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3 People, $4.6m Revenue, $60m Exit | Esben Friis-Jensen, S3E5

ProfitLed Podcast · 2026-06-24 · 40 min

0:00--:--

Key moments - from our scoring

Substance score

53 / 100

Five dimensions, 20 points each

Insight Density10 / 20
Originality9 / 20
Guest Caliber13 / 20
Specificity & Evidence12 / 20
Conversational Craft9 / 20

Esben's journey reveals a critical insight about founder economics: effort and financial reward are not correlated in venture-backed companies. At Cobalt, he worked intense hours across 7 years, raised multiple rounds (Angel, Series A, Series B), diluted his stake across 4 co-founders, and walked away with little financial upside despite building a successful 200-person company. This experience taught him that VC capital trades founder autonomy for dilution, and that scaling headcount creates organizational drag that actually reduces founder impact. With Userflow, he inverted every lever: he and co-founder Sebastian (who had always advocated for bootstrapping) rejected VC, hired only 2 additional people, eliminated recurring meetings, stayed product-led rather than sales-led, and designed the company around the lifestyle they wanted. They paid themselves first and built for profitability from day one. The result was 4.6x more revenue per person than typical SaaS, and a 60M+ exit that actually made financial sense for the founders. His story challenges the startup orthodoxy that bigger is better and shows how constraint creates better unit economics and founder outcomes.

Key takeaways

  • →VC funding trades ownership and control for capital - even successful VC-backed founders often exit with minimal financial reward due to dilution across rounds and co-founders.
  • →Scaling headcount and going upmarket creates organizational drag that disconnects founders from products and customers, reducing their actual impact despite bigger revenue numbers.
  • →A bootstrap, product-led model with extreme operational constraints (no meetings, minimal team, profit-first) can generate better unit economics and more founder wealth than traditional venture scaling.
  • →Your business model determines your lifestyle - enterprise sales models require constant customer meetings and availability, while product-led models allow flexibility and autonomy.
  • →Paying founders first, keeping teams tiny (3 people), and rejecting growth theater allowed Userflow to achieve $4.6M revenue and 60M+ exit with far greater founder control than Cobalt's $37M raise.

In this episode

  1. 1Early Career at Accenture and the Desire for Ownership
  2. 2Founding Cobalt: From Argentina to San Francisco and VC Funding
  3. 3The Cobalt Experience: Growing to 200 Employees and Loss of Control
  4. 4Lessons from VC Dilution: Hard Work Without Financial Reward
  5. 5Designing Userflow: A Deliberate Counter-Reaction to Cobalt
  6. 6Bootstrap Model, No Meetings, Maximum Ownership and Lifestyle
  7. 7Achieving $4.6M Revenue with Three People and the $60M Exit to Beamer

Mentioned

UserflowBeamerCobaltAccentureSAPEsben Friis-JensenMelissa KwanSebastianJacobeWebinarTim FerrissJust Eat

Guests

Esben Friis-Jensen

Topics in this episode

Unit economicsproduct-led growthUserflowCobaltBeamer (acquirer)Bootstrap/bootstrappingVC dilutionSales-led vs. product-led go-to-marketNo-code onboardingFounder ownership and equity

Questions this episode answers

What happened at Cobalt that made Esben leave despite $37M raised and 200 employees?

Esben became increasingly disconnected from product and customers as the organization grew. He lacked the decision-making power to change strategy, couldn't determine his own salary, and faced organizational drag that slowed execution - all while still working extremely hard and earning a normal executive salary rather than meaningful equity upside. After 7 years, he hadn't received significant financial reward from the company.

Why did Esben choose to bootstrap Userflow instead of raising VC after his Cobalt experience?

He saw bootstrapping as a way to reclaim founder autonomy, avoid dilution, and build a lifestyle-first business. Co-founder Sebastian advocated for this approach and convinced him that you could build a valuable product-led company without VC funding, excessive hiring, or sales-heavy go-to-market.

How did Userflow achieve $4.6M revenue with only 3 people when typical SaaS requires larger teams?

By staying product-led (not sales-led), eliminating recurring meetings, rejecting VC (which removes pressure to scale headcount), and designing the company around founder lifestyle with profit-first operations. This extreme operational constraint forced better unit economics and product-market fit.

What's the difference between being product-led vs. sales-led in terms of founder lifestyle?

Sales-led models (like Cobalt became) require constant sales meetings, customer alignment calls, and availability. Product-led models allow the product to drive adoption and reduce founder obligations to customer meetings, creating schedule flexibility and autonomy.

How much did dilution and co-founder equity splits impact Esben's financial outcome at Cobalt?

He started with 4 co-founders (25% base stake), then diluted through Angel, Series A, and Series B rounds, leaving him with a small ownership percentage. Combined with not having decision-making power to exit when he wanted, he accumulated significant effort with minimal financial reward - the opposite of his Userflow outcome.

What our scoring noted

Our reviewer’s read on each dimension, with quotes from the episode.

Insight Density

10 / 20

The episode contains a handful of genuinely useful operational insights - particularly the 'hide the demo form and force trial first' PLG tactic, the structural argument that VC funding means losing salary and exit control, and the founders-pay-themselves-first philosophy as a bootstrapper incentive mechanism. However, the majority of the 40-minute runtime is biographical narrative (Accenture years, Cobalt backstory, post-exit lifestyle) and generic founder reflection that delivers little actionable density.

when you decide to raise VC money, you're kind of already going on the path that you're starting to work for somebody else. Uh you're no longer in control of the company to do whatever you want, to pay yourself a high salary, to sell the company when you want
I started saying no to all sales calls. Unless they had done like a trial with us...we kind of moved it uh to a hidden place on the website. And the people who would then go on our support channel asking for uh you know a call, I would always push back and say, Have you done the trial?

