make sure that you’re not having to pivot too heavily in what each customer’s implementation of your product looks like, too. and it’s fine at the beginning. Explorer.
Speaker 5 00:16:00 Sure. But yeah, like, you want to pick the one that seems to be having a.
Speaker 2 00:16:03 Services enabled product. again, it’s a it’s a superpower, but also could be a challenge in terms of having tight product that’s repeatable. Right.
Speaker 2 00:16:11 And you know, when you talk about lifetime value in scale, that’s probably where you start seeing the impact of some of that customization versus you consistency, which I know is one of your tenets there.
Speaker 5 00:16:22 Yeah, absolutely.
Speaker 2 00:16:24 Okay. So you’ve done that. You’ve worked with the founder. They’ve done the discovery. They’ve done the learning. And now is that scary point. Like, I have to do something beyond myself. I have to scale. And, I think I wrote a blog way back when, you know, based on, you know, one of my founder experiences like, don’t we just need to hire salespeople? We just go hire salespeople or what’s the next step?
Speaker 5 00:16:48 Yeah.
Speaker 3 00:16:50 I mean, I think that that can be right. I’ve seen, you know, I think people consider one of three paths. Usually they’re either looking to bring on an SDR because the primary problem is actually about lead generation. And the founder still wants to run those early conversations. But what they need help with is, is creating demand.
Speaker 3 00:17:08 And that can be successful, especially if it’s a very technical product. And it would take a while to hand off, to somebody that can run a full sale cycle and close. the second is they want to bring in 1 or 2. I think it’s really common and popular nowadays to bring in two A’s. I think the idea there being that if you hire two at the same time, you can validate if it’s not working well, whether you know, it’s more about the person and the fit for the background that that person has and the role and the need. or whether it’s just not ready to be handed off yet. and then the third option is bringing in somebody who will be, a sales leader, or, you know, go to market leader that, you know, usually has seen this before and is ready to go back and do another lap starting at zero. But but takes more of an IC role at the beginning. I think that that is the third one is it’s really rare to find somebody who has truly done 0 to 10 million or something like that, and wants to take another lap.
Speaker 3 00:18:09 I think the most I’ve ever seen somebody do is two times. Yeah. it’s.
Speaker 5 00:18:13 Pretty exhausting, right?
Speaker 3 00:18:15 It’s extremely exhausting.
Speaker 5 00:18:17 Let’s go back.
Speaker 2 00:18:18 And, you know, I was saying that the hiring salespeople almost ingest because, like, I learned the hard way that, you know, maybe it’s not the last thing you should do, but someone, you know, a good sales expert said that’s the last thing you should do. And his point was, you hire salespeople and you haven’t documented all the things you’ve learned And put them into a positioning framework and maybe have a sales deck and all the things that you talked about earlier. If you haven’t taken those and turn them into something that you can train someone with. It’s really going to be difficult for those salespeople because they’re not just coming in and selling to their friends, right?
Speaker 3 00:18:49 That’s right. Yeah. I mean, I think, what we talked about earlier, which was the even when you are in that selling to learn phase and you’re iterating and experimenting and you’re changing what you do from call to call, you’re talking about writing it down and building a playbook.
Speaker 3 00:19:06 But that’s not the stage where you should be handing it off. When you can reuse the same playbook and you’re not having to change it every time. That’s when I think that’s a requirement for sure.
Speaker 5 00:19:17 Yeah, because now.
Speaker 2 00:19:18 You have something you can train someone with, right? That’s right. I suspect you’ve seen several examples of salespeople coming in and not having that training and surprise there. You know, not only are they not the founder, but they haven’t had the training and therefore they don’t get the benefit of that cell to learn cycle.
Speaker 3 00:19:36 That’s right. And look in a you know, in a pinch you can it is much more time intensive as a founder, but you can run those conversations and those processes side by side with your first aid, but then you’re just putting the burden of the work on them to create the playbook. I’ve seen it, you know, work better when it’s the founder doing that work with, you know, an advisor or somebody else that knows what playbook building looks like.
Speaker 3 00:20:02 and then the your first day, he walks into something with a much better chance of being able to successfully ramp, especially in those first, you know, 30 to 60 days where it’s critical to.
Speaker 5 00:20:12 Get a key.
Speaker 2 00:20:13 Element of of, you know, you’re offering do you help them build that, that, that toolkit, that, that playbook and what what are the chapters in that playbook?
Speaker 4 00:20:22 Yeah.
Speaker 3 00:20:23 So I mean, the really it depends on the selling process. For more transactional sales, you might need kind of like a one call closed script where you walk through everything from qualification and doing a mini demo of the product to position, you know, presenting pricing and then closing for, you know, enterprise sales cycles. It’s obviously much more drawn out. And you’ve got to have actually a series of playbooks around. Here’s how we run qualification and discovery calls. Here’s how we run demo and scoping calls. You know, here’s how we run our validation events. And then, you know, here’s how we run through the procurement process, legal and, you know, compliance and all those types of things.
Speaker 3 00:21:05 So it really does need to be fit to the market.
Speaker 2 00:21:09 The latter is an enterprise sales motion. The former is is much more of a, you know, SMB or that’s right. Higher, higher volume sales process. But you know, but but if you’re not a, a trained sales professional, you probably don’t have those playbooks lying around that you can just roll out.
Speaker 3 00:21:26 You know, and in fact, like there’s often you may be forgetting to do things like, hey, I’m running a sales, hoping to run a sales cycle, and eventually sell this product for hundreds of thousands of dollars. I need to have a, validation event or, you know, I need to to learn how to do a proof of concept, like some of those things. you know, just a founder may not be aware that that’s that’s generally how those that type of customer buys. So, yeah, a lot of these are just based off of best practice. And then we go from very early like first principles of, you know, how does this product need to be sold.
Speaker 3 00:22:03 And then we’re testing those over time and they’re kind of evolving. and then yeah, eventually your, your, your early sales people and your early sales later they’re going to create a different version of the playbook that doesn’t allow for founder magic. That’s a lot more detailed. that has, you know, some of the materials from your marketing, what your marketing team will eventually create around case studies in those types of things.
Speaker 5 00:22:25 Right.
Speaker 2 00:22:25 What are your thoughts on when to hire the sales leader?
Speaker 3 00:22:29 So I, I think it needs to be when you have pretty significant traction and multiple salespeople that are hitting and hopefully exceeding quota and ramping quickly. one of the challenges with hiring really good, like a VP of sales or VP of growth, as a startup, is that you’re asking somebody to take a pretty significant risk with their career. they tend to come from, you know, they tend to have done well and gotten with a company to series B, series C or beyond. And so the ones that you want are going to really rigorously do their diligence around the momentum that the company already has.
Speaker 3 00:23:10 and so you want to make sure that you have that like it’s I’ve worked with clients where we went out too early and just the caliber of candidates that responded to, you know, our posting was very different, even just three months later, because of how much more momentum we’ve been able to build and the, you know, the proof that we were succeeding in the market, and retaining customers and expanding customers, that type of thing. as well as just, you know, what’s your, your what’s your, you know, size of your company as a starting point, most of these, high quality VP’s are going to want to walk into a team of at least four A’s, all of whom are doing well, so that they can just build on something that’s successful.
Speaker 2 00:23:53 Awesome, awesome. That that makes that makes good sense. Terrific. So. So tell me where people can find you.
Speaker 3 00:24:05 well, feel free to visit my website, Dan Chapman. Com I’ve got a link there where you can book time with me, if that’s, something you’d like to chat about in more detail.
Speaker 3 00:24:16 I’m also just Dan at Dan chapman.com. If you want to shoot me an email and you can find me on LinkedIn, I’d be happy to connect. I need to be better about, about sharing some of these thoughts a little bit more consistently, consistently. but I’m planning to to start doing that soon. So look for for more content for me coming to.
Speaker 5 00:24:34 Well that’s.
Speaker 2 00:24:34 Terrific. And, anyone you want to shout out that the, that helped you, helped you, get to where you are now?
Speaker 3 00:24:42 Yeah, absolutely. I mean, there’s too many to name individually, but, to all the founders and investors who believed in me when I was just starting out and getting back into startups, you know, coming out of big tech, Google and all that. to the teams I’ve been honored to lead who make the job just so rewarding. and the, you know, the founders who trust me now as an advisor and a fractional CRO, I’m truly grateful for the chance to get to help people out along the journey.
Speaker 2 00:25:10 Hey, another another thing we like to do is share some, you know, obviously people can come talk to you specifically, but I know you’ve got some. You like your your reader and you’ve got some books that you think are really valuable on this topic. What would you recommend if people want to start out by just reading reading up on the topic.
Speaker 3 00:25:25 Yeah. I mean, look, if you’re starting from zero, there’s a lot of good, like classic sales books. I’ll talk about one that is relatively newer and that I’ve really enjoyed. And, you know, kind of like put some of the principles to use with my clients, which is the jolt effect. It’s a, really about, it’s a follow up to kind of the challenger sale. and it’s a great newer one. If you’re struggling to get buyers to commit to changing and understanding what it takes. like if you’ve got prospects who understand that what their, you know, their current approach isn’t working, they understand the value that’s on the table, but they’re there’s something that’s holding them back,
Speaker 5 00:26:06 Or taking the plunge stick.
Speaker 2 00:26:09 Which is get things moving. That’s a good, good word for it.
Speaker 5 00:26:14 Yeah, it’s a great book.
Speaker 3 00:26:15 And, you know, we don’t have time to go into all the principles. but, you know, I’ve spent some time with my teams kind of going over some of those. And it’s a very practical book. It’s not just theoretical like you can put those lessons to use right away. I’m also a big fan of not just sales books, but kind of broader business, reads. And I really liked, The Outsiders, which is about, you know, it’s like a series of stories about unconventional CEOs and how they approached, you know, their business and created, outlier type results. a classic book on strategy, is good strategy, bad strategy. And then there’s one, called the Success Equation, which is it’s a bit of a humbling read because it’s, it talks about understanding the impact that luck and randomness have had on have on success and, and even, you know, how to quantify that.
Speaker 3 00:27:12 And I think it’s something that, frankly, those of us in the world of venture, you know, should keep in mind, when we when we think about what we’ve done in the past, and maybe that, you know, it’s not just about us being great, but a little bit of luck involved too.
Speaker 2 00:27:25 Of course there is. That sounds great. I’m going to I’m going to write those down and check them out. Dan, this has been great. Great great topic. I wish you best of luck. And I’m sure that your your clients are happy to work with you and really dive into this. There’s nothing more important than early sales, early stage sales, traction. And I love your focus on it and look forward to continuing our conversation. Thanks for joining us this morning.
Speaker 3 00:27:49 Yeah. Thanks, Julian.
Speaker 1 00:27:54 Thank you for listening to the Growth Elevated Leadership podcast. If you enjoyed this episode, would you please follow us and subscribe on your favorite podcast player and we’d be grateful if you recommend it to a friend.
Speaker 1 00:28:05 If you’d like more resources on how to become a better leader in business, we invite you to visit us at Growth elevated.com. We’ll be back next week with more insight from another great tech leader. Thank you.
