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He Sold For Over $40M. Here’s His Exact Cut.

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He Sold For Over $40M. Here’s His Exact Cut.

Jesse Puget's journey from Goldman Sachs to bootstrapped entrepreneur highlights the gap between financial success and fulfillment. After walking away from a $500K-a-year job, he co-founded Ampush with college roommates, leveraging $33,000 each and credit cards to crack Facebook ad arbitrage early. Within two years, the company was generating $2 million monthly revenue, eventually reaching $500 million in annual ad spend without external funding. Despite offers like $25 million early on and a $190 million all-stock deal he wisely declined, Jesse learned that money alone didn't deliver happiness—his first $5 million windfall felt anticlimactic. The full acquisition in 2022 for $40–60 million gave him freedom, but he pivoted to purpose-driven work with GatewayX, a venture studio championing "seedstrapping" to help founders build profitable, independent businesses. His personal philosophy emphasizes values over wealth: he counts illiquid assets as zero, invests conservatively, spends modestly ($500K/year), and instills work ethic in his kids through chores, allowance, and mandatory hourly jobs. He believes serving others and helping people grow is his true legacy, not accumulating riches. His story illustrates that once financial security is achieved, the real challenge is finding meaning, which he now pursues by mentoring entrepreneurs and fostering a community of bootstrapped builders.

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Speaker 1I actually walked away from a pretty lucrative job at Goldman Sachs. I would love for you to introduce yourself and really tell the story about Ampush.
Speaker 2We pulled together 33 grand each and some Amex cards and said we're going to bootstrap this thing. And in one month we did 2 million in revenue, 800,000 in gross profit, and like 600,000 in EBITDA. So within like two years when we cracked the Facebook channel, it was like minting money. Money and success were the number one priorities for me, and they were far less
Speaker 1fulfilling than I expected them to be. All right, Jesse, thanks so much for joining us today on Money Wise. Quick thing before we start, my guest today made his money arbitraging ads. I click for a dollar, sell it for 50. Subscribing to this show is the same trade, except it costs you zero dollars and pays out an episode like this every week. He would tell you to take that deal, and so I'm asking you to take that deal as well. Please subscribe to Money Wise wherever you're listening. Okay, now today's guest, Jesse Puget. At 25, he was at Goldman Sachs making half a million dollars a year. He was a successful businessman, and he was a successful businessman a year, and he walked away. He started the company with his college roommates, 33 grand each and some Amex cards, and he never raised a dime of outside money. In this episode, he tells me about the day the first life-changing wire hit his account and why the next day was one of the most disappointing days of his life. He walks me through exactly where his money sits down to the percentages, and he tells me the number he turned down at 27 that most people would have grabbed with both hands. There's also a game he makes his kids play at Starbucks. We'll get into that. I get to talk to founders just like Jesse inside of Hampton, a private network for high growth founders who are doing 25 million a year on average. If that's you, you need to check it out at joinhampton.com. Now, let's get into the show. I'm Daniel Burke. Here is Jesse Puget on Money Wise. How are you doing? I'm doing great, Daniel. How are you? I'm doing well. Technical difficulties are always fun, but we got through it together. I would love for you to introduce yourself and really tell the story about Ampush. I'm most interested in the bootstrapped angle of Ampush, and from day one, I know you started with an Amex credit card and some co-founders. I mean, tell me the story
Speaker 2about how all that came to be. Yeah, yeah. So, I mean, quick story. I was born and raised in St. Louis. I grew up in an immigrant household, and I think early on that shapes your perspectives on money. I think I kind of saw, you know, my dad was a classic, like came here when he was 17 with a dollar in his pocket and grinded, and he was a small business owner. And so I got to work inside those businesses early. But you, you know, really early on understood entrepreneurship and business. And I think that's what I'm most interested in. And I think that's what I'm and probably shaped my perspective on bootstrapping, which is like a business is one where you, you know, your revenues are higher than your expenses and you generate a profit. But I was a kid who, you know, I had a snow shoveling business in middle school. I had a DJing business in high school. I had a t-shirt business in college. And I spent a few years working consulting and a few years on Wall Street and actually walked away from a pretty lucrative job at Goldman Sachs. And I can talk about that decision a bit as it relates to money, but started Ampush with my college roommates. And, you know, we, we really wanted to, to, to bootstrap. I think we looked around and like, what are industries and markets that you can like make a dollar, you can kind of get in, realized digital marketing was kind of