Originality

9 / 20

The bootstrapper-vs-VC narrative arc is well-worn territory (firmly in DHH/Basecamp ideological lineage), and the Tim Ferriss 4-Hour Work Week citation signals mainstream inspiration rather than first-principles thinking. The one genuinely contrarian and concrete tactic - deliberately hiding the demo booking form to force trial adoption - is original in execution. The reframing of financial freedom as a sub-goal rather than terminal goal has some freshness but is lightly explored.

if you sell for pure stock, you basically just end up working for somebody else, and then you have to rely on them to um build a successful company
we can't have a free trial because of security is an excuse I've heard, right? Uh like of course you can. Like, if you cannot have that, then I don't uh your security is terrible

Guest Caliber

13 / 20

Esben is a genuine practitioner with verifiable, unusually capital-efficient outcomes - $4.6M ARR with three people and a $60M+ exit - plus meaningful contrast experience from seven years at a VC-backed company. He is not a career thought leader or podcast circuit regular. The ceiling on the score is that he hasn't operated at transformative scale and the conversation stays largely at the philosophy-and-lifestyle level rather than deep functional expertise.

we raised uh Series Angel, Seat, uh Series A, Series B. And suddenly also because we were four co-founders, uh, the stake you had in the company were not that uh big anymore. But you were still working many hours, uh, but you were just earning basically like a normal executive salary
I think our largest contract was around 60k or something. So it's not insignificant, it's pretty big

Specificity & Evidence

12 / 20

The episode is anchored by a solid set of concrete numbers - $4.6M ARR, $60M+ reported exit price, $37M raised at Cobalt, 200 employees, ~$60k largest contract value, one-week meeting cadence that collapsed to Slack - which is better than most lifestyle-founder interviews. However, critical specifics are absent: no salary figures named, no growth rate or customer count disclosed, no acquisition multiple given, and no channel-level revenue breakdown that would make the PLG motion replicable.

I think our largest contract was around 60k or something
we launched uh AI assistant pretty quickly after GPT 4 came out

Conversational Craft

9 / 20

The host makes one structurally sharp observation ('your business model determines your lifestyle') and asks a reasonable adversarial question about whether the Userflow journey was really as smooth as it sounds. However, she frequently inserts her own founder experiences rather than drilling deeper into the guest's thread, accepts uniformly positive answers without genuine pushback, and a mid-episode ad read further fractures momentum. Questions are competent but predictable for the genre.

that's a company that many founders listening would envy having, in theory. But you left. So what happened there that drove you to walk away from the company that most founders want?
Were there moments where you felt like maybe this wouldn't work, or you questioned if you were on the right path?

Conversation analysis

Computed from the transcript - who did the talking, and the words that came up most.

Most-used words

speaker47product35life21back19cobalt18didn18build17founders16money15userflow13success13lifestyle13live13accenture12startup12customers12

Episode notes

Esben Friis-Jensen spent seven years building Cobalt, a VC-backed cybersecurity company with four co-founders, $37 million raised, and over 200 employees. He left without a financial outcome. Then he built Userflow, a no-code onboarding tool, as the complete opposite: bootstrapped, three people, no meetings, no VC. It grew to $4.6 million in revenue and sold in a deal reported to be over $60 million. In this episode, Esben and I get into what those years at Cobalt taught him about the relationship between effort and reward, why he and his co-founder chose to pay themselves first instead of reinvesting everything back into the company, and how he kept his ambition alive when there was no financial pressure to keep going. We also talk about what happened when the wire hit the bank, why it didn't change his life as much as you'd think, and what life looks like now that he's retired in his early 40s with two kids, no obligations, and no plans (yet) to start another company. This is a conversation about designing a business around the life you want instead of the other way around, and what happens when you finally get there.

Full transcript

40 min

Transcribed and scored by The B2B Podcast Index.

1 - > SPEAKER_01: Today's guest is Espen Fries Jensen, co-founder 2 - > of Userflow, a no-code onboarding tool he bootstrapped 3 - > to$4.6 million in revenue with just three people before selling 4 - > to Beamer in a deal reported to be over$60 million. 5 - > Before Userflow, Espen spent seven years building Cobalt, a 6 - > VC-backed cybersecurity company that raised$37 million and grew 7 - > to over 200 employees. 8 - > He left that company without a financial outcome.

9 - > Then he built Userflow as the complete opposite: no VC, no 10 - > hiring, no meetings, maximum ownership. 11 - > In this episode, we get into what the Cobalt experience 12 - > taught him, how he and his co-founder pay themselves first 13 - > and design a company around the life they wanted, and what life 14 - > looks like now that he's essentially retired in his early 15 - > 40s with nowhere he needs to be. 16 - > If you've ever wondered what happens when you finally achieve 17 - > the freedom you are chasing, this one's for you.

18 - > Welcome to another episode of ProfitLed. 19 - > I'm your host, Melissa Kwan, co-founder of eWebinar. 20 - > This season we're exploring the intersection of passion, profit, 21 - > and purpose, and how those things change as founders evolve 22 - > and come into financial success. 23 - > Let's get started.

24 - > Espen, at the start of your career, when you were at 25 - > Accenture, what did success look like for you? 26 - > SPEAKER_00: I think when I started my career, I had big 27 - > ambitions. 28 - > I wanted to be uh the leader of some kind of big company or 29 - > something similar to that. 30 - > In Accenture, they have this kind of traditional pyramid 31 - > model, right?

32 - > You have uh some young people doing a lot of work and then you 33 - > kind of grow uh in the pyramid. 34 - > And I loved that at the beginning of my career, that you 35 - > could kind of easily see the next path, the next kind of step 36 - > in the ladder. 37 - > And I would work late hours to achieve the next level and 38 - > deliver high performance. 39 - > So I think in that part of my uh career, I was all about work 40 - > late hours, work more than uh I need to, and and grow my career 41 - > so I can become at that point in time, I wanted to be like the 42 - > CEO of a large company or something like that.

43 - > SPEAKER_01: I mean, the last job that I had was at SAP. 44 - > Yeah. 45 - > So I fully understand that pyramid. 46 - > It wasn't really for me, I didn't have that ambition, but 47 - > it's it's interesting to see that you already had kind of 48 - > that drive in you, but just within a corporate structure.

49 - > So in 2013, you and three friends moved from Copenhagen to 50 - > San Francisco to start a company. 51 - > And at the time, I guess there was no VC scene in Denmark. 52 - > So take me back to that moment. 53 - > What was going through your head and and what did you think was 54 - > waiting for you kind of on the other side in San Francisco?

55 - > SPEAKER_00: So just taking a step back, I think what I 56 - > realized in Accenture when I was there is I kind of lacked owning 57 - > the end result. 58 - > I think as a consultant, you you do, and even in Accenture, we're 59 - > very much hands-on and implement stuff, but we were just, you 60 - > know, implementing it, and then we didn't really own it 61 - > afterwards, right? 62 - > Like we were not kind of accountable in all ways to the 63 - > end user. 64 - > We just had to deliver this kind of typically SAP software, and 65 - > then uh whether the end users were successful with it or not 66 - > was not the most important thing.