Rob Seolas – Co Founder and CEO of ObservePoint
In this episode of the Growth Elevated Leadership Podcast, host Julian Castelli interviews Rob Seolas, co-founder and CEO of ObservePoint. Rob details his journey in establishing ObservePoint, a Tech Company focused on data privacy and governance in marketing technology. He discusses the initial challenges of finding product-market fit, securing enterprise customers, and the funding journey. Rob also highlights the importance of building a strong company culture and shares lessons learned, such as the value of mentorship and maintaining mental and physical health. The episode offers valuable insights for tech leaders and entrepreneurs navigating their own growth journeys.
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
Timestamps
Introduction to the Podcast (00:00:02)
Julian introduces the Growth Elevated Leadership Podcast and its purpose of sharing insights from tech leaders.
Introduction of Rob Seolas(00:01:20)
Julian welcomes Rob Seolas, highlighting his achievements and role as co-founder and CEO of ObservePoint.
Background on ObservePoint (00:02:31)
Rob shares the inception of ObservePoint and its focus on data privacy and governance in marketing technology.
Catalyst for Starting ObservePoint (00:03:28)
Rob discusses the initial market pain points that drove the creation of ObservePoint, focusing on martech governance.
Challenges in Martech Implementation (00:04:34)
Rob explains the complexities faced by marketers managing various martech technologies on their websites.
Finding Product-Market Fit (00:05:53)
Rob recounts the journey to discover product-market fit, highlighting their first major customer, Turner.
Bootstrapping and Early Challenges (00:07:37)
Rob reflects on the challenges of bootstrapping and the difficulties faced with a lightweight product for heavyweight clients.
Raising Capital (00:10:09)
Rob discusses the decision to seek capital due to competition and the need for resources to grow.
Series A Funding Experience (00:11:10)
Rob shares insights from their successful Series A funding round and their growth trajectory post-funding.
Preparing for Series B (00:12:16)
Rob outlines the milestones that indicated readiness for a Series B funding round, including customer growth.
Technology Challenges and Growth (00:13:22)
Rob describes the technical challenges faced while scaling ObservePoint and the impact on customer retention.
Advice for Overcoming Challenges (00:14:55)
Rob offers advice on managing technology development and scaling effectively in a competitive market.
Proud Achievements and Company Culture (00:17:20)
Rob highlights significant accomplishments, including awards and the strong corporate culture at ObservePoint.
Company Culture and Connections (00:18:18)
Rob reflects on the enjoyable work experience and strong connections formed at ObservePoint.
Transition to Auto (00:19:05)
Julian prompts Rob to share his experience with a new business called Auto post-COVID.
Rebranding Auto (00:19:17)
Rob discusses rebranding the company from “First Secure Administrators” to “Auto” for better market alignment.
Challenges in the Automobile Industry (00:20:29)
Rob explains the instability in the auto market and the need for a tech-focused approach.
Spinning Off Metrics AI (00:21:10)
Rob shares the decision to create Metrics AI by extracting the tech side from Auto.
Lessons from Experience (00:22:14)
Rob reflects on the importance of finding coaches and expertise for business growth.
The Importance of Coaching (00:23:19)
Rob emphasizes the value of performance coaching for CEOs, comparing it to Olympic athletes.
Finding the Right Coaches (00:24:26)
Rob discusses the challenge of finding effective coaches and the perception of CEOs needing help.
Transitioning to Coaching (00:25:07)
Rob shares his experience with Petra, a coaching group focused on helping businesses scale.
Scaling Executive Teams (00:26:25)
Rob highlights the importance of executive teams evolving as businesses grow.
Mental and Physical Health (00:28:40)
Rob talks about the significance of longevity science and its impact on future leadership.
Recommendations for Longevity (00:30:15)
Rob suggests resources like Brian Johnson and David Sinclair for practical longevity advice.
Key Aspects of Health (00:32:09)
Rob outlines efficient exercise and diet strategies for maintaining health and longevity.
Mental Health Awareness (00:33:10)
Rob emphasizes the importance of mental and emotional health in overall well-being.
Contacting Rob Seolas (00:33:53)
Rob shares how listeners can connect with him via LinkedIn or email.
Speaker 1 00:00:02 Welcome to the Growth Elevated Leadership podcast with Julian Castelli. Each week, we talk with senior tech leaders to explore stories and insights about the challenges involved with growing technology companies. We hope that these stories can help you become a better leader and help you navigate your own growth journey.
Speaker 2 00:00:27 Hello and thank you for joining the Growth Elevated Leadership Podcast, where each week I talk to entrepreneurs and leaders in the tech industry. past guests have included CEOs and CXOs of great companies like Work Front, Healthcare, Rebecca Systems in Moment, Vox, Pop me, the San Francisco 40 Niners, and many more. this episode is brought to you by Growth elevated at growth elevated. We’re a community of tech founders, CEOs, and CXOs who are committed to working together to share best practices and learnings in an effort to become better leaders. We do this through educational programs like this podcast as well as our blog and of course, our annual tech summit up in the Wasatch Mountains of beautiful Utah. If you enjoy skiing and working and networking with other tech leaders, check us out at Growth elevated.com.
Speaker 2 00:01:20 Today I’m super excited to welcome Rob cialis to the podcast. Rob is a a technology leader and and CEO in Utah. He has a proven track record of driving, business transformations. And one example we’ll talk about today is, is the strategic rebranding of auto that that led to almost ten X revenue growth. His expertise is in talent acquisition, team building and strategic partnerships. And he’s used those those capabilities to to fuel growth and success. As co-founder and CEO of Observe Point, he expanded the company globally, securing strategic partnerships and achieving significant financial milestones. his leadership is marked by a focus on innovation, operational excellence, and cultivating a strong corporate culture. Please welcome to the show, Rob. Silas.
Speaker 3 00:02:13 Hi, Julien.
Speaker 2 00:02:14 Hey, Rob. How are you?
Speaker 3 00:02:15 I’m doing well. It’s great to be here.
Speaker 2 00:02:17 Yeah. Thanks. Thanks. Great to have you on here. today, I’m looking forward to catching up with you. So, you know, tell us a little bit about Observe Point. You know, you and I got to know each other many years ago when you were the CEO of Observe Point.
Speaker 2 00:02:31 It’s a it’s a very successful company in Utah. You you raised several rounds and grew that for for several years. you know, give us a little background about that company, how you got involved in it, and what do they do with their customers?
Speaker 3 00:02:44 Yeah. You bet. Well, sir, point was just a terrific, you know, ride in a in a great company. And it’s even better company today. The company was co-founded by myself and John Pestana and we really understood that you’ve got to get your head around data privacy and governance and what’s happening on your website. And so we just recognized the need in the market and decided to kind of jump right in. And this was back in, 2011, 2012 when we really kind of got started.
Speaker 2 00:03:15 And it was it, was it the regulatory, was it driven by regulatory complexity, just cybersecurity complexity? What was the catalyst that you saw in the marketplace that said, hey, we can we can we can help people deal with this?
Speaker 3 00:03:28 Yeah, that that’s an important component now.
Speaker 3 00:03:30 But it was not a very important component in the early days. The early days when we started, the company was just around the pain of implementation and governance around martech, martech.
Speaker 2 00:03:41 So really marketing and all those, all those cookies and, and, tags that you’re putting on.
Speaker 3 00:03:45 Yeah. I mean, you better have an idea what’s happening on your website. Right? That’s that’s really what it comes down to today. Back then, it came down to you’re a marketing practitioner of an analytics team in a big digital company, and you’re trying to manage all these different martech technologies that are rapidly changing and understand what’s happening. And there’s just a need to kind of manage and govern that. And that’s kind of where we started. We’re almost at the execution layer, if you will.
Speaker 2 00:04:11 You know what? I’m remembering our conversations back then and and I recall you saying, like, hey, you might be in your second or third iteration of team leaders in marketing, and you have all the the baggage from previous teams still on the website, and you might not even know it.
Speaker 2 00:04:25 So you might have multiple different cookies or, or, automation, tools doing the same thing or maybe even working contradictory to each other. Right?
Speaker 3 00:04:34 Absolutely. Yeah. I do remember that conversation that was and still is a really standard pain point because large brands, large companies usually have a lot of cooks in the kitchen, and it’s pretty messy in there. And so who’s actually collecting what, when and where? Who owns that? has always been a real problem in the martech space on websites in particular. And now it’s it’s changed a little bit Now the market says you better govern and understand what’s happening on the website. And so part of the regulatory piece that you mentioned has really become a reflection of the growth of martech. And and frankly, at times, companies inability to not get every little piece of data that they possibly can on a, on somebody. And so that’s kind of a response to it saying, hey, you need to tell us what you’re actually collecting and make sure that’s all that you’re collecting.
Speaker 3 00:05:23 And, you know, that’s a difficult thing for, you know, marketers. that’s what I observed. Point exists. And that’s the problem that we solve.
Speaker 2 00:05:32 Oh, terrific. Okay, so you’d seen this problem. obviously you and your partner were very active in web marketing historically, so you kind of in this space, you saw it. And who were you? Who were you selling to? you know, how long did it take you to find that product market fit, where you understand the buyer and who had the pain at the customer?
Speaker 3 00:05:53 Well, in the early days, the initial thrust was into large enterprise, our first real key customer that really changed the business. And this is a kind of a story into itself, was we landed Turner. So Turner’s all the different Turner properties, including CNN, which at the time was one of the most trafficked websites in the world. And with that, we were able to really, really leverage that the, the, the problem that kind of that happened, you know, when, when people in, in our tech world say, you know, that first whale customer is really, you know, a dangerous customer because they can kind of like take you places you don’t necessarily want to go.
Speaker 3 00:06:32 And that’s that’s a little bit about what happened to us. But in a way that was a little bit unexpected. It was just that by being bootstrapped and, and then raising a really pretty modest series A, I think we were really under horsepower to try to attack a enterprise company as a really small brand. So we built kind of a lightweight product that. But for heavyweight type customers. and so we experience some real pain there. I would say the product market fit is only come in the last 2 or 3 years, where the market’s really kind of come to us in the technology chops of the company have really, improved dramatically. And because of that, you know, the company is well positioned now. And and that’s an interesting story too for people. Sometimes it takes time, which is the most frustrating answer anybody ever wants to hear.
Speaker 2 00:07:20 Oh, absolutely. That, you know, you’re under pressure the minute you take capital or even even before you said you bootstrapped. I mean, let me let me be really clear that that’s not a lower stress situation, right? Because you’re constantly trying to create capital.
Speaker 2 00:07:33 How long did you bootstrap like let’s let’s start. You started this company when in 2012.
Speaker 3 00:07:37 Well, we actually started before that, but it was not a real serious priority for myself or for my co-founder, John Pestana. I had sold a company with myself and two other founders to think partnership, and so I wasn’t particularly really ready to go out and do something. And, you know, John was, you know, figuring out how his transition from, you know, out of armature would eventually play out. And so it’s just a real light discussion. We really didn’t get going until we picked up Turner. Is that launch customer. Then we really.
Speaker 2 00:08:08 It was that early before you had even.
Speaker 3 00:08:10 Yeah we.