similar to Wall Street. There was number crunching and data and, you know, learned about, okay, there's like performance marketing where someone pays you a $50 CPA. And then if you could buy an ad on Google for a dollar per click, and it had a 5% conversion rate, that's a $20 cost and a $50 revenue. Like you can arbitrage ads. And we were like, Hey, we know, we know that word arbitrage. Like, let's try it. Now it was way harder than we thought. It took us a year to even get to, to kind of make any money, but we, the, we pulled together 33 grand each and some Amex cards and, and said, we're going to bootstrap this thing. And, you know, our real break came in the first year when we actually started running ads on Facebook and, you know, what was barely basically 0% margin on Google ads. We started making like 70% margins on Facebook ads. And, you know, our, I actually remember this very distinctly, our revenue and profits in June of 2010, pre pre-trying Facebook were a hundred thousand in gross revenue, maybe like $30,000 or $40,000 in gross profit and basically break even, maybe made $5,000 or $10,000. The following August, 14 months later, in one month, we did $2 million in revenue, $800,000 in gross profit, and like $600,000 in EBITDA. So within like two years when we cracked the Facebook channel, it was like minting money. And that kind of got us off to
Speaker 1this bootstrap direction. Do you think the Ampush success is because you were one of the earliest
Speaker 2to do the Facebook arbitrage? Yeah. I mean, I think, you know, I think we were super early to it, but like we had to take the, we had to try it. So yeah, sometimes I tell people you got to do sandbox entrepreneurship. You like get in the sandbox, you play around and you find the thing. And so we found it that way. I think from there, you know, we increasingly took it more seriously, but around that time when we were, we were sort of grew the business a bunch, Facebook called us and was like, who the hell are you guys? You're one of the first people to do this. And I was like, top 100 advertisers come meet us. And then we became one of their early most favored nation partners. And then our, you know, we were able to go get clients. They were all startups at the time, but it was like Uber, Dollar Shave Club, Peloton. And then from there, the business just ripped. It grew to about half a billion a year in ad spend, 250 employees, never raising any outside money. We did a couple M&A deals where we bought businesses. We were doing cashflow and distributions, which I could talk about. And then, you know, we sold a minority investment. We sold a minority interest in the business for the first kind of first liquidity event was 20 15. And then we sold the whole business around 2022 to a private equity firm called New Mountain Capital. So all in all, it was like a 10 plus year journey. But I went from 26 years old to 36, but, you know, learned a ton about entrepreneurship, growth marketing, all the things during
Speaker 1that journey. Wow. And walk me through year to year, how that journey actually started to grow with Ampush up until the list two, really there's a partial acquisition and there's a full acquisition. Tell me how that was.
Speaker 2Looked year to year. Yeah. Yeah. Let me go. I mean, I know this is money wise. Let me go back one second. And I was, I think it's an important thing. You know, I was working at Goldman Sachs in this, like in this investing group and just thinking about money and, and well, actually I even go back even further than that. Like I, when you come out of, I went to Penn, I went to Wharton, you know, it's, it's like one of the most lucrative job paths. Like you, you get immediately get six figure jobs. Like I had a six figure job at Citadel out of college. And instead I went and I it was kind of my first sign to myself that money wasn't the most important thing to me. Like I wanted a little bit more of a wide perspective. I wanted an optionality versus kind of jumping right into the hedge fund world. And then I ended up working in an investing group inside of Goldman. And, and I think when I was 25, I made like half a million bucks that year. And despite that, I, and, and by the way, my boss was 29, she was making two or 3 million. And the head of our group was, he's probably 40 something and he was making 20 million bucks a year. So like you get on wall street and you see how much money people make. And I was like, it's crazy. And it's, it's real. Right. But I sort of had this moment where, you know, I was a public markets investor, you know, to be fair as a middle of financial crisis, but I was like, man, this job is 40% reading 40% Excel, 20% meetings. It didn't feel dynamic enough to me. It didn't feel, I didn't feel happy. And I had this really specific moment where I was like, I would rather make half of my future expected earnings and do something that like, I feel excited about, which was starting a business rather than like stick in this corporate for the next X amount of years, even though it's incredibly lucrative. And so for, you know, as far as money goes, that was sort of the first, first sign to me that it wasn't all just about
Speaker 1money for me. Yeah. And so, um, when you decided to sell, you sold about 20% originally, what was the thinking behind the 20% stake to red ventures? Correct. Yeah. Yeah. I mean, you know, we