67 - > The most important thing was the executives at the company we 68 - > were servicing felt that they got the service they expected. 69 - > So I was always like feeling I was missing something. 70 - > I I felt like I was looking for basically something where I 71 - > could be more part of a company, be part of something where you 72 - > actually owned the ultimate end result. 73 - > So I started looking for kind of more traditional companies like 74 - > product companies and stuff like that where I could potentially 75 - > work.

76 - > But I I could also feel when looking at those companies that 77 - > what they had in like being hands-on to a product, they 78 - > lacked in ambition and these kind of things that I was 79 - > looking for. 80 - > So it's really hard to find that perfect match where they had 81 - > ambition, but they were more of a product company. 82 - > But then uh my friend uh Jacob, who had met in Accenture, he had 83 - > uh left one year prior and moved to Argentina. 84 - > He kind of convinced me that we should do uh a startup.

85 - > We were always the two last ones in the in the office in in 86 - > Accenture. 87 - > So we had a lot of like late-night talks, and uh that's 88 - > how we got to know each other. 89 - > And and basically when he reached out and said, like, why 90 - > don't you uh want to do a startup with me? 91 - > I I took some convincing because it it was like a risky move, 92 - > right?

93 - > I I felt. 94 - > But the more we talked about it, the more kind of convinced I got 95 - > that this could be something fun to try out, and the risk of 96 - > doing it was not really um too big. 97 - > In Denmark, we have a very wide safety net. 98 - > Uh, if you lose your job, you you uh don't really uh suffer 99 - > too much.

100 - > And I felt I could always go back and work at Accenture if I 101 - > wanted to. 102 - > So what I actually did initially was a three-month sabbatical 103 - > from Accenture, and then uh I packed my bag and flew to 104 - > Argentina to join uh Jacob and uh two other of his friends, one 105 - > of them being his brother, and then uh we kind of started on 106 - > this project that became Cobalt. 107 - > SPEAKER_01: Were you kind of dead set on like I'm gonna go 108 - > raise money, build a startup in San Francisco?

109 - > Like, what did you think was kind of there waiting for you? 110 - > SPEAKER_00: I didn't even know that world existed when I 111 - > started the startup, to be honest. 112 - > I knew some entrepreneurs in Denmark, but the startup scene 113 - > was, from my perspective, non-existent. 114 - > There was a couple, the Just Eat founder in Denmark, he had 115 - > written a book that I had read.

116 - > Uh so he was like one of the stories I'd heard. 117 - > And I'd always been like fascinated by some of these 118 - > startup stories, but there were fewer ideals at the Skype story. 119 - > One of the Skype founders is from Denmark. 120 - > Uh so those were the like only stories I had heard about.

121 - > So it wasn't like I was familiar with the startup scene or 122 - > anything like that. 123 - > But I think what was happening at that year or 2013 was that 124 - > definitely startups were getting more attention in the media, so 125 - > it was becoming more of a cool thing to do. 126 - > Uh, and I think one of the big things that had happened was Tim 127 - > Ferris wrote the book for our work week, right? 128 - > Which I think many people read.

129 - > And that also became an inspiration for many to do how 130 - > can I build that? 131 - > How can I build that kind of lifestyle? 132 - > And that was also part of me making the decision to look into 133 - > the startup world. 134 - > So yeah, I didn't have a strong ambition to do anything uh with 135 - > this, really.

136 - > I just wanted to do something different than Accenture and do 137 - > something that could potentially become big, where you could kind 138 - > of have ambition and build a true product where you owned the 139 - > end result. 140 - > SPEAKER_01: And before UserFlow, as you mentioned, you spent 141 - > seven years at Cobalt. 142 - > You had it was four total co-founders, right? 143 - > So you had three other co-founders, 37 million raised, 144 - > 200 employees.

145 - > And I mean, that's a company that many founders listening 146 - > would envy having, in theory. 147 - > But you left. 148 - > So what happened there that drove you to walk away from the 149 - > company that most founders want? 150 - > SPEAKER_00: So I think seven years is first of all, it's a 151 - > long time uh to be in a company.

152 - > Uh, and and we had we did have a lot of fun on the way, and uh 153 - > and uh I I enjoyed a lot of the ride. 154 - > But what I think started happening was we were growing 155 - > the company and we were hiring more and more employees, which I 156 - > mean uh in some ways is a good thing, right? 157 - > It means the company is growing, but in other ways it also 158 - > typically means that you as a founder have to take a step back 159 - > and uh empower your employees to take the control and and kind of 160 - > do the tasks.

161 - > And that means that you have a risk. 162 - > I I felt that was happening to me, that I became disconnected 163 - > uh more and more from the product and the customers, where 164 - > we in the beginning, you know, we were four founders and we 165 - > had, of course, I had to agree with the four founders, but it 166 - > was a much easier kind of path to change the product, change go 167 - > to market, or change anything compared to when you're in a 200 168 - > employee company and you want to do a change, it's uh 169 - > significantly harder, even as a founder.

170 - > Uh so I think I kind of got tired of that, that the 171 - > organization uh actually resulted in things moving a bit 172 - > slower and me not having the same kind of power to impact 173 - > stuff that I wanted. 174 - > So that's the reason I I eventually ended up leaving 175 - > COBOL. 176 - > And by the way, COBOL is still a very operational uh company and 177 - > and growing company. 178 - > So I think I left in in good conditions, uh, but it was 179 - > important for me to do something else because I was just tired of 180 - > it, basically.

181 - > SPEAKER_01: I mean, you said publicly you can build this 182 - > amazing company and get very little out of it. 183 - > What did you mean by that? 184 - > And what did that experience, I guess, teach you about the 185 - > relationship between effort and reward? 186 - > SPEAKER_00: Yeah, I think you can say in cobalt, I've I 187 - > continued on the path that I had kind of had in Accenture, where 188 - > I would work late hours, work, work, work, so work extremely 189 - > hard, especially the early years of of Kobold.