Speaker 2 00:08:11 Do it. So you get a whale very early okay. Now I see the gravity of that situation.
Speaker 3 00:08:16 That’s right. A couple developers, you know, you know, landing away. Right. We were bootstrapped and and our in the absurd point solution is a highly technical solution. It’s a highly, complex series of problems to solve.
Speaker 3 00:08:30 Imagine every single page on everybody’s website. Exactly. All the different martech technologies that are happening, the dynamic changes that happen every moment of every day. Being able to crawl all of that, catalog that and report that back to the brand with any type of accuracy. That’s a really hard problem to solve. And that nut’s now been cracked. But it was really hard in the beginning, and it made us, you know, the way it was going, wherever it really wanted.
Speaker 2 00:08:55 Okay. Yeah. He’s working. I see the boat being pulled by the whale. Especially if you only have a few few employees. You haven’t raised any capital yet. And so, you know, before that big enterprise customer, were you thinking you’re going to have a light, a light stack for kind of the SMB market or you really we just weren’t sure.
Speaker 3 00:09:14 Yeah, I don’t think we were sure. absurd point exists for anybody who has a website. And so I think we kind of thought, well, anybody who has a website, but it really turns out that the pain points exist highest at the enterprise level, and then they have the, the budget to be able to go out and to add a solution that helps resolve and remediate that for them.
Speaker 2 00:09:35 So when you, you know, again, whether it’s by a priori strategy or you, you get a whale hooked and starts pulling your boat around, you’ve got an enterprise customer, you’re starting to focus on the enterprise customer. Is that what drove you to say, hey, we need to put some capital in this and and do full time engagement. You know, for you and John.
Speaker 3 00:09:52 That was a big part of it for sure. The other was some entry of competition into the market. that that kind of changed, I think the outlook, we felt like the market was going to happen quickly, and if anybody else came in and got a big chunk, they’d catch up very quickly to where we were at. So it was time to the market.
Speaker 2 00:10:09 Yeah, actually, I think that’s a negative and a positive. Right. Because it’s a negative. You no longer have your own ocean, but positive is your validation that this is a real problem. People want to spend money to solve. Right.
Speaker 3 00:10:20 Exactly.
Speaker 2 00:10:22 Okay. So so when did you raise your, your first round and, and, you know, tell us a little bit about your, your, your funding journey, because sometimes we use those as benchmarks in terms of, you know, when you’re ready to raise a series A and, and, and what you learn from that experience. And then I know you guys raised a very successful series B and you know, you know, I’ve grown to to to be a very meaningful company at this point.
Speaker 3 00:10:43 Sure. We the first round was 2014 with Pelion, who are been absolutely fantastic people to work with. Chris Cooper and and Blake, who generally are best probably known through that firm, are just tremendous VC individuals. I mean, they they always are rooting for you. We never had an issue at all. Super positive experience with them.
Speaker 2 00:11:10 Fantastic. And so you raised that series A like, how large were you as a company at that point?
Speaker 3 00:11:16 we just crossed a million and RR and okay, $4 million round.
Speaker 2 00:11:21 Fantastic. And then, you know, how far did you grow before you started looking and saying, okay, maybe series B, we can double down here? Yeah.
Speaker 3 00:11:31 Well, when we, we had been like really serious bootstrapping. So when we decided to go ahead and, and, you know, take the loan, we were, we were eyes open that that’s really what it is. It’s an equity investment. But it’s kind of like a loan you have to pay back. And it just kind of changed the dynamics of like, we got to go. Obviously that money was raised to grow the business, not to sit there and with that, we very quickly went into negative burn, hired a lot of people, and kind of started going down that trajectory. So we were to almost at three years before we, raised our series B with Mercado,
Speaker 2 00:12:10 And, and, you know, what was the milestones you hit that kind of gave you say, okay, now we’re ready for a series B?
Speaker 3 00:12:16 Well, there are a couple, customer count came was coming up significantly.
Speaker 3 00:12:20 We had some, you know, really great wins with kind of exceptional brands, you know, Lowe’s American Express, you know, at one time, you know, 250 out of the fortune 500 companies. I think that number probably even higher now, obviously, as the company has grown. But we had we were getting significant early penetration, like we were starting to knock off these really big brands. And we have a, you know, credible NASCAR slide, if you will. And that was kind of.
Speaker 2 00:12:49 You had you had half the fortune 500.
Speaker 3 00:12:51 We had between that and some agencies that kind of service, those, we had very early deep penetration into that market. But that but that was also that same kind of problem. We were a lightweight product in a heavyweight market, and we did a great job punching above our weight class. optically, our a partnership with Adobe, that were incredible to work with. We just did an amazing job, I think punching above our weight class, but it was a hard technology problem to solve, and we were kind of really underpowered there.
Speaker 3 00:13:22 And that that led to just not being able to retain those customers on the basis that we wanted to. That led to a not not a, not negative retention, but overall just kind of real flat to soft retention. and then the problem we the problem started getting bigger and bigger. We had more of these bigger customers and it’s very difficult to catch up. This was also at a time when the technology landscape was different too. We couldn’t scale with AWS because AWS didn’t have some of the loops and hooks that we needed, and hadn’t even built out some of the functionality we were buying servers.
Speaker 2 00:13:59 Wow.
Speaker 3 00:14:00 Yeah, we were we were buying racks, buying servers because of what we were trying to do to solve this problem, to be accurate. And so it just became a much more expensive business. It became a much more, you know, hard, hard core engineering business, deeper technology business, especially with our customer base. And we were just probably under horsepower in a lot of ways.
Speaker 2 00:14:22 So with the benefit of what you know now, you know, whether it be something you might have done differently, you know, you, you, you had this great traction and, and demonstration of need from the marketplace.
Speaker 2 00:14:34 Maybe, like you said, they’re punching above your weight in terms of the size of these companies. You know, what do you recommend to someone who’s got that kind of challenge today in terms of how do you, you know, catch up from a capital, from an expertise, from a capabilities perspective, what you know, if you could, like, rewrite the story, what? What would you have told your younger self?
Speaker 3 00:14:55 Yeah. I think, to really understand how long the lag is between, you know, in the creation of technology. Right. it just you can add a sales person and they can go out and contribute to the business, you know, within 60 to 90 days. And that’s at the time when a, generally a developer starts feeling relatively ramped and in the business, and their contributions are still much further down the way. I think it’s it’s a different landscape now. So I don’t know if the I don’t know if the exact same lessons kind of almost apply in the same way, but it does take longer and it’s harder to build tech.
Speaker 3 00:15:29 And so it just needs more time. And so when you scale, scale with the hard stuff, first, scale with the things that are more difficult to scale first, it’s easier to add the lighter weight stuff. And we kind of added all of it once. And so one, you know, even exacerbated the problem. More of what we had, you know, being a heavyweight with the lightweight, lightweight budget and kind of a lightweight, sized business talent, headcount experience, those type of things.
Speaker 2 00:15:57 Yeah. Scaling technology is hard no matter what. But then when you, when you have to go to enterprise, I mean quite often that’s an entirely separate chapter for companies as they go along the journey. And it I’ve never seen it be a six month exercise or a one year exercise. It always takes longer than than than you think. And it sounds like you had that challenge even maybe before you were ready, which is a blessing and a curse, I guess.
Speaker 3 00:16:23 Yeah, that’s right. It is a blessing and a curse.
Speaker 3 00:16:26 And I think a lot of the companies that come through it often, I think, you know, either have a they just basically solved that technology problem sooner. They’re able to solve it soon enough that it doesn’t become a little bit of a ticking time bomb later. And we were able to kind of diffuse it barely, and, and move forward, in the last 3 or 4 years. There’s, you know, since I’ve left the company, John stepped in to really focus on technology and product. Then it’s been a complete landscape change, and now the product market fit is really there for the business, and the business is primed for a pretty exceptional run going forward.
Speaker 2 00:17:08 Oh that’s exciting. So, you know, what were some of the we’re talking about the challenges, but talk about some of the things you’re most proud of at the journey and any, any milestones or accomplishments that, you want to highlight?
Speaker 3 00:17:20 Yeah. There was a couple different things I, I thought did particularly well in the business.
Speaker 3 00:17:25 I mean, we, we won the awards that you win when you do certain things. Right. We made the Deloitte 500 list on the on the tech side that’s, you know, an enviable list to to be able to get on, you know, 5 or 6 years we were, you know, multiple years were Mountain West capital, you know, top 50 fastest growing in the state of Utah. So and that continues still. So the lot is just tremendous thing. I think we built a really good culture, a culture that people that care about each other and are dedicated, trying to solve hard problems. I think that was, a really good piece. I think the company did a good job of finding talent every place you could find it. you know, we had we have we’ve had a, you know, an amazing story of somebody that started at the front desk. And, you know, she’s now in senior leadership, you know, over at a at a public company. that’s.
Speaker 2 00:18:18 Awesome.
Speaker 3 00:18:18 So those type of things, I think we did, you know, particularly well and I’m proud of that. I, I see people that I worked with, you know, currently and because I’m still on the board and while I was active as CEO and there’s a deep connection and I get a lot of people saying that was the funnest company in the funnest place and the most enjoyable work experience I’ve had. And I’ve heard that heard that enough times to to really believe that. And it means a lot to me.
Speaker 2 00:18:47 Well, that’s awesome that that speaks to the culture you’re able to build. And and I know that special bond you have with the with with those team members that helped you, helped you build it. So that’s a that’s it’s one of the real upsides of what’s often a very challenging process. Right.
Speaker 3 00:19:03 For sure. Absolutely.
Speaker 2 00:19:05 So okay, so you had a great run there. And then you, you you jumped into a business called auto and and you, you know, it feels like the impact was a little faster in this one.
Speaker 2 00:19:15 Tell it tell. Give us the quick overview of auto please.
Speaker 3 00:19:17 Right. Yes. it was, you know, Covid year, right. Coming right off. Covid is, so, you know, a lot of different businesses were trying to find the talent and I was looking for like a next opportunity. And I didn’t, you know, have a lot of familiarity with the founder or the investors at the time. But I was I was brought in by one of investors. I did know, and it was a great little company. It was servicing independent car dealers and it was a it was a tech play. And they had actually like homegrown, some pretty interesting tech, and it just needed a kind of more experienced, I think, scaler to come in and try to help scale the business. I think the first thing, the biggest thing to mention there is just kind of getting your branding and your and your feeling right for the for the market, for what you’re trying to communicate. There was a kind of a founder name called First Period Administrators, and I rebranded it as auto.
Speaker 3 00:20:12 And that really did just instantly.
Speaker 2 00:20:15 Tell us the before and after again, I think, I think I like the second one, but give us the the first name was what.
Speaker 3 00:20:20 First secured administrators.
Speaker 2 00:20:22 That’s a tough one. Yeah, that’s a tough one. I thought it was a lot easier to remember and logically associate with the industry. Right.