Speaker 2originally wanted to sell the whole business and you know, if I could do it all over again, I financial decision, but we were just tired, you know, and, and we had, it was kind of a crazy thing. Like we had figured out the Facebook channel by 2012, we were growing over a hundred percent a year. The first part of our business we divested. So, you know, we had a lot of interesting little bites at the Apple. Like I mentioned earlier, we did, we were doing profitability in our first year. So within two years of starting, we got an offer to buy the company for $25 million. And we weren't planning on selling, but we were like a bunch of 27 year olds. And we were like, damn, it's worth way more than we thought. Yeah. And we actually went out and considered it and nobody was giving us any credit for this like Facebook thing that we had figured out. They were like, yeah, it's too small. So we're like, all right, we don't want to sell the business, but let's do a $3 million dividend. Let's basically a million each to each partner. And that's how I bought my first house in San Francisco, which I still own. Wow. So it was good to get like a little bite after having that run and deciding not to sell. And then at that time, you may or may not remember this, but Marin Software, Rocket Fuel were billion dollar market cap publicly traded companies. And we were growing over a hundred percent a year running ads on Facebook as kind of a tech enabled service. And everyone was like, man, if you guys grow this thing, keep growing like that, like you're going to sell for five times revenue. And so we did that and we went hard and it was bootstrapped. We put all the money back in the business during that period. And we went from 3 million in net revenue to close to 30 million in net revenue over four years, three or four years. And so then we were like, all right, we like ran really hard and we're like, we got to sell this thing. And we were hoping for $150 million check. But during that time, Rocket Fuel and Marin had their market caps had gone down 99%. Like ad tech was in a total. And so we went out and we got 60, 70, $75 million offers. We got, we got $190 million offer all stock, which I'm glad we didn't take from Marin. Marin ended up kind of going, going out of business, but we, but we, you know, we had a few offers and, but we were like crestfallen. Like we were depressed because we, in our heads, we thought the number was way bigger. And so we ended up doing this deal with Red Ventures. And, you know, I think partially because we were like, you know what, we got to take some chips off the table. That's important. But it also gave us a chance to keep growing the business to kind of hit the magic. We'd made up a magic number in our head, which I don't recommend to anyone because it just hurts. But we made up, we got to have a nine-figure exit. And like, we weren't, we weren't quite there. We're like, all right, but we'll sell 20% and then we'll keep growing it. And then we'll get the nine-figure exit, which didn't end up happening. But that kind of gives you, you know, we were smart enough, I think, to take some chips off the table. But I think if we, if I could do it all over again, I would have just sold the whole business, mostly because we were just tired. We wanted
Speaker 1to be done with it. At what point did you start personally to feel like you have a life-changing amount of money access for you personally? Yeah. I mean, look, I think that first deal
Speaker 2with Red Ventures was life-changing for us. You know, we, I got about 5 million bucks after tax and I'd already bought the house with the previous distribution I had. I was living in SF. I bought myself an M5. I always tell people the day we got it, it was one of the most exciting days of my life. The next day was one of the most disappointing days of my life because I thought I would get wings or superhuman strength. Like I thought something was going to change about me and then nothing changed. Everything was the same. That was the same year my first son, my son was born, my first kid. So there was definitely like a feeling of, of like, okay, we're good. You know, this is going to be good. Cause we still had the rest of the business too. And then the business was profitable. And so it was like a nice mixture, but it was also like disappointing. Cause I thought it was, I thought it was going to be way more of a... I don't know. I thought I would feel different and I didn't.
Speaker 1$5 million after tax in his account. And Jesse's review was that it was the best day of his life followed by one of the most disappointing. He thought he'd wake up with wings. He woke up the same guy. Quick context on what happened here. That was a minority sale, selling a piece of your company while you keep running it. The business stays yours, but the founders finally get the real cash off the table after years of putting every dollar back in. This is the type of stuff I hear inside of Hampton constantly. Not how do I get the number, but what do I actually do now that I have money that I haven't really had before? Almost nobody talks about the morning after. Jesse just did. Check out joinhampton.com. If you want to be in rooms, just like this one to talk about those questions. Yeah. Walk me through when someone offers you $25 million. How did that feel personally? You've never seen that amount of money in your life at that point. Was that difficult to turn down? Um, that one was not that difficult to turn down. I don't know. I don't think so. I don't think so.