190 - > And we we decided to raise capital, which meant we diluted 191 - > ourselves as founders, and we raised uh Series Angel, Seat, uh 192 - > Series A, Series B. 193 - > And suddenly also because we were four co-founders, uh, the 194 - > stake you had in the company were not that uh big anymore. 195 - > But you were still working many hours, uh, but you were just 196 - > earning basically like a normal executive salary, right? 197 - > And I think even sometimes a bit lower salary because as a 198 - > founder, you're not expected to pay yourself a huge chunk of 199 - > money in a in a VC-backed company.

200 - > So, what I meant when I said that was basically like when you 201 - > decide to raise VC money, you're kind of already going on the 202 - > path that you're starting to work for somebody else. 203 - > Uh you're no longer in control of the company to do whatever 204 - > you want, to pay yourself a high salary, to sell the company when 205 - > you want, and these kind of things. 206 - > So, what many VC back founders end up with is basically that 207 - > they end up in this kind of stale state where you still have 208 - > ownership in the company and and you are maybe working a lot, uh, 209 - > but you don't have the decision power to potentially exit the 210 - > company and and get some financial reward out of that.

211 - > And you cannot even determine your own salary and these kind 212 - > of things, right? 213 - > So even though you you worked hard, you built a huge company 214 - > uh with COBOL, it's 200 employees, right? 215 - > I still haven't gotten a huge payout from building COBOL, 216 - > right? 217 - > I I still think it's fantastic we build a great company.

218 - > Uh we help many businesses become more secure. 219 - > So, yes, I can value that part of the journey and got to work 220 - > with a lot of amazing people. 221 - > But uh for me personally, uh the financial reward has been very 222 - > little, right? 223 - > Uh so far.

224 - > We'll see in the future. 225 - > They can still uh you know exit the company or do something. 226 - > SPEAKER_01: And instead of taking a break, you immediately 227 - > started another company, which was Userflow. 228 - > But this time you chose to do everything opposite.

229 - > Like it cannot be more different, right? 230 - > No VC, no hiring, smallest team possible, maximum ownership with 231 - > one other founder. 232 - > So, how much of User Flow's experience was a direct 233 - > reaction, I guess, to what you did at Cobalt? 234 - > And what were the specific things you said, I'm never gonna 235 - > do that again?

236 - > SPEAKER_00: Uh basically it was a very strong reaction because 237 - > it was like the complete counter to what I was doing. 238 - > And I was also actually, before I made the decision, I was a bit 239 - > in doubt is this a good choice to leave this company, which is 240 - > uh highly successful, right, in in all uh aspects. 241 - > But I'm just personally not so happy with what I'm doing and 242 - > and and my impact, right? 243 - > But my good friend Sebastian, who was my co-founder at USLO, 244 - > he had uh tried to convince me one year prior, and and then I 245 - > he finally got me convinced because I got basically uh so 246 - > tired of being in a in a larger company and uh said, why not?

247 - > Let's let's do this, uh let's see what we can do. 248 - > Uh and Sebastian, he was very much on that. 249 - > He's always been on that path, actually. 250 - > He he never wanted to build a big company, he never wanted to 251 - > raise money.

252 - > So I kind of also learned from him that that's a viable path 253 - > that you can basically bootstrap a business and you can do it in 254 - > a very product-led way instead of you know relying on sales. 255 - > In Cobalt, we were actually product-led in the beginning, 256 - > but became very sales-led, and that meant you were always 257 - > having to do sales meetings, uh, alignment meetings, uh, customer 258 - > success meetings. 259 - > So there was a lot of meetings in the in Cobalt, and that 260 - > basically meant the flexibility you could have in your life was 261 - > very limited, right?

262 - > Because you were always required to be available for meetings and 263 - > participate in meetings. 264 - > So that was one of the big things I loved about joining 265 - > Userflow was Sebastian and I had no meetings. 266 - > Oh, we had one meeting a week, which later turned into a Slack 267 - > conversation. 268 - > And I think that was one of the key things is like we want to 269 - > build a smaller company, we don't necessarily want to hire 270 - > anybody, we want to do it in a profit-first way, we want to do 271 - > it in a way where we don't have to do a lot of meetings.

272 - > Ideally, we don't want to do a lot of sales calls and stuff 273 - > like that. 274 - > So, yeah, a complete opposite to to what we were doing uh at 275 - > Cobalt. 276 - > So, so that excited me as well. 277 - > Yeah.

278 - > So it was definitely a counter reaction and and something I was 279 - > looking for to have a more interesting, uh kind of 280 - > impactful role, but also a more flexible lifestyle. 281 - > SPEAKER_01: I mean, that's the thing that people don't 282 - > understand about going up market. 283 - > Everybody thinks going up market means more revenue, but more 284 - > revenue means you're actually giving up your life. 285 - > So your business model determines your lifestyle.

286 - > So I had two SaaS companies before this, but we sold 287 - > enterprise. 288 - > So I was the one doing those meetings, doing those calls, 289 - > going to conferences, needing to be available. 290 - > Sometimes customers would text me. 291 - > You know, when you live through that, I think some people really 292 - > love that.

293 - > And or maybe it doesn't bother them. 294 - > But for me, I was building a company to free myself and my 295 - > life, but then I had built this thing that did the opposite. 296 - > It's funny because you're like, okay, now I want to build a 297 - > two-person company, but you know, counting back, I guess 10 298 - > years before that, you're like, I want to be the CEO of 299 - > Accenture, which is yeah, which is even worse. 300 - > Yeah.

301 - > So let's talk about money for a second. 302 - > You left Cobalt without cashing out. 303 - > And then user flow starts printing cash. 304 - > Yeah.

305 - > Like four and a half million or a little bit more, three people. 306 - > I think the majority of that journey was just two of you, 307 - > right? 308 - > SPEAKER_00: Yeah. 309 - > The designer was always there, but he was freelancing, so he 310 - > was only working part-time, eventually full-time, but still 311 - > part-time.

312 - > SPEAKER_01: So that's a million and a half per employee. 313 - > So where did that money go? 314 - > Were you and Sebastian just paying yourselves huge salaries, 315 - > or were you keeping it in the company? 316 - > SPEAKER_00: We were paying ourselves huge salaries.

317 - > So I think both Sebastian and I, that's how we thought about it. 318 - > Like we want to build a business, and to make it fun, we 319 - > also have to be financially rewarded along the way. 320 - > We cannot just wait for this kind of exit. 321 - > And we felt that we could run the company pretty much just uh 322 - > the three of us.