Speaker 3 00:20:29 Yeah. Auto with two T’s. It’s like it’s it’s been really great for that business. So you know grew the business a lot there. you know that’s an interesting space as well. There’s been so many businesses that have been really impacted by what’s happened in the marketplace, and that one in particular, you know everybody who’s been paying attention to the used car market and new car market knows the automobile industry is super, unstable with inventory problems for a long period of time, you know, shortages in parts and then inflation and interest rates. There was a lot of headwinds in that business. And, you know, ultimately, I thought the business could be better served by being more of a tech focused business.
Speaker 3 00:21:10 And the founder really had his original vision and wanted to continue going down that original vision. I really respect that. So, you know, we decided to spin off the technology side into a little business to see what that would look like, to kind of test the marketplace. And that’s that’s a quick company I’m involved with as a founder called metrics, metrics AI. So it’s basically pulled the tech out of out of auto enabled to leverage that into a different market, which has been it’s been a fun little couple of months doing that.
Speaker 2 00:21:40 Well, fantastic. Congratulations on that. So, you know, now you’re at a point where you’ve been through the grind at a at a business, you know, taking it, you know, through from from, bootstrap through series A through series B, getting to be a meaningful size company, you’ve been able to take some of your expertise and apply it to another, another tech company in the vertical, you know, software space for, for autos. you know what, if you look back at this, what what are some of the biggest lessons you you carry forward if you had a chance to do it again?
Speaker 3 00:22:14 that’s really hard.
Speaker 3 00:22:16 how much time do we have? Right.
Speaker 2 00:22:17 Pick. Pick 1 or 2.
Speaker 3 00:22:19 Yeah. I think anytime you you’ve been an operator, you look back. I think number one thing is, you know, find coaches and expertise. I did that observe point, but I did a little late. And so find others that you can really, help pull you out of the day to day part of the business. or if you’re the type of CEO and that is actually very outwardly facing the business and don’t spend a lot of time finding a coach that helps you integrate and pull that into the business on like an execution layer. Those are the things that are important to. And so the best. You know, we just got done watching the Olympics. Every single person that made the Olympic team that there for any major country had multiple coaches. Yes, multiple levels of performance, performance coaching, nutrition, coaching, all these different kind of things. And except for.
Speaker 2 00:23:11 That guy in the in the the handgun shooting who just kind of walked off the street and won.
Speaker 3 00:23:17 Well yeah. Yeah.
Speaker 2 00:23:18 Well there is.
Speaker 3 00:23:19 Yeah, yeah. He showed up late after buying a pack of Lucky’s, you know, across the street. I mean, it’s it’s pretty amazing what I love.
Speaker 2 00:23:26 Watching that again because like, you know it obviously was a was a big hit with the media. But I went and watched that and I noticed like, you know, all around him there’s the coaches huddling with all the other other people. And you know, sometimes you have just the Clint Eastwood style. He just comes and goes out and shoots. But we all look at that and say, that’s what you should be as a founder, right? Like, like that guy. But the truth is there were 50 competitors and everybody else was working with with with coaches.
Speaker 3 00:23:49 That’s right. Yeah. And it might be that he works diligently with the coach in prep.
Speaker 2 00:23:54 Yeah. Behind the scenes. Right.
Speaker 3 00:23:56 But not in performance in like in at the actual performance. And that’s probably a great lesson of coaching too, is find the type of style that works particularly for you and and what you’re particularly needing and kind of week on if you will.
Speaker 2 00:24:09 Yeah. So so okay so you’re looking back. You do that sooner. Where would you look. How do you find these people. Right. You talk to your your board. Do you talk to your your investors. Like how do you you know you’re it’s not it’s not as easy as you think. Right. There’s a reason why both you and I didn’t do that immediately.
Speaker 3 00:24:26 Yeah, I, I think there’s there’s a perception issue, that hopefully I think is changing, for, for a lot of, you know, CEOs, you know, I grew up with a and understanding CEOs like, you know, like Steve and, you know, nobody thought Steve We’ve needed a CEO coach because he didn’t need a CEO coach. But he you know, he’s a pretty unique individual. and there’s other parts of his life that, you know, maybe in with some hindsight, we don’t look at in the same glowing way that we did maybe at the time, especially with the work life balance that I think a lot of people have come to understand is a real high value to them.
Speaker 3 00:25:07 so finding performance coaching and doing that and there’s they’re all over the place. you know, that’s one of the things I’ve started to transition into because I just so believe in it. I’ve started, coaching with Petra. Petra is a been a tremendous, you know, group to join. There’s only about a dozen of us, to even, like, possibly come a coach. You have to have a pretty amazing track record as a 20 year plus, type of executive. And, you know, we come in to really try to help businesses, scale up into bigger, better, more performant businesses. And we really sit there at the execution layer. And it’s been that’s my favorite layer of the business. It’s kind of the most interesting to me, so I’ve really enjoyed doing it to basically sharpen my skills as well. And it makes me a better, better individual and a better person as a coach because I don’t want to stand in front of people without knowing and believing in what I say and what I do and and how I live my life.
Speaker 2 00:26:12 Well that’s awesome. That’s great to hear that, that you found that and are paying it forward through your experience and, and in partnership with this group like Petra and, I, I’m glad to hear you’re enjoying it.
Speaker 3 00:26:25 It’s it’s been pretty incredible experience. I’ve been in front of companies. I never thought I would buy asphalt companies, veterinarian, pharmaceutical supply companies. But you very quickly understand how important it is that executive teams scale and grow with the business. And so for, you know everybody that listens to to you, Julian, in this podcast, you know, you have to find people that work for you now and in the future. And that doesn’t mean that they’re along for the ride forever. Some people in early part of businesses that are amazing Swiss Army knives, you know, that’s where they should stay in the business on the executive team. And that’s probably one of the hardest things to learn as a CEO is there’s a time and a place for just about everybody, including yourself.
Speaker 2 00:27:12 And that is a huge that is a huge lesson.
Speaker 2 00:27:15 And it’s almost impossible to to come in with that expectation, right? Because there’s so many forces that are trying to emotionally and circumstantially and, and pressure wise, you know, causing you to fall into that trap. And it’s one of those ones that I find is the easiest to recognize. Looking backwards.
Speaker 3 00:27:33 Agreed. It’s certainly hard to see in the moment, isn’t it? And that’s why sometimes, you know, coaching or advising, whether you’re talking to your board and you hopefully you have that kind of VCs that I was lucky enough to have, that I could do those type of things and have those conversations. But that’s really important to be able to to, you know, get out of the weeds and really understand what’s working in the business and what’s not. And it’s tough to do that when you’re in there hacking away, building the path for everybody else. But that’s what you have to do at times as a CEO. So you know that going in between those altitudes, I think, has always been the most difficult challenge for CEOs trying to scale companies.
Speaker 2 00:28:11 I think that’s a great, great lesson. And, I’ve heard it many times before. I think that’s that’s something that, would be really valuable to learn. the other thing, going back to the Olympics, you’re very passionate about about mental and physical health and longevity. Yeah. I’m going to embarrass you a little bit, but I think you you you shared that, you know, you looked at your biological age, and it was it was incredibly impressive and better than mine. So, you know, talk to us a little bit about longevity.
Speaker 3 00:28:40 Well, I think if you know the future is going to be very different. And for one of the reasons is, I think longevity science is very quickly figuring out how we dramatically slow aging. my most recent test is, you know, I’m I turned 53 this year, and my DNA test, which not everybody believes in, says I’m 43.
Speaker 2 00:29:02 So congratulations. I just got ten years there. That’s fantastic.
Speaker 3 00:29:06 But, you know, being healthy is a great part of performance.
Speaker 3 00:29:10 If you can’t, if you want excellent performance on the outside, you have to have excellent performance I think on the inside. and part of that is having a focus on, you know, longevity and, and overall health and my sense of what longevity science is going to do is it’ll change the landscape. I mean, we might have a CEO who’s 100 years old on the inside, but we’ve done so much with the longevity that they, you know, function like a 35 year old with that kind of drive. And what does that mean for the future of leadership? I think that’s a big part of what’s going to be answered here in the next 20 to 30 years, because I think we’re that close.
Speaker 2 00:29:46 So I can’t think of anything more exciting. Right? It’s the it’s literally fountain of youth at the same time. I’ll use myself as an example. I get excited about that when I, when I hear the success someone like you has had. And then I get intimidated by the, the mass of information that, you know, and people trying to sell you this supplement or that, like, do you have a recommendation of one source? If I wanted to learn about longevity and something that has some practical but but, but you know, in a busy lives of CEOs.
Speaker 2 00:30:14 Yeah.
Speaker 3 00:30:15 The guy who’s the guy who’s probably got the most noise, but and the most accomplishments and the most science, while at the same time probably having the biggest number of detractors is Brian Johnson, who’s actually a Utah ex Utah. He’s ex Braintree Venmo.
Speaker 2 00:30:29 Okay.
Speaker 3 00:30:31 and it’s a fascinating story on its own, but he’s probably done the most to try to take this amount of knowledge. He’s like, he’s hired an entire staff and spends millions of dollars a year trying to analyze the information, and then he makes it all free. And then he says, this is what he’s doing. He’s now he does now have a product and supplement that he sells, but he encourages you to do it other ways to only do it that way if you’re too lazy to do it any other way. and I kind of like that approach. I think he’s honest in his approach and is about as good a source as anybody. Doctor David Sinclair and of the Harvard MIT lab, he’s probably the best. If you really want to get to right to a technical source.
Speaker 3 00:31:10 He’s been on Rogan most multiple times and multiple podcasts. So David Sinclair is a is a good initial taste of what longevity science has in the future as well, because he’s on the cutting edge of what they’re doing on the actual lab side of it. Brian Johnson’s on the actual cutting edge of how we practically apply that to our lives, which is really the really easy fundamentals. Sleep sleeps. The most important thing that you do if you don’t sleep for 24 hours, you’re basically blowing like a point one. You’re you’re essentially be DUI. That’s how bad our decision making is without 24 hours for most people. That’s number one. Number two is basic exercise. Nothing crazy like the for longevity. It’s the minimal amount of exercise with the maximal, input towards health and lifespan. So you’re not saying let’s go run a triathlon. That’s bad for the body. The longevity experts say let’s go the minimal with the most impact. So it’s efficiency which everybody in this audience will love.
Speaker 2 00:32:09 So what’s an example of that? What do you what do you what’s your go to.
Speaker 3 00:32:12 Well so like you can do like an hour workout and just do a like a light dumbbell hit workout and get kill two birds with one stone. You’re doing some weight training and you’re raising your heart rate in an interval type, hit oriented way. that’s like 35, 40 minutes a day. And between that and then a good diet. Mediterranean is probably the easiest. But there’s a lot of good diets. That’s where most people get hung up. Most people get way too wrapped around the axle of diet.
Speaker 2 00:32:41 Right. And the supplements and this and that powder and pill.
Speaker 3 00:32:45 And that’s why doing like the blueprint kind of way is easy, because you said, look, this is three years and millions of dollars of research. Use it this way if you don’t want to figure it out yourself. But if you want to buy it yourself, here’s how you do it. and then the last, the last couple that I think have to be mentioned is just a mental and emotional health. We are now, after living through Covid, really understanding what’s happening with mental health.