Speaker 2That one was not that difficult because I think we were only two years into the journey. You know, we've, we were early to Facebook. It was, it was an exciting moment of validation, I think, for leaving wall street and choosing to do entrepreneurship. So it was, that was definitely the case. We didn't love the personalities at that time, like the people who were offering us that. So I think we were, we were all just, we're still so new that we, we weren't thinking that much about it. It was harder to not do a full deal in 2015 when we, we ended up doing the red ventures deal. Cause we had some, some real full, full offers we could have taken and kind of been done with it. And then fast forward to 2023. That's when the full acquisition took place. It was really 22. There was some dynamics of the, yeah. I mean, I mean, a bunch changed between 15 and 22. I mean, by 2017, I was like burnt out and I was like, I'm not having fun. Why am I still running this business? I want out. And a bunch of mentors were like, you should go start working with a coach. So I hired this amazing coach, Dave cash in, and it was very life-changing for me. It really like opened me up and shifted my perspective. So that was one thing we had really changed the business model with red ventures. So we, we actually went from 60 clients to 20 clients, but profitability doubled. So we went deeper with fewer customers and it worked. It was, it was little, it was like redoing the business again, which was tiring, but it, but it worked from a profitability standpoint. We acquired a business. We actually started investing off the balance sheet. We went into like holdco mode. We're like, we're going to make this thing a holdco. It generates cash, whatever. And then, you know, right before COVID, my wife and I wanted to move back to St. Louis. And as I kind of got more clarity on what I wanted to do is like, I didn't want to keep running that business. And so I actually, we promoted the head of our New York office, John, to be the CEO of the business, me and the co-founder, other co-founders stepped back. And then he kind of took the business forward and, and, you know, there was a lot of volatility with COVID. There was like the COVID bump and then there was a COVID down. And then he kind of did a great job of growing the business. And then eventually we, you know, then we sold it, but it was, it was a cool experience selling it because we handed the keys and we didn't go with the deal. We had no, we have a little bit of a non-compete, but we didn't have any real, uh, like we didn't have to do anything. We literally got a huge check and walked away
Speaker 1from the business. Yeah. And I've seen the public figures are all mid eight figures, but you've never, you've never said the number to my knowledge. Is there something stopping you from saying that number? The acquirer never wanted us to say it. Yeah. Can you give a range? It was like 40 to 60. 40 to 60th? Yeah. It was like, yeah. And then what was your personal stake in the company
Speaker 2at that point? Probably a little bit more than a third, 35 plus percent. Okay. So let's say 50,
Speaker 1a third of 50 would be, was that just under like 18 million? Give or take 17. My son plays this game with me. Yeah, I know. Where does that bring your, your total net worth then today? I'd rather not share total. I mean,
Speaker 2there's a lot of dividends we took out along the way. Plus the original, like, so we had
Speaker 1but, but we're, you know, we're good. We're good on money. Yeah. I'm fine with ranges. Can you give
Speaker 2a range for the net worth as well? Eh, it's hard to, I mean, now I've got, I've got a growth assistant, a bunch of other businesses. I don't know what it would be. I don't actually look at
Speaker 1the number that closely. Yeah, that's fine. What does like, what does someone in your shoes do then still in an operator seat on the one hand, but also now in kind of high growth venture mode with some different investments through your, your own agencies? Yeah. You know,
Speaker 2I, I think one of the realizations I had when we did the Red Ventures deal and got the first sort of life-changing number was, I, you know, from the time I was 15, I think until 31 or 30, like money and success were the number one priorities for me. And they were far less fulfilling than I expected them to be. And then once I knew that, then I was like, Oh, like, well, so what matters to me? Like, and that was actually, it probably took me half a decade to really put my finger on what mattered to me. And so, you know, to, to paint the picture, I was like, Oh, I'm going to paint the picture. We were, we'd moved back to St. Louis. It was the middle of COVID. You know, I was probably 36, 37, the company had sold. I didn't have to go with it. So I'm like sitting in a room by myself. Now I have a ton of money that more than I'll ever need. And, you know, I don't have to work anymore. And I'm like, well, now what do I do with my life? And I was working with my coach and I was like, let's go, like, I want to figure out, I didn't feel like retiring at all. And I also didn't want to like do something just for the sake of making more money. So I was like, I got to figure out what it is that really drives me and motivates me. And, and, you know, there's a lot, like, I had been very fear motivated. So I was like, I want to be motivated by creativity and the things that will energize me endlessly. So there's exercise around what's called zone of genius. And so the framework is like, you know, zone of incompetence, zone of competence, zone of excellence, and zone of genius. And somewhat obvious zone of incompetence, like I'm a horrible cook. Like that's a really obvious one to stay away from. Zone of competence is like driving. I'm a reasonably good driver. I'd probably be a decent accountant. Zone of excellence is where most people get stuck. It's things you're really good at, but they don't bring you energy. So they deplete your energy over time. So for me, that might be like