323 - > So uh instead of going out and hiring someone, we decided we 324 - > just want to pay ourselves really high salaries so we can 325 - > live a really good life while building a great company. 326 - > And and we were very lucky that Userflow were in a market that 327 - > took off with the entire product led growth, you know, with that 328 - > user onboarding. 329 - > And we had built like something that was differentiated enough 330 - > in the market to get a lot of customers uh and in a highly 331 - > product-led way.

332 - > So yeah, we were very um quickly a highly profitable business and 333 - > uh could therefore pay ourselves very well. 334 - > SPEAKER_01: I mean, that's a remarkable story. 335 - > And you know, having lived through year, like so I had two 336 - > startups before eWebinar, and I always thought I couldn't pay 337 - > myself. 338 - > I always pay myself less, pay other people more.

339 - > And I wanted this suffering because if I suffered, I felt 340 - > like that was a necessary ingredient to success. 341 - > Right. 342 - > And as you said, like a lot of VC back companies, which were 343 - > like friends around me, they also weren't getting really even 344 - > livable salaries because we were all in New York. 345 - > SPEAKER_00: Yeah.

346 - > SPEAKER_01: And so I now know that the founders actually have 347 - > to take care of themselves first so that they can have the mental 348 - > capacity in the space to make good decisions, right? 349 - > Especially when you're bootstrapping, right? 350 - > Like if you if you are constantly in survival mode, you 351 - > can't make good decisions. 352 - > SPEAKER_00: No.

353 - > SPEAKER_01: Right. 354 - > And you have to make so many concessions in your life, 355 - > especially if you're in your 30s or your 40s, like you see all 356 - > your friends living these normal lives and you can't do that. 357 - > I think nobody really talks about that, right? 358 - > Like it's like it's like a mental baggage that you carry 359 - > that you feel like I'm a failure, I'm not good enough.

360 - > But if you can turn that around, build a successful business, and 361 - > actually start paying yourself, you can just have fun doing it. 362 - > Right. 363 - > So, how did your lifestyle change? 364 - > Right, as that revenue grew, you paid yourself, and how did your 365 - > relationship with money shift?

366 - > Because I guess this would be the first time you're you have 367 - > these huge salaries and and you have money to spend. 368 - > SPEAKER_00: Yeah, I think you can say what I learned at COBOL, 369 - > which was probably a good thing, was to be frugal. 370 - > And I think both Sebastian and I are uh very frugal with money. 371 - > Uh, we also learned that further at Userflow, right?

372 - > Because we we didn't want to spend huge chunks of money uh if 373 - > we didn't see the kind of result. 374 - > So the way we did business was also very frugal and and focused 375 - > on profit. 376 - > And you can say, even though we were paying ourselves large 377 - > salaries so we could live a really good life, it didn't mean 378 - > that we, you know, were flying first class and you know uh uh 379 - > buying uh uh sports cars and stuff like that. 380 - > We were living pretty much normal lives, but we didn't have 381 - > to think about money, which was fantastic, right?

382 - > And I think that that was the primary difference where in 383 - > Kobold you always had, you know, you I didn't I wouldn't say I 384 - > had to think about money, but you know, it was not like I 385 - > could just uh buy whatever I wanted uh and and and don't 386 - > think about it, right? 387 - > So yeah, so I think it it became it created some kind of comfort, 388 - > but not in a I didn't like end up in a luxurious lifestyle or 389 - > anything of that from getting the money.

390 - > And I think actually a lot of that came from my startup 391 - > mindset, where you are very frugal in the way you think and 392 - > almost to a fault, right? 393 - > So I could probably spend a bit more on myself. 394 - > SPEAKER_01: Well, at some point, I mean, you guys were 395 - > financially comfortable, the company was profitable, growing 396 - > without you know, any other staff, you're not managing 397 - > anybody. 398 - > You know, you're not really grinding, right?

399 - > So there's no financial pressure with VCs, the product was kind 400 - > of running itself, right? 401 - > So what was driving you guys to keep going or driving you to 402 - > keep going? 403 - > And like, what were you waking up in the morning for? 404 - > Hey, I want to take a minute to talk about the thing that makes 405 - > my life and this podcast possible: my own company 406 - > eWebinar.

407 - > Here's something no one questions. 408 - > We expect every piece of content in our personal lives to be 409 - > available on demand from this podcast to our favorite TV show. 410 - > But when it comes to business webinars, whether it's demos, 411 - > training sessions, or onboarding calls, anything where a live 412 - > person has to show up and deliver content, we're still 413 - > asking people to be somewhere at a specific time on one specific 414 - > day, hoping they'll make it.

415 - > And it just doesn't scale. 416 - > The average attendance rate for a live webinar is 30 to 40 417 - > percent. 418 - > That means the majority of people who want your content 419 - > never see it. 420 - > The prospects who never see your demo don't convert, the 421 - > customers who skip onboarding don't activate.

422 - > Anyone who misses training won't adopt your product. 423 - > The EE webinar was built to solve that. 424 - > We turned any video into an interactive experience that runs 425 - > on autopilot 24-7 in every time zone. 426 - > Your audience joins when it works for them.

427 - > And our live chat lets you respond to questions in real 428 - > time or later through email. 429 - > So every question gets answered and nobody feels ignored. 430 - > It outperforms live by every metric. 431 - > Attendance, watch times, engagement, and conversion rates 432 - > are all higher.

433 - > When live delivery is no longer the bottleneck, you open up a 434 - > whole new world of opportunities, and that's the 435 - > real unlock. 436 - > You're not just replacing the webinars you're already doing, 437 - > you're finally creating all the ones you never had bandwidth 438 - > for. 439 - > The onboarding series, the product walkthrough, the sales 440 - > demo for that segment you've been meaning to go after. 441 - > Come see it for yourself.

442 - > Visit eWebinar.com to join our demo at your own time. 443 - > No salesperson required. 444 - > All right, let's get back to the episode.

445 - > SPEAKER_00: So I think the primary thing was to enhance the 446 - > product, right? 447 - > Like I was like seeing that was the power of use flow. 448 - > It's a product you can continuously enhance, uh, which 449 - > was amazing. 450 - > Cobalt was the same as like this kind of product where you can 451 - > just keep adding new features and and see how they go.