Speaker 3 00:33:10 And I think, you know, there’s questions on social media and all these other types of things. I think it’s much more aware than we’ve ever been, and it should be a healthy, normal part of our discussion in our health is our mental and emotional health. Because who wants to live forever if you’re not happy? Who wants to live? Who wants to live a long time? If you feel depressed or anxious all the time, right? So everybody has to be healthy, healthy mind and body.
Speaker 2 00:33:34 And the impact that it has on your team. Who wants to work for a grouch or someone who hasn’t slept for 24 hours, or someone who’s not happy meant, you know, mentally and physically. So I think that’s a great point and I’m grateful for you bringing that up. So, Rob, this has been a fantastic conversation. Where can people find you today?
Speaker 3 00:33:53 Easiest way is probably LinkedIn. Or if you want to send me an email. Feel free Robert Tsai.
Speaker 2 00:33:59 Awesome. Well, Rob, thanks for taking time today.
Speaker 2 00:34:01 I hope we’ll see you at the The Tech Summit in January. And well, appreciate appreciate you joining us today.
Speaker 1 00:34:12 Thank you for listening to the Growth Elevated Leadership Podcast. If you enjoyed this episode, would you please follow us and subscribe on your favorite podcast player and we’d be grateful if you recommend it to a friend. If you’d like more resources on how to become a better leader in business, we invite you to visit us at Growth elevated.com. We’ll be back next week with more insight from another great tech leader. Thank you.
Trail Marker: How to Hire Slow and Hire Well
In this episode of the Growth Elevated Leadership Podcast, host Julian Castelli unpacks the 2nd half of the old adage Fire Fast/Hire Slow and digs into the details of how to hire well by hiring slow. He emphasizes the importance of a structured and data-driven hiring process, advocating for standardized job descriptions, candidate scorecards, and a consistent interview process. Key points include the philosophy of “hiring slow and hiring well,” the benefits of data-driven decisions, and the efficiency gained from a structured approach. The episode concludes with a call to action for leaders to refine their hiring practices to ensure better outcomes and stronger teams.
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
Timestamps
Introduction to the Podcast (00:00:02)
Julian Castelli welcomes listeners and introduces the theme of effective hiring in tech companies.
The Importance of Hiring Slowly (00:00:27)
Discussion on the balance between hiring slowly and ensuring quality hires without unnecessary delays.
Structured Hiring Processes (00:01:13)
Emphasis on using structured and data-driven approaches to improve hiring quality.
Challenges in Hiring (00:02:22)
Exploration of the difficulties and anxieties associated with the hiring process.
Refining the Hiring Process (00:05:22)
Suggestions for creating a structured hiring process to improve outcomes.
Standard Job Descriptions (00:06:25)
Importance of having standardized job descriptions across teams for clarity and consistency.
Defining Roles and Responsibilities (00:07:19)
Focus on specifying clear outcomes and responsibilities in job descriptions.
Professional Qualifications and Characteristics (00:08:17)
Advice on limiting qualifications and personal characteristics to ensure focused evaluations.
Screening Interview Process (00:10:23)
Recommendation for a preliminary screening to filter candidates before executive interviews.
Standardized Scorecards (00:10:30)
Introduction of a standardized scorecard for consistent evaluation of candidates.
Interview Structure and Evidence Gathering (00:11:30)
Outline of how to conduct interviews using scorecards to gather compelling evidence.
Scoring Candidates (00:14:18)
Explanation of how to score candidates based on their interview performance and characteristics.
Data-Driven Decision Making (00:16:08)
Highlighting the benefits of using data from scorecards to make informed hiring decisions.
Collaborative Review of Scores (00:17:07)
Encouragement for team discussions to refine candidate evaluations based on scorecard data.
Data-Driven Hiring Process (00:18:06)
Discussion on using data to identify top candidates through structured interviews and scorecards.
Structured Approach Benefits (00:18:55)
Explains how a disciplined, structured hiring process can lead to better outcomes without taking much extra time.
Confidence in Hiring (00:19:59)
Emphasizes the importance of structured job descriptions and processes in enabling confident hiring decisions.
Closing Remarks and Resources (00:20:28)
Encourages listeners to subscribe, recommend the podcast, and explore additional resources on leadership.
00:00:02
Welcome to the Growth Elevated Leadership podcast with Julian Castelli. Each week, we talk with senior tech leaders to explore stories and insights about the challenges involved with growing technology companies. We hope that these stories can help you become a better leader and help you navigate your own growth journey.
Speaker 1
00:00:27
Hey gang! Today’s topic is how to hire slow and how to hire well. Previously in the earlier podcast, we we identified the theme and it was a trail marker about firing fast and hiring slow. And the point about hiring slow is not so much that you want it to be a slow process, but you want to hire well. And that implies that sometimes you want to take your time to make sure you get it right. And today we’re going to talk about how to actually do that. The key to do that is using a structured hiring process. Structure and data is the key to increase the quality of your hires, and you’re going to be using standardized hiring tools to make sure that you can get it right. Simple.
Speaker 1
00:01:13
The simplest, summary is we want to have standardized job descriptions, standardized scorecards, and a standardized process. And by doing that across your teams consistently, you will get better and better at this. And you can make hiring a competitive advantage. Now, why are we talking about this today? You know we we said fire fast, hire slow. And we kind of left it there and said that’s just important. We talked about why that’s difficult. And one of the reasons it’s so difficult is that hiring is hiring is difficult. And some people are intimidated by the hiring process. And one of the reasons that your your instinct isn’t to go slow is like, you have a job that’s open. You have, work that’s not getting done. You have anxiety about the process. And so you tend to reach sometimes we all do. We tend to put hope into our equation. We tend to read experiences into candidates, hoping that they can develop into what we’re what we’re looking for, which is a solution, rather than using a data driven approach that really can help you both stack rank your candidates in a consistent manner.
Speaker 1
00:02:22
Get the input from all of your hiring professionals who are involved. Do it in a consistent way and get better and better at it. And most importantly, if you get to the point where you have a great process, you can have confidence that you can go hire an A player. Well, guess what, then you’re not going to be concerned about, you know, not firing someone faster when it’s not working out. You’re not going to try to rush a process because you’re going to have that confidence. So our our whole goal today is to talk about how to hire slow and how to hire. Well, okay. Now the reason we’re bringing this up is I have had conversations with management teams all the time, and I am surprised how few teams really take the time to create a structured hiring process. In fact, in many cases, hiring is as simple as passing out resumes and getting people on calendars and then having, you know, a slack exchange regarding, you know, who do you like best? What did you think? What did you think? you might have you might take think about all the time you’re taking you’re taking an interview time for candidates.
Speaker 1
00:03:26
You’re taking members of your executive team for hours to, to get do these interviews. And then maybe you’re getting back together, but, you know, maybe it’s, it’s a little bit less formal. That’s very expensive process. And you multiply that times five candidates, ten candidates, whatever it might be. Of course, this is an intimidating process. And you’re you’re really anxious to get it done quickly. And you’re really anxious that you might make a mistake. There’s lots of risk. So you know that that is not the best way to do it. And that leads to that that dynamic where you’re anxious anxious to fire fast and high or slow. And when you’re not data driven, when you’re not consistent, you can end up using circumstantial clues as to I liked that candidate or, you know, what do you think about that candidate? Okay, you like them, I missed maybe maybe I missed something in my interview must maybe I like them as well. Or you might default to kind of the resume too much and say, oh, I like that person who worked at so-and-so company.
Speaker 1
00:04:24
Let’s just go with them. That feels like the safe hire, right? The old adage, no one gets fired for hiring IBM. You know, same sort of thing. Maybe no one’s going to get fired by hiring someone who’s got a great resume, but you’re still maybe missing something because maybe they got lucky and got to work at a great company, but really weren’t critical for that factor. All these things can lead to mistakes, and mistakes can create mis hires. and, you know, ultimately you’re back in that same doom loop where now all of a sudden, if you hire someone poorly, you’ve wasted all that time, wasted all that money and fixing the problem. And now you’re stuck saying, man, should we stick with this person and give them more chance? Or should we fire fast? And then because you’re not confident in your hiring process, you get stuck in that doom loop even longer. So that those are all the reasons why I want to suggest it may be worthwhile spending some time really refining your hiring process and putting a little structure into it.
Speaker 1
00:05:22
And I think the good news that I want to share with you today is it’s not that hard. The key is structure and standardization and getting everyone to be on the same page. There are four things I want I want to talk about. The first is the standard job description okay. Then a standardized candidate scorecard, then a standard hiring process. And then ultimately, you know, a, a standard, review of all that to, to keep making the process better and better. Okay. So let’s go through those one at a time. A job description Everyone has job descriptions. This is pretty straightforward. But you know, obviously you should have a standardized company description. I shouldn’t have to say that, but I literally I’ve been at companies where people are creating their own ones. So marketing’s got one job description, R&D has another one. You know, the sales and marketing team may have a different one, may have a different one. There should be a standardized company description that’s attractive, that is is marketing oriented and really helps your company shine.
Speaker 1
00:06:25
That probably comes from the HR department, just like the last section of your job description. The compensation next steps that should be standardized probably come from your HR department. Okay, then there are three sections that really should come from the hiring manager, the person responsible for making this hire, and who has the problem that they’re trying to fill a role. Okay. Those three sections are the role responsibilities and outcomes, the professional qualifications that you’d like to have for this, this candidate and the personal characteristics. Okay. So there’s just three groups. Let’s go through them one at a time, okay. Roles and responsibilities and outcomes. Okay. It’s basically what is it that we are hiring you to do in this job? And the reason I like outcomes, if you can get to an outcome, you’re not just saying, hey, you know, you show up and do this job, you’re saying this is what success looks like, right? So if I’m hiring a financial professional, it’s not just close the books.
Speaker 1
00:07:19
It is. The books are closed by the 15th day of the month, consistently and accurately. And, you know, we improve our clothes from the 25th day to the 15th day. That’s an outcome. It shows the candidate what you’re trying to achieve, shows them what success look like. And yes, it also explains the responsibility. Now, it’s important not to just put so many, responsibilities and outcomes in there that you just, you know, you, you, you use a shotgun approach, okay? You’re probably to come up with a list of ten. I’m going to encourage you to do no more than five key responsibilities. Just like the same with qualifications and personal characteristics, I would encourage you to have, you know, a total of maybe 12 to 15, which means you have 4 or 5 of each. It doesn’t mean that those are the only ones, but very importantly, it means they’re the most important responsibilities. They’re the most important professional qualifications. They’re the most important personal characteristics.
Speaker 1
00:08:17
Remember, we are trying to really focus on the most important ones because everyone’s going to probe on those criteria, and we’re going to stack, rank and score the candidates on those criteria. So if you have ten responsibilities and ten qualifications and ten characteristics, guess what? First of all, you’re scattered. You can’t really find a unicorn that has everything great. So if everything matters, nothing really matters. But secondly, you’re not going to naturally go and have consistent comparisons because some people are going to focus on numbers six and eight and ten. Other people focus on two and four, and you’re not going to be able to have a consistent comparison across interviews. And you’re also not going to be able to score that many items like 30 different items, it becomes just unwieldy. So I like to see you have three groups times four would be 12 or 3 groups of five. You have 15 total. Okay. So you have that and that’s what you put in your job description. So you got company description.