analysis or selling or even being the CEO of a company like that. I'm actually pretty good at it, but like it depletes me over time. And zone of genius are the things that you're really good at and they energize you, which means like you can have an endless amount of energy. And so I kind of spent the better part of a year with my coach, like what's my why, what matters to me and like, and then what's going to keep me energized endlessly. And where I landed was like, I love helping other people learn and grow. Like I love learning and growing myself. And I love like stretching people, especially entrepreneurs, because those are kind of my people. And the things that are my zones of genius, like I love coaching and teaching. So anytime I'm like imparting knowledge or learning, or it doesn't even have to be knowledge. It could be an experiential learning. Like I love doing that. I love relationship building. Like I just, you know, you and I know each other, like one plus one gets up equal to three. And it's like one of the coolest parts of life. It's part of the journey. And then from like a venture standpoint, as I reflected, you know, by the time I was done with Ampush 10 years in, like, I was not having fun. The only things that were fun for me were the net new things were the experimentation things like, and I realized I love the, you know, negative one to one parts of the journey. That's kind of like the, you spot an opportunity. Is it real? Ooh, like, let's, let's try it. Oh my God, it worked. Like, let's get the domain name, let's get the first, you know, set of employees or clients. Okay. Now we've got a business. I love the creativity associated with that. And so that was kind of the clarity I got after, after the
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Speaker 2forward slash moneywise. And I was like, well, what should I do then? And, and, you know, looked around at a few different things. Like, I don't want to just be an investor. I don't want to be a CEO now. And like, basically that's when I started GatewayX, which is a venture studio. And if you think about the venture studio, you kind of get to do all those things. You get to coach and mentor some CEOs. You get to be involved in the creation process and you launch it. And so in that, you know, in the last four years, we've, we've launched six businesses. Two we've shut down, two are still kind of in the middle, and then two have really broken out. And those two this year will do 35 million in revenue and 10 million EBITDA combined, growing at 50% a year. And so, and, and, you know, I'm not the CEO of either of those, but we've been able to kind of get those off the ground. And now we're, we're, you know, we're trying to figure out how to take it to the next level with what's going on with AI and some other things. So, but I would say the, the thing that drives me, my energy is no longer, I need to be a success and make money, which is really what drove me for a really long time. It's, it's like, man, this is fun. Like I'm enjoying this. And like, even if it doesn't make any money, I'll have a lot of fun doing it.
Speaker 1When you finally did arrive to the point where you could kind of look in hindsight and retroactively decide, like, what do I want? What gives me energy? Is the money that you got from those early ventures, something that actually brought happiness or was it like a little bit disappointing?
Speaker 2You know, it's, it's such a good question. And to be clear, like, I would not say I'm like post money scarcity, like more, I would say like, you know, out of eight days from age 15 to 31 or nine days out of 10, I was like, ah, I got it. You know, and now it's probably the opposite. Like one day out of 10, I'm still like, oh, maybe I should be making more. Or so if I'm being honest, it's not like it just disappears completely, but it's, it's far less of a thing. You know, it's, it's, it's a question I don't know the answer to. I've done a ton of like spiritual work, meditation around letting go of scarcity and that, but also like your point, I have money. So it's like, it's a, sometimes I'm like, am I really like, you know, my coach one time was like, what if you lost all of it? Would you still be okay? And I was like, oh no, that, that sounds bad. Scary to me. So, you know, I, I think it would be disingenuous for me to say that not like that it hasn't had a big impact on my sense of security and stability and it's allowed me to go pursue
Speaker 1the passion type stuff that I'm doing. Yeah. What is, uh, what's like one fun example of something you've bought that you wouldn't have been able to buy before the acquisition?
Speaker 2I mean, I think the thing is that I think the top thing we've done is we bought like a condo in, in deer Valley. And I think I could have, but I wouldn't have bought it prior to the full acquisition. And mostly cause like, and you know, it's my wife generally doesn't care much about money, but she's like, man, we're going to make so many fun memories with the kids there. And we really have, I mean, now we're, we're out there several weeks a year and the kids it's like, you know, and it really, I didn't understand why people buy vacation homes and now I understand it because it becomes like a really special place for the family.
Speaker 1It's yours. Yeah. Is that, uh, where the money sits now? Is it kind of spread across real estate
Speaker 2or other different cash public equities? Yeah. My general allocation there's. So if I think of my total net worth, like there's a bunch of illiquid stocks in these companies I've started that I own, obviously. Right. I don't even count it. Like I tell my, my financial advisors first, like put it on my balance sheet. I'm like, nah, nah, dude. I don't like that's zero until, until there's something that comes from it. And they're like, that's too conservative, Jesse. But I'm like, yeah, I just, cause you put the numbers look silly when they're illiquid, you know? Um, if you look at that on the balance sheet, it looks absurd. Right. And it