452 - > And that was the fun part, like building new stuff. 453 - > Among other things, we launched uh AI assistant pretty quickly 454 - > after GPT 4 came out. 455 - > So those kind of things were what kept us going, is like 456 - > building new stuff that could grow the company even further. 457 - > And that kind of mindset that the more revenue we got, the 458 - > higher salary we could pay ourselves, right?

459 - > So that was also a kind of like an incentive for us. 460 - > So even though we already had nice salaries, it's always nice 461 - > to you know earn earn more. 462 - > So you can say in COBOL, I didn't have that, right? 463 - > Because if I was helping growing the company, I was growing the 464 - > equity, I wasn't growing my salary, right?

465 - > And that's a much more intangible kind of value, which 466 - > when you've been doing it for seven, eight years, you kind of 467 - > learn, okay, that's Way too intangible, right? 468 - > It's not something you can easily get anything out of 469 - > unless you sell something on the secondary market, which some 470 - > founders are lucky enough to do. 471 - > But yeah, so I think that was the primary incentive. 472 - > And then the second part was how can we make this even more 473 - > flexible, right?

474 - > Stuff we started doing at Userflow. 475 - > We some would say we became kind of arrogant because things were 476 - > working so much self-service. 477 - > I started saying no to all sales calls. 478 - > Unless they had done like a trial with us.

479 - > I didn't want to, you know, speak on a call with anybody 480 - > because we would still we we did have a book um a demo form, but 481 - > we kind of moved it uh to a hidden place on the website. 482 - > And the people who would then go on our support channel asking 483 - > for uh you know a call, I would always push back and say, Have 484 - > you done the trial? 485 - > Uh because the trial is pretty self-explanatory. 486 - > Uh and if they hadn't, I said, then do please do that first and 487 - > come back if you still need a call.

488 - > And many would come back and say, Ah, we don't need a call, 489 - > we see everything now, it's very clear. 490 - > So so so sometimes that kind of arrogance helped you become more 491 - > successful in your product led motion, right? 492 - > So I think that helped us also create a more, even more 493 - > flexible lifestyle around the company, which meant I could 494 - > travel a lot more. 495 - > I had a kit uh around that same year when when we really hit it 496 - > off.

497 - > So that helped us be able to, you know, live a life where I 498 - > could travel the world, travel, or at least the US, have a kit 499 - > and and still uh run a highly successful SaaS company. 500 - > And you could have pushed all those calls to eWebinar, but we 501 - > weren't around. 502 - > SPEAKER_01: Exactly. 503 - > You're such a pragmatic person, right?

504 - > Every time I talk to you, you're just like, this is what we did. 505 - > One, two, three, we followed the system. 506 - > Like you make it sound so doable. 507 - > Yeah.

508 - > But the thing is, like building a company, three people, really 509 - > crowded market, actually, a very red ocean market with VC back 510 - > competitors. 511 - > It doesn't seem like it could be as smooth as you make the story 512 - > sounds. 513 - > Like, were there parts that were hard? 514 - > Like, were there moments where you felt like maybe this 515 - > wouldn't work, or you you questioned if you were on the 516 - > right path?

517 - > SPEAKER_00: No, I don't because we were seeing like continuous 518 - > growth. 519 - > I don't think we ever like let's say we lost a loot a large 520 - > customer, right? 521 - > Uh we would of course have concerns. 522 - > Are we gonna lose more large customers, right?

523 - > We would always have that. 524 - > But was a large contract at that, like what was the range of 525 - > the contract value? 526 - > I think our largest contract was around 60k or something. 527 - > So it's not insignificant, it's pretty big.

528 - > No, no, and and uh we we might have lost one or two of those 529 - > where we are like, okay, ouch, that was a big customer to lose. 530 - > If we had customer success, would we have kept them, you 531 - > know, like more hands-on customer success? 532 - > But then on the other hand, if we had had that, we wouldn't be 533 - > able to live that flexible lifestyle, right? 534 - > And and be highly product-led.

535 - > And and and I think what we saw at time is like we were able to 536 - > get new customers at a rate, so it doesn't hurt so much that we 537 - > lose uh one of these customers. 538 - > We weren't like the customer saturation. 539 - > It was not like we had one or two very large customers, we had 540 - > a lot of like mid-size and small customers, right? 541 - > And and in that way we were not so vulnerable to one customer 542 - > journey, even if it was a big customer.

543 - > But of course, that hurts. 544 - > It always hurts when a large customer leaves, and and you 545 - > always uh kind of think, should we change something? 546 - > Should we uh should we do something? 547 - > So I think we did have experiences like that, but in 548 - > overall, we mostly saw success in what we did.

549 - > And I think the reason for that was that we stayed very close to 550 - > our customers. 551 - > We were always the ones on support, right? 552 - > Because we were a small team. 553 - > We were always using our own product to see how can we make 554 - > it smarter, how can we make it better, so we would discover the 555 - > new features and how they should be built before our customers 556 - > would.

557 - > So we were always like one step ahead uh when it came to like 558 - > building the product. 559 - > We we just felt that everything was working and it kept on 560 - > working. 561 - > So it sounds easy, but I also think it's a good mindset to 562 - > have that it is easy. 563 - > And I think that's actually the biggest blocker for many 564 - > companies who want to be product-led, is they don't have 565 - > that mindset.

566 - > They always think like uh we can't do that because X, Y, C, 567 - > right? 568 - > We can't have a free trial because of security is an excuse 569 - > I've heard, right? 570 - > Uh like of course you can. 571 - > Like, if you cannot have that, then I don't uh your security is 572 - > terrible if you if you cannot do a free trial because of 573 - > security, right?

574 - > SPEAKER_01: I mean, I think the unique thing about you and 575 - > Sebastian was you are so lifestyle focused. 576 - > And you you understood that everything has a trade-off. 577 - > Yeah, right. 578 - > Of course, every company can go upmarket, but what is the 579 - > trade-off, right?

580 - > Like how many people do I have to hire for how much money? 581 - > How much money do I have to raise? 582 - > And you've got customer success, right? 583 - > So you were willing to have that trade-off for the lifestyle that 584 - > you were living, and and that's awesome, right?

585 - > So the beamer deal, who you know you eventually sold to, I guess 586 - > this conversation happened through a conference, right, uh, 587 - > at in Dublin. 588 - > And but you weren't really looking to sell at the time. 589 - > You said you were just ignoring like some acquisition email. 590 - > So what was different about this particular company or this deal 591 - > that made you say, okay, like let's start having this 592 - > conversation?