Speaker 1
00:09:14
You have the job responsibilities and outcomes number. Section two. Section three is the professional qualifications you’re looking for. Section three are the personal characteristics of the person that role. That would be great. Then you have a standardized compensation. Next step. You put that job description out there. And that should be a very straightforward process okay. Now we get into the interviews. For process wise, I like to have a screening interviewer who is going through and screening and making sure that they have the professional qualifications, salary and availability taken care of. And that allows you to take maybe it’s a pile of 30 or 40 candidates and whittle it down to 5 or 6, right? So I definitely encourage you to have a screening process. You’re not taking your your executives time for screening. By the time they get to you, you know, they have the qualifications. You know that the salary and the job description works in terms of where they have to be location, availability, salary, all those things. So you can get really down to the most important outcomes and responsibilities and the most important personal characteristics.
Speaker 1
00:10:23
That’s where you have your senior people doing the interviews. Okay. So what I recommend doing is creating a standardized scorecard. And I say standardize. You should create one template for the company. And then the hiring manager should customize the specifics for each job role. And guess what? Those specifics the responsibilities and outcomes come right off the job description. So you take the 2 to 3 most important responsibilities and job outcomes, and you put them right into the scorecard. Then you take the most important 2 or 3 personal characteristics, and you put them right in the scorecard. And guess what? This is the same responsibilities and characteristics for everyone. They’re going to have the same scorecard. So Max you’re going to have six grading criteria. Let’s assume you go and take three and three. You’re going to have six responsibility or outcomes and six characteristics. That becomes the grid that you’re measuring scores on. Okay. Guess what. That also becomes your interview guide. Now you go through you have maybe five minutes of niceties and background.
Speaker 1
00:11:30
You kind of describe how much time you’re going to take for asking questions, and then boom, you’re going down those six sets of questions that you’re trying to ask to get compelling evidence. Okay, so if the responsibility is to to hire and train a sales team, okay, great. I’ve got to come up with a grade 1 to 5 on this person’s ability to do do that. And has that person driven that in the past? What is the compelling evidence I can use to give this guy a grade, or this woman a grade on their ability to hire and hire and train and manage salespeople? Well, I’m going to ask questions specifically about that. The scorecard is going to have a section for compelling evidence that, you know, what are the types of things that I’m going to look for. I might ask, you know, have they done it in the past? I might ask them to tell me stories about how they solve problems with sales teams in the past. I might ask them how they recruit.
Speaker 1
00:12:27
and I have a section on that scorecard for both the types of compelling evidence I’m looking for, as well as the notes. The answer, the question. Okay, again, this is a lot of structure, but it gives everybody a consistent way to evaluate how can I come up with a score on that specific criteria, of a of a job outcome. Another one might be a personal characteristic. Same sort of deal. Okay. Personal characteristic might be, you know, a get it, you know, get stuff done type of character who doesn’t quit until the job is done and is consistent, consistently completing work to to to above above standard. Right. Okay. So that’s a personal characteristic, you know, what does it mean? Okay. What’s the compelling evidence? I’m looking for evidence of doing it in the past. I’m looking at examples like, you know, where you know, how they how they manage to do that. I’m looking for, examples as to why they’re driven to to be detail oriented and get work done, and they can’t stand not having things done.
Speaker 1
00:13:28
So I’ve got some clues in terms of what compelling evidence looks like. I’m going to ask those questions, and then I’m going to take the notes. Right. And if someone knocks it out of the park, excuse me. If someone knocks it out of the park, I might be really impressed. I’m going to give this person a four or a five. I’m going to have the notes. Why? Oh, well, remember that story that this person told about, staying up till midnight? Because they had a board meeting the next night and they just had to get it done. I’m going to. I’m going to reference that story later on in the process, or I’m going to, you know, I’m going to take the notes related to what the evidence suggested. If I have a low score, maybe it’s a one. Hey man, this person’s only worked a couple times. And, you know, they really couldn’t speak to, you know, getting stuff done and taking that personal responsibility. In fact, some of the conversation made me a little nervous.
Speaker 1
00:14:18
I might take a note about what made me nervous and put a one down there. Okay, so standardized scorecards, they have 4 to 6 responsibilities and characteristics. They have the type of compelling evidence you’re looking for. They have a section for notes and they have a section for a grade. And you have to put a grade in one through five. All right. At the end of this process, when you’ve completed your interview, you are going to have a number. You know, it’s maybe it’s a 3.5, maybe it’s a 1.5, maybe it’s a 4.5. And your first interview, you’re going to have a number. You’re like, okay, well, I think I think this person was a 4.2. That’s what my average was. That’s pretty good. It’s a it’s in the in the fours. Now I go and interview 3 or 4 more people and I get better at this interview. Right. So let’s say I’m doing the sales person hire or the sales leader hire. By the time I’ve done the fourth one, I mean, I thought, you know, a four was, you know, candidate number one answer.
Speaker 1
00:15:14
But man, candidate number four really blew me away. I can go back and change my grades. The key is that the individual who’s making the grades stack ranks everyone they interview on that 1 to 5 scale. So if the best person I interview is much better than the second best person, and I get given that second best person, maybe a 4.4 or a five on something, and then someone sets the bar as this is what a five looks like, I can go back and say, okay, well, the second candidate, I’m going to give a five and I’m going to move that that first candidate back to a three. As long as you’re stack ranking the candidates compared to each other, that’s what we’re trying to do is we’re trying to you know, get the best candidate from the group that we’re able to to bring into the process. And if everyone does that consistently within their own scorecards, that’s perfectly fine. And when you add those scorecards up, ultimately I’m going to have a grade for this candidate.
Speaker 1
00:16:08
You’re going to have a great for this candidate. We’ll have hopefully 4 or 5, and we’re going to have grades for every candidate. And we’re going very quickly. See okay, you know who’s who’s winning in the stack rank candidate scorecard for total score. And then we can go see, you know, we can look at the scores for every character characteristic. And that gives you so much data. Think about that process. Imagine, you know, we’ve taken two weeks, we’ve interviewed five candidates and we have data. We know where everyone stands between 1 and 5. And we can drill into okay, how are they at this outcome. You know, what’s the evidence. You know who’s who, who scored them where. How are they at this personal characteristic. Why. You know, why is this person higher than that one. You have all the data now and and you can make a data driven decision, Okay. That is that is the scorecard process. Then after that, obviously you look at the scorecard, this is typically done in a Google sheet or a spreadsheet.
Speaker 1
00:17:07
So it’s a live document. You know, you can you can, once you’ve done your interviews, you can compare notes and you can get together and you can drill down and really go into the specifics of where you have conviction. And maybe there’s an area where you didn’t get to make every question, finish every question you wanted. Well, you can go to other people and say, hey, you know, on this on this criteria for I didn’t get a great story there, but I also didn’t have evidence that they’re not good at it. And you can go to someone who may have gotten a good, good story score and say, tell me what, what you what what did you hear on that, on that, characteristic that made you, give you the confidence to make that that score and their conviction is going to help you, and it’s going to be specific. It’s based on a specific characteristic you’re looking for. It’s going to be based on specific interview feedback that they got. It’s not going to be the kind of conversation I referenced earlier, like, well, I really like the guy, or I really like the gal or, you know, I think that, you know, this guy is going to do a good job.
Speaker 1
00:18:06
She seems seemed like a good egg. You know, whatever it might be, it’s going to be data driven, okay. And you get together and you look at that and guess what? If you don’t have a 4.5 or someone like whatever your criteria is, that feels great. Keep interviewing. Right. So you maybe have five. Let’s let’s interview ten and we’ve got ten. You’re going to have a a bell curve. And you know the top candidates are going to become obvious just from the data. And you know using this process I haven’t had a situation yet where, you know, I’ve had just like I didn’t feel best in my gut about the people with the best grades. It tends to line up, but it gives you much more conviction. Okay, so that’s the process. I think it really helps the reason we want to do this, why do we want to do it this way? It’s really not a lot much longer. It doesn’t take much more time. It takes a little work up time up front.
Speaker 1
00:18:55
It takes a little more discipline to make sure that everyone follows the process, but it ends up giving you data so you can make data driven decisions, and ultimately you’re going to have better outcomes. So that’s the process. we, you know, again, we comes back from fire fast and high or slow. That’s really hard. It’s painful. But if you actually hire in a structured way. So I might posit that instead of hiring slow hire in a structured way with data and with consistency, guess what? Maybe it doesn’t have to be so slow. Or at a minimum, it’s not going to be so painful. And when you have confidence that you can hire an a player, then firing someone is not risky because you know you can upgrade the position because you have a competitive advantage. You hire a players based on a data driven, structured process, and that gives you confidence to do that. And you can have that confidence if you have a structured job description, a structured candidate scorecard and a structured interview process.
Speaker 1
00:19:59
All right. So that is our trail marker for the day. I hope it’s helpful for you. we have a blog about this at Growth elevated.com. If you want to read there’s a little bit more detail there. And as always, please check out, other podcasts and blogs at Growth elevated.com if you want to learn how to be a better leader, and if you got topics for us or guests for the podcast, please send them our way at info at Growth elevated.com. Thank you.
Speaker 1
00:20:28
Thank you for listening to the Growth Elevated Leadership podcast. If you enjoyed this episode, would you please follow us and subscribe on your favorite podcast player and we’d be grateful if you recommend it to a friend. If you’d like more resources on how to become a better leader in business, we invite you to visit us at Growth elevated.com. We’ll be back next week with more insight from another great tech leader. Thank you.
Rob Castaneda – Founder & CEO of ServiceRocket
In this episode of the Growth Elevated Leadership Podcast, host Julian Castelli interviews Rob Castaneda, founder of ServiceRocket. They discuss the importance of SaaS companies understanding customer needs and filling service gaps beyond their core product offerings. Rob emphasizes the significance of building a profitable ecosystem with foundational partners to ensure dedicated attention and success. He shares insights from his experience with Atlassian, highlighting the need for a partner like ServiceRocket to provide professional services and support to customers, enabling them to fully utilize software within their unique business environments. The conversation also touches on the concepts from Geoffrey Moore’s “Crossing the Chasm” and the importance of recognizing that people, not logos, buy software.
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
Timestamps
Welcome to the Growth Elevated Leadership Podcast (00:00:02) Introduction to the podcast and its purpose.
Introduction to Growth Elevated and Tech Summit (00:00:27) Promotion of the Growth Elevated community and its offerings.
Introduction to Rob Castaneda and Service Rocket (00:01:10) Background and introduction of Rob Castaneda, founder of ServiceRocket, and his association with Atlassian.
Rob’s Triathlon Experience (00:02:29) Rob shares his experience as a lousy triathlete and the challenges he faced.
Service Rocket’s Early Engagement with Atlassian (00:04:44) Rob narrates the early days of ServiceRocket’s collaboration with Atlassian and their role in promoting Jira.
Service Rocket’s Training Approach (00:11:41) Discussion about ServiceRocket’s training strategy and the transition from early adopters to the early majority.
Service Rocket’s Professional Services (00:18:11) Details about ServiceRocket’s professional services and their approach to enabling and empowering customers.
Conclusion and Overview of Service Rocket (00:19:49) Summary of ServiceRocket’s unique approach and the importance of understanding customer nuance.
These are the timestamps covered in the podcast episode transcription segment.
Filling the Gaps in SaaS Business (00:20:24) Discussion on the conventional wisdom of valuing SaaS companies based on subscription revenue and the potential gaps it leaves for customers.
Understanding the Customer’s Ecosystem (00:21:36) Exploration of the importance of understanding and catering to the customer’s ecosystem for successful SaaS adoption and expansion.
Building an Ecosystem (00:24:00) Insights into the process of building an ecosystem for SaaS companies and the role of foundational partners in the ecosystem.
Clarity and Communication with Partners (00:32:39) Importance of internal clarity and treating partners as an extension of the team for successful collaboration.
Journey of Building a Business (00:36:11) Challenges and lessons learned in the journey of building a business, including leadership, cultural understanding, and mentorship.
Networking and Mentorship (00:38:15) The significance of mentorship, networking, and paying it forward in business and leadership.
Where to Find Rob (00:40:13) Information on where to connect with Rob Castaneda, including his company website, LinkedIn, and his substack on leadership behaviors.
Thank you (00:40:46) Closing remarks and gratitude expressed by the speakers.
Podcast promotion (00:40:52) Encouragement for listeners to follow, subscribe, and recommend the podcast, along with a website invitation.
Closing (00:41:13) Final thank you and sign-off from the host.
Blake Harber – VP Sales of Workstream
In this episode of the Growth Elevated Leadership Podcast, host Julian Castelli interviews Blake Harber, a seasoned sales executive with experience in SaaS companies like HireVue and Lucid. Blake shares his journey at Workstream, an applicant tracking system for the hourly workforce. Amid the COVID-19 pandemic, Blake led a strategic pivot to focus on the restaurant sector, resulting in significant growth. He discusses scaling sales teams, achieving product-market fit, and leveraging networking and educational institutions for recruitment. The episode provides valuable insights into overcoming challenges and driving growth in technology companies.
Timestamps
Scaling Sales Team (00:18:09) Blake discusses hiring over 60 sales reps and the challenges of scaling.
Signs of Product Market Fit (00:18:29) The speakers explore the indicators that confirm achieving product market fit.
Market Pull and Sales Success (00:18:54) Blake explains how market demand accelerated their sales cycle and referrals.
Recruiting Strategies (00:20:38) Blake shares his effective recruiting methods and networking experience in Utah.
Growth and Revenue Milestones (00:23:01) Discussion on the company’s revenue growth from 1 million to over 20 million.
Funding Success (00:23:50) Blake details raising a $100 million Series B funding round and its implications.
Transition to Consulting (00:24:40) Blake talks about his move to consulting after stepping away from Workstream.
Engagement Flexibility (00:26:17) Blake describes his adaptable consulting engagements and their duration.
Focus on SMB Market (00:27:14) Blake clarifies his specialization in SMB and lower mid-market companies.
Contact Information (00:27:41) Blake shares how listeners can reach out to him for consulting opportunities.
Davis Bell – CEO of Canopy
In this episode of the Growth Elevated Leadership Podcast, we interview Davis Bell, CEO of Canopy, a SaaS platform for accounting practices. They discuss Canopy’s journey, including its growth from 100 to 170 employees and a 4-5x revenue increase since Bell joined in 2019. Bell highlights the challenges of prioritizing product development, navigating COVID-19, and raising capital, including a recent $35 million funding round. They also delve into leadership lessons, emphasizing transparency, team autonomy, and the importance of listening and curiosity in achieving better results. Bell shares insights on maintaining high employee engagement and navigating market challenges.
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
Timestamps
The journey of Canopy (00:00:02) David Bell discusses the growth and challenges faced by Canopy, a SaaS company serving accounting practices.
Raising funding (00:01:46) David Bell talks about Canopy’s successful funding round of $35 million and the challenges of raising capital during a tough economy.
What Canopy does (00:02:15) David Bell explains that Canopy is a firm-wide operating system for accounting firms, managing customer information, communication, collaboration, time tracking, and more.
Challenges and growth of Canopy (00:03:10) David Bell shares the challenges and growth of Canopy, including the decision to focus on practice management and the company’s revenue and team growth.
Building a system of record (00:06:02) David Bell discusses the challenges of building a comprehensive system of record for accounting firms and the decision to build the entire platform.
Raising capital and market challenges (00:07:47) David Bell talks about the challenges of raising capital, re-educating investors, and navigating market dynamics to secure funding.
Series A and Series B funding (00:09:16) David Bell discusses the traction in the marketplace that led to the successful Series A and Series B funding rounds for Canopy.
Investor value and confidence (00:11:37) David Bell emphasizes the importance of investors’ behavior during challenges and the value of topical expertise in investors.
Navigating COVID-19 impact (00:15:03) David Bell discusses the challenges of transitioning to remote work and the decision-making process regarding office and remote work arrangements.
Pride in the team and employee satisfaction (00:17:42) David Bell expresses pride in Canopy’s team, low attrition, and high employee NPS, highlighting the company’s positive work culture.
Employee NPS and Transparency (00:18:03) Discussion on the company’s employee Net Promoter Score (NPS) and the impact of transparency on employee satisfaction.
Leadership Conception (00:23:03) The evolution of the speaker’s leadership style, moving away from the traditional “visionary leader” model.
Impact of Curiosity on Decision-Making (00:25:12) The benefits of leading with curiosity and openness, with a specific example of how it led to a better outcome.
Financial Planning and Optionality (00:27:04) The importance of structuring financial plans to maintain control and optionality, with lessons learned from previous funding experiences.
Future Goals and AI Investment (00:30:46) The company’s future plans, including investment in AI and expansion into adjacent products.
Conclusion and Podcast Wrap-Up (00:32:51) Closing remarks and gratitude for the conversation, concluding the podcast episode.
Recommended Learning Resources (00:31:44) The speaker’s recommended newsletters and podcasts for staying informed and learning about AI and tech.
Amelia Wilcox – Founder & CEO of Nivati
In this episode of the Growth Elevated Leadership Podcast, host Julian Castelli interviews Amelia Wilcox, founder and CEO of Nivati. They discuss the company’s pivot during the pandemic from providing onsite massage therapy to virtual wellness services, addressing the increased need for accessible mental health resources. Amelia shares the challenges of adapting to market trends, selling to HR departments, and the impact of the economic downturn on venture-backed tech companies. She also talks about Nivati’s strategic shift to focus on healthcare and education sectors, her personal journey as an entrepreneur, and the importance of self-care and mentoring. Amelia recommends resources for personal and professional growth, including the “How I Built This” podcast and books like “Extreme Ownership.”
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
Timestamps
Welcome to the Growth Elevated Leadership Podcast (00:00:02) Introduction to the podcast and its purpose.
Introduction to NovoMoto and Amelia Wilcox (00:01:17) Description of NovoMoto’s business and Amelia Wilcox’s background.
Starting NovoMoto and Adapting to COVID-19 (00:02:10) Amelia explains how NovoMoto started and how they adapted to the challenges of COVID-19.
Challenges in Selling to Employers (00:05:02) Discussion about the challenges of selling NovoMoto’s services to employers and the business model.
Growth and Fundraising (00:06:00) Amelia discusses NovoMoto’s growth and recent fundraising success.
Impact of NovoMoto’s Services (00:07:14) Amelia shares the impact of NovoMoto’s services on mental health and well-being.
Educating Employers and Addressing Market Trends (00:09:16) Discussion about educating employers and addressing the growing awareness of mental health.
Business Model Challenges and Market Trends (00:10:44) Challenges in selling NovoMoto’s services to HR and addressing market trends in mental health.
Selling NovoMoto’s Services and Addressing Market Needs (00:13:42) Reasons why employers add NovoMoto to their benefits packages and addressing market needs.
Challenges in Selling to Employers and Market Trends (00:15:10) Challenges in selling NovoMoto’s services to employers and market trends affecting sales.
Adapting to Changes in the Venture Community (00:16:56) Discussion about the impact of changes in the venture community and potential pivots for NovoMoto.
Adapting to Business Challenges (00:17:47) Adapting to challenges in working with venture-funded businesses and addressing customer needs.
Please note that the timestamps are approximate and may vary slightly.
Identifying New Markets (00:17:56) Amelia discusses the need to pivot and focus on healthcare and education markets due to stalled revenue and competition.
Strategic Approach to New Markets (00:18:43) Amelia explains the approach of running campaigns and analyzing the focus within healthcare and education markets.
Exploring Opportunities in Healthcare (00:20:15) Amelia discusses the experimentation and efforts to explore specialized healthcare brokers and conferences.
Lessons Learned and Personal Growth (00:21:09) Amelia reflects on personal growth, fear of failure, and the realization of employability beyond entrepreneurship.
Entrepreneurial Challenges and Mental Health (00:23:08) Amelia shares insights on the pressures of fundraising, burnout, and the importance of taking breaks.
Mentoring and Self-Care (00:25:45) Amelia discusses mentoring female entrepreneurs and the need for self-care during challenging periods.
Favorite Podcasts and Books (00:28:36) Amelia shares her favorite podcasts and books related to entrepreneurship, leadership, and mental health.
Closing Remarks (00:30:08) Julian concludes the conversation and encourages listeners to follow and subscribe to the podcast.
Dave Carruthers – Co Founder of Voxpopme
In this episode of the Growth Elevated Leadership Podcast, we speak with Dave Carruthers the Co Founder and former CEO of Voxpopme, a leading digital insights platform for large consumer product companies. Dave describes the lessons from his journey of expanding into the US market and growing the Company into an industry leader.
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
Timestamps
The founding of Voxpopme (00:00:02) The journey of building a tech company, the founding story, and the initial stages of Voxpopme’s creation.
The idea behind Voxpopme (00:01:03) The concept behind Voxpopme, the rise of video surveys, and the need for consumer brands to understand their customers better.
Challenges in introducing video surveys (00:04:01) Challenges faced in convincing corporate customers to adopt video surveys, including changing long-standing behaviors and relationships in the industry.
Moving Voxpopme to the US (00:10:00) The challenges and impact of moving Voxpopme from the UK to the US, including the decision to raise capital in the US and the strategic move of a co-founder to establish the base.
Critical hires for US expansion (00:17:00) The key hires made for go-to-market expansion in the US, including experienced salespeople, a customer success leader, and a VP of marketing.
Building a Reputation at Events (00:18:14) Discussing the impact of attending events and conferences in building a brand and attracting industry talent.
Challenges of Moving to the US (00:19:08) Exploring the difficulties and impacts of moving the company from the UK to the US, including hiring, compensation, and cultural differences.
Lessons from Geographical Expansion (00:21:49) Reflecting on the challenges and lessons learned from expanding into different regions, such as APAC and EMEA.
Scaling the Business and Hiring Challenges (00:25:02) Discussing the challenges faced in scaling the business and hiring senior roles, emphasizing the importance of storytelling and leadership.