593 - > SPEAKER_00: Because we were paying ourselves uh really well 594 - > and and and we knew we had a good growth in the company and 595 - > we were living already a flexible lifestyle. 596 - > So we didn't have like that pressure to sell or uh or do 597 - > anything. 598 - > We were not like actively uh looking, but we did had have 599 - > acquisition offers also before the beamer acquisition offer. 600 - > Most of those were in pure stock, which didn't really 601 - > interest us because if you sell for pure stock, you basically 602 - > just end up working for somebody else, and then you have to rely 603 - > on them to um build a successful company, right?

604 - > So what the beamer deal gave us was more cash on table and and 605 - > an opportunity for us to also not be operationally involved. 606 - > Uh we were operationally involved for for a short while, 607 - > but then left the operations later, right? 608 - > And and I think that was the kind of deal we we were 609 - > interested in. 610 - > And then of course, also at a multiple that we thought 611 - > justified us uh not giving up on our nice salaries, right?

612 - > So we had to kind of look at the math to see how many years do we 613 - > have to work to earn the same. 614 - > And and and then we we made that calculation and decided this is 615 - > a good deal. 616 - > Uh let's do it. 617 - > And then the other positive thing was that they wanted to 618 - > continue the brand as it is and actually build further on that 619 - > brand and and the product.

620 - > So that was also super nice that that we were uh giving it to 621 - > somebody who actually wanted to continue the product and not 622 - > just close it down, as you see with with larger companies, when 623 - > they buy something, they they often close down the product or 624 - > it disappears. 625 - > SPEAKER_01: So, what was it like to hand over something you built 626 - > that was so hugely successful with such high velocity? 627 - > SPEAKER_00: Yeah, I uh it was hard.

628 - > Uh I mean, first of all, when you sell it, you're just uh 629 - > you're so happy, uh it's great, right? 630 - > Like it's a good payday. 631 - > Uh but then uh of course it's hard to give away uh a product 632 - > that you've been working on and thinking about every day for the 633 - > last uh years, you know, had many kind of future dreams of 634 - > what should happen with the product, right? 635 - > And now you're leaving that ownership to somebody else to 636 - > decide if if what's gonna happen with the product.

637 - > So that was of course uh hard. 638 - > I'm happy that we didn't have to stay operationally involved for 639 - > for too long because I think it's really hard as a founder to 640 - > not and and that was you know going back to what happened at 641 - > Cobalt, it's hard for a founder to stay out of the decisions, to 642 - > not be impactful in in what happens. 643 - > Uh, but when you're giving the ownership and controls to 644 - > somebody else, you need to do that. 645 - > And sometimes it's easier just to get out.

646 - > Uh, and I think I learned that at Cobalt. 647 - > I and and that's the same I learned that at Useflow, it's 648 - > kind of like it's easier just to get out of the operations and 649 - > not be involved, and then let let the people make the 650 - > decisions without you uh trying to influence them yourself. 651 - > SPEAKER_01: So you had a pretty significant exit. 652 - > How did it feel for you when that wire hit the bank?

653 - > SPEAKER_00: So I think because we had already had good salaries 654 - > uh for for years before that. 655 - > I mean, it it is of course life-changing. 656 - > It meant that I basically don't have to work for the rest of my 657 - > life unless I want to. 658 - > So that that's of course life-changing.

659 - > But because we had already, you know, had paid ourselves good 660 - > salary, it wasn't like a huge change. 661 - > I I had already, you know, lived a life where I was traveling uh 662 - > the US and the world, uh living a good, flexible lifestyle. 663 - > Selling the company just meant that I could be even more 664 - > flexible, uh spend even more time with my family, which is 665 - > something um I think was was one of the most positive sides was 666 - > now like with usable, I could definitely spend more time with 667 - > my family than I could with cobalt, but now I could spend 668 - > even more time with them, and and um yeah, and now I have a 669 - > second kid, so that's it makes it even greater, right?

670 - > But but yeah, so so yeah, it's I think it w it was a great day, 671 - > but uh it wasn't like I was already living a good life, uh, 672 - > so it wasn't like changing my life significantly. 673 - > SPEAKER_01: So now you're in this post-exit chapter, you're 674 - > consulting companies on product-led growth, sharing your 675 - > knowledge, traveling, like you said, spending time with family. 676 - > Yeah, you you're basically retired. 677 - > So, what does a typical week look like for you?

678 - > You know, like does it feel like you finally achieve this nirvana 679 - > of like ultimate freedom? 680 - > SPEAKER_00: Well, I am uh still I'm not fully retired because 681 - > I'm consulting with PLG, of course. 682 - > SPEAKER_01: But only because you want to. 683 - > SPEAKER_00: Because I want to.

684 - > Um, but yeah, I I was uh retired for for uh at least uh one and a 685 - > half years or after we sold or something or one year. 686 - > What I learned, and I actually learned this back in Cobalt 687 - > already, so in 2018, before I left Cobalt, I actually went on 688 - > a sabbatical for six months because I was worked out, I had 689 - > worked way too much and it was hurting like relations and all 690 - > this kind of stuff, right? 691 - > So it was like I needed a break to realize that the company can 692 - > live without me.

693 - > I think that's one thing I realized. 694 - > And I can live a life where I'm not working and I'm actually 695 - > happy. 696 - > I'm traveling, I'm experiencing new stuff, I'm learning new 697 - > stuff, reading books. 698 - > I think I learned that from that six-month sabbatical that I 699 - > don't need to work to be happy.

700 - > So, so with Userflow, it already started like the flexible. 701 - > That's also a part of why I joined Userflow is like, okay, 702 - > now I can have an even more flexible lifestyle where I don't 703 - > have to work so much. 704 - > Um and then when we exited, it was amazing to not work at all 705 - > and and live this kind of sabbatical lifestyle where we 706 - > just travel. 707 - > We decided uh my family and I went decided to go to some 708 - > further away places like Australia and French Polnisha 709 - > and this kind of stuff, right?

710 - > So you could you could go a bit further away and not be in the 711 - > same time zone as the US. 712 - > So I think for me it was not like I missed working, I really 713 - > just kept on enjoying my life. 714 - > I I hear a lot of founders like they sell the company and then 715 - > they have to get quickly back to building a new company because 716 - > they kind of miss working or having a purpose. 717 - > And I think for me that the purpose was just, you know, work 718 - > doesn't have to be there to have a purpose.