Partnerships and Focus (00:28:01) Exploring the challenges and lessons learned from pursuing partnerships and the importance of focusing on core products for scaling.
Resilience and Leadership Transition (00:31:09) Discussing the resilience required in startup leadership and the self-awareness needed to transition leadership based on strengths and skills.
New Venture: Zeta (00:34:15) Introducing a new marketplace business, Zeta, focused on group buying in the outdoor industry and plans for expansion.
Connect with Dave Carruthers (00:36:23) Providing contact information for connecting with Dave Carruthers on LinkedIn and Twitter and accessing information about Zeta.
Deepak Sindwani – Co Founder of Wavecrest Growth Partners
In this Growth Elevated Leadership Podcast episode, Deepak Sindwani, co-founder of Wave Crest Growth Partners, shares his experiences in the growth equity sector, focusing on B2B software companies. He recounts his path from Bain Capital Ventures and Comcast Ventures to establishing his own growth equity firm, emphasizing the importance of resilience and humility. Deepak explains Wave Crest’s operating platform, which offers comprehensive support to portfolio companies, and details the success stories of some of his portfolio companies.
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
Timestamps
Welcome to the Growth Elevated Leadership Podcast (00:00:02)
Introduction to the podcast and its purpose.
Deepak’s Journey to Wave Crest Partners (00:00:27)
Deepak Simone’s background and experience in the investing business.
Founding Wave Crest Partners (00:01:51)
Deepak’s entrepreneurial journey and the founding of Wave Crest Partners.
Initial Struggles and First Fundraising (00:05:04)
Challenges faced during the initial stages of founding the firm and raising the first round of capital.
Growth and Expansion of Wave Crest Partners (00:10:34)
The growth of Wave Crest Partners from two people to a team of 15 and the raising of their first fund.
Investment Strategy and Target Companies (00:12:04)
Defining growth equity and the target range for investment in companies.
Supporting Founders in Growth and Expansion (00:15:55)
The role of Wave Crest Partners in assisting companies in the $5 to $20 million ARR range with growth and expansion strategies.
Value-Added Support for Portfolio Companies (00:18:11)
The expertise and value-added support that Wave Crest Partners provides to portfolio companies on their growth journey.
The Wave Crest Operating Platform (00:18:55)
Deepak explains the five pillars of value and support offered to founder-led capital-efficient B2B software companies.
Impel (00:20:20)
Deepak discusses the journey of a company named Impel (formerly Spin Car) and its evolution from a digital merchandising solution to an augmented reality platform for the automotive industry.
Challenges and Adaptation during COVID-19 (00:23:15)
Deepak shares how Impel faced challenges during COVID-19, initially experiencing a downturn and then benefiting from the shift in consumer behavior.
Acquisition and Evolution (00:25:34)
Discussion on the acquisition of a conversational AI business and its integration into Impel’s product, leading to a change in the company’s vision and trajectory.
Growth and Partnership (00:28:03)
Deepak highlights Impel’s growth, diversification of risk for the founders, and the partnership between Wave Crest and the company.
Recommendations (00:30:23)
Deepak shares podcast and book recommendations, including “All In” podcast, “Smart Lists” podcast, and books by Charlie Munger and the philosophy of “Die with Zero.”
Contact Information (00:33:29)
Deepak shares how to connect with Wave Crest and himself for further discussions and collaboration.
Andy Barraclough – Co Founder and CEO of Voxpopme
In this episode of the Growth Elevated Leadership Podcast, we hear from Andy Barraclough – Co Founder and CEO of Voxpopme. Andy shares how he has led the innovation and R&D groups at the Company with a “Product First” approach. This has allowed the Company to be at the leading edge of real time video feedback and work with some of the largest consumer product companies in the world! Check out the podcast and let us know what you think!
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
Chris Giles – Co-Founder & CEO of FanRally
Can the SaaS model be applied to professional sports? Join me as I speak with Chris Giles, CEO of FanRally who is pioneering a new subscription service for professional sports teams. Is this the wave of the future? Hear how Chris believes subscription and club benefits provide a way for teams to build more direct connectivity with their fans, and provide those fans with a more intimate, value added experience.
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
Lonnie Mayne – Former President of InMoment
Lonnie Mayne, former President of SaaS Company InMoment shares the story of how he helped grow the Company as a member of the early founding team. Later, as the Company grew Lonnie helped with mergers and acquisitions and played a critical role in shaping the unique culture of the Company that helped it compete for large clients like McDonalds. Lonnie’s impact with culture was a hit, so much so that he was soon speaking externally about his new “Red Shoes” culture, and he eventually wrote a book about it!
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
Darren Dunn – Founder of Zartico
Darren Dunn shares the story of how he founded Zartico, and built the team that helped grow the Company into a successful data driven SaaS/DaaS company. Zartico is a Company that powers the possibility of place by helping tourism boards and destination management organizations understand the who, what, when and where of their visitors.
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
Eric Morgan – Former CEO of Workfront
Eric Morgan shares how as CEO he grew Workfront, a SaaS project management platform 5X in five years, and set the Company on a successful path to continued growth and an eventual $Billion+ strategic sale in 2020.
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
Trail Marker: Cap Table Vietnam
Does closing your next round feel as hard as finding a good outcome for a losing land war in Asia? Unfortunately, you are not alone in this difficult financing environment. I have talked with so many Founders and Tech leaders who are currently struggling to get new equity financing. In this episode, we explore some of the most challenging cap table “traps” to avoid, and some strategies for ensuring you don’t get stuck in a capital trap.
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
Scott Stone – Former Chief Strategy Officer of Chargeback
Wondering how to proactively position your company to be acquired some day? Strategic partnerships are a tried and true strategy.
In this episode of the Podcast, Scott Stone, former Chief Strategy Officer of Chargeback.com, explains how Chargeback formed and grew a successful partnership with Sift that allowed them to create a repeatable sales motion with mutual customers and prospects that accelerated their sales cycle. The process worked so well that it eventually triggered strategic discussions between the companies that led to Chargeback’s acquisition by Sift in 2021.
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
Trail Marker: The Struggle
Frustrated? Exhausted? Feel like you have nobody to turn to who can understand what you are going through? Welcome to the Struggle, you are not alone but…
In this Trail Marker we explore some of the unique pains, challenges and insecurities founders and entrepreneurial leaders face and a few ideas on how to successfully manage them.
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
John Munro – Former CEO at Chargeback.com
John Munro shares how as CEO he grew Chargeback, a company that helps retailers manage credit card disputes, into a successful SaaS company and led the Company to a successful exit in 2021.
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
Jonas Fridrichsen – Former CRO at VerityStream
What is Product Market Fit? How do you know when you have it? In this episode, Jonas Fridrichsen, a multiple time CRO shares his definition of PMF. In addition, Jonas dives deep into what it takes to build out sales teams, the relationship between sales and customer success teams and the pros and cons of hiring new sales teams vs experienced veterans.
Learn more about Jonas here.
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
Bassam Salem – Founder & CEO of AtlasRTX
Today we welcome Bassam Salem, the Founder & CEO of AtlasRTX, to the podcast. Bassam shares how he built one of the original AI Assistant platforms for sales and marketing departments.
Bassam also discusses some of the benefits and challenges of bootstrapping his company, and shares some key insights about how to hire the absolute best people possible by ensuring they are aligned with Company values.
Learn more about Bassam’s company AtlasRTX here.
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
Joel Inman – CEO Lexicon Travel Technologies
Joel Inman shares insights from his 5 year journey leading Lexicon Travel Technologies. Joel shares some of the highs and lows of the journey as well as some valuable lessons learned during the experience.
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
Scott Beck – CEO of CHG Healthcare
Scott Beck shares how as CEO he grew CHG Healthcare into a multi-billion dollar enterprise, and how culture and listening to his team were the key secrets to his success!
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
Trail Marker: Hire Slow. Fire Fast.
Julian digs deep into the well known but hard to execute concept of “Hire Slow and Fire Fast” and how to avoid the emotional temptations to do exactly the opposite.
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
Maile Keone – CEO Listen Technologies
Today Julian Castelli sits down with Maile Keone, CEO of Listen Technologies, Assistive Listening and Communication Solutions for Inclusive Experiences.
Maile discusses how she moved up the Executive ladder from VP of Marketing to VP of Sales & Marketing, to CMO, to CRO, and finally to CEO and her realizations and challenges along her leadership journey.
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
Trail Marker: Who’s In Your Corner?
Julian dives deeper into the idea of having a mentor or coach. As a tech leader, its lonely at the top. Do you have a mentor or coach that can help you make better decisions? Who do you call when you need an objective, trusted voice that has your best interests at heart?
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
Ernest Oriente – Founder of PowerHour
Today Julian Castelli sits down with Ernest Oriente, author and professional coach of 28 years with his company PowerHour.
Ernest shares how he built PowerHour and some of the critical lessons he helps business leaders learn and some of the most critical skills that he helps them with, including Executive Recruiting, Onboarding, Leadership Coahcing and Executive Productivity.
Company: PowerHour
Author of the book: Smart Match Alliances
For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn.
How to Hire Slow and Hire Well
The Missing Million$
May I Please Pay You More
Is Your Revenue Team Rowing In The Same Direction?
What Got You Here… Won’t Get You There
Looking for the Next Stage in Growth – Follow Your Customers
The Gears of Growth
Leading Through Difficult Times
Are You Burning Money Chasing Growth (Part 1)
The Most Dangerous Metric In Marketing
What Offense Are We Going To Run?
Do You Have A 98 MPH Fastball?
Are You Driving In The Rear View Mirror?
Nobody Wants To Buy Your Product
The Birthday Cake of Complexity
Hiring Salespeople? … That’s The Last Thing You Should Do!
Recommended Books | Recommended Articles/Podcasts/Blogs | Recommended Service Providers | Recommended Software/Tools |
---|---|---|---|
Book |
Article | Service | Tool |
Hangry by Dan Lambert |
|||
Co-Intelligence – Ethan Mollick |
https://www.linkedin.com/pulse/11ven-qa-extraordinary-ai-founder-devrin-carlson-smith-11ven-80p3e/?trackingId=DNweq3JPTo%2BqV%2BVd1iTteg%3D%3D | https://bluecypress.io/ | https://www.bland.ai/ |
The Code Breaker by Walter Isaacson |
Clouded Judgement by Jamin Ball | Wyrick Robbins, which is a law firm in Raleigh. Their fees are ~40% less than a NYC or Bay Area firm and they are just as good. | Klaviyo |
The Code Breaker by Walter Isaacson |
Clouded Judgement by Jamin Ball | Wyrick Robbins, which is a law firm in Raleigh. Their fees are ~40% less than a NYC or Bay Area firm and they are just as good. | Klaviyo |
Book |
Article | Service | Software |
https://www.youtube.com/@allin |
Be a Guest
We look forward to learning from all types of leaders, investors and advisors. We've had great discusions with Founders, CEOs,CFOs, CROs, CTOs Board Directors, Venture Capital Investors, PE Investors and Operating Partners, Executive Coaches and all sorts of Advisors. If your work involves helping Tech Companies win, we want to hear from you!