719 - > You can do exercise, you can enjoy time with your family, you 720 - > can travel. 721 - > And I and I think that's part of what I learned from from that 722 - > sabbatical back in 2018 is there are equally important things in 723 - > life uh than uh doing work. 724 - > SPEAKER_01: I mean, now with all this cool AI stuff happening and 725 - > the world is growing at an exponential pace, there's all 726 - > this new technology coming up. 727 - > Are you having conversations with yourself at all about 728 - > whether you're gonna start building again, or is this just 729 - > a completely new chapter of your life where you want to just 730 - > focus on you, your family, and and just have fun?

731 - > SPEAKER_00: No, I'm I'm definitely staying connected to 732 - > what's going on. 733 - > Uh, I think I need I I want to do that because uh it's also 734 - > just to stay up to date on what's going on. 735 - > I think even if I'm not gonna do a new startup, it's uh you need 736 - > to be aware of what's happening with AI because it's gonna 737 - > impact uh everybody in the world, what you can do and and 738 - > how the world's gonna function in the future. 739 - > So it's important to stay up to date on what's going on.

740 - > So I am playing with with AI tools, and then I I am thinking 741 - > sometimes maybe we should do you know one more startup. 742 - > Sebastian and I often talk about it. 743 - > Uh, and especially when you see these like high, high growth 744 - > stories where it's a lot of it is product led, right? 745 - > It's uh lovable is product led, Gen Spark is product-led.

746 - > It's these highly product-led motions, and that's amazing that 747 - > that uh this combination of AI and product led is really 748 - > kicking it. 749 - > And and and I think Sebastian and I would fit perfectly in 750 - > that world. 751 - > But I also know that once you start on a on a company, it is 752 - > gonna be a lot of work, especially in the beginning, to 753 - > build the initial audience, build the first customers, get 754 - > them to use the product, find that product market fit.

755 - > Uh, and it's not just a walk in the park. 756 - > We were lucky with Userflow, but even Userflow, you know, did 757 - > take some work in the beginning. 758 - > So, so yeah, I think I always have that in the back of my mind 759 - > that yes, it's everything is very exciting now, but it it's 760 - > also gonna take a lot of work to actually run a company. 761 - > And right now I'm much happier doing more exercise, enjoying 762 - > time with my family, and these kind of things.

763 - > So, so I don't think I'm ready to do anything right now. 764 - > SPEAKER_01: So, when you think about your purpose, right? 765 - > What is your purpose now versus you know what it was before and 766 - > and like how has it shifted over time, if at all? 767 - > SPEAKER_00: Yeah, purpose, it's a hard word.

768 - > What is your purpose, right? 769 - > Uh I think there's definitely a chase for financial freedom has 770 - > always been there now when you have it. 771 - > You don't have to think about it. 772 - > And I think many founders actually struggle when they 773 - > achieve if that was the ultimate goal and they achieve it, they 774 - > struggle with what's gonna be my next goal.

775 - > Uh right. 776 - > But for me, achieving financial freedom was just a sub goal to 777 - > the ultimate goal, which is then I can do whatever I want, right? 778 - > Like I can uh exercise, I can spend time with my family, I can 779 - > travel when I want, these kind of things, right? 780 - > For me, that's at least for now, more than enough to enjoy life.

781 - > So I think that's that's my purpose right now, is just uh 782 - > travel as much as possible, spend time with family and uh 783 - > keep on learning new stuff uh and exercise. 784 - > I think exercise is very underrated. 785 - > In I think many startup founders, and I I know I did at 786 - > Cobalt, stop doing exercise when they are building companies and 787 - > you become super unhealthy, and it's not good for you or for the 788 - > company because you actually think better when you're 789 - > healthy.

790 - > And so it's just one of those things that now I have the 791 - > freedom to do that much more again. 792 - > I I'm much happier. 793 - > SPEAKER_01: And what matters most to you now, like that maybe 794 - > you didn't care about before? 795 - > SPEAKER_00: I didn't have a family before, so I didn't uh 796 - > family is definitely family is definitely the most important 797 - > thing uh for me now.

798 - > And then uh yeah, as I said, traveling and and exercise and 799 - > and that kind of freedom to do whatever you want is is highly 800 - > important. 801 - > SPEAKER_01: So, how do you define success today, after that 802 - > entire journey, and like as compared to when you first moved 803 - > to San Francisco in 2013? 804 - > SPEAKER_00: I think ultimately it's it's actually the same in 805 - > some ways. 806 - > It is, and I achieved it, right?

807 - > I achieved the freedom to be able to do what I want. 808 - > Uh and I think that was also the goal. 809 - > When I initially started Cobalt together with my uh three 810 - > friends, it was also what we were pursuing, right? 811 - > Of course, we wanted to build a great company, become, you know, 812 - > build a large company, but but ultimately there was also this 813 - > pursuit of financial freedom and be able to basically be able to 814 - > do what you want, right?

815 - > So I think back then it was the success criteria, and today it's 816 - > the success criteria. 817 - > You can say maybe even in Accenture, it was also the 818 - > success criteria to become a CEO. 819 - > And that back then I had like an idea that that would mean that 820 - > you would have financial freedom. 821 - > But actually, what I've learned over the years is if you are CEO 822 - > of a large company, you might have financial means to do 823 - > everything you want, but you have no freedom because you're 824 - > uh working all the time.

825 - > Uh and that's not success to me. 826 - > SPEAKER_01: Absolutely. 827 - > Well, Esmin, thank you so much for this conversation today. 828 - > SPEAKER_00: Thank you.

829 - > SPEAKER_01: Yeah, thanks for spending time with me. 830 - > Real quick, if what we talked about today resonated with you, 831 - > the best thing you can do to pay it forward is to share it with 832 - > someone you think would enjoy it too. 833 - > The only way this podcast grows is by word of mouth. 834 - > Whether that's a review, a post, or even a text to a friend, it 835 - > would mean the world to me and would help me keep this podcast 836 - > going.

837 - > Hit subscribe so you never miss an episode. 838 - > And head over to profitlet.fm for show notes. 839 - > If you want to connect or share feedback, I'd love to hear from 840 - > you.

841 - > Find me at melissaquan.com. 842 - > That's M-E-L-I-S-S-A-K-W-A-N.com.

843 - > Thanks for listening. 844 - > Bye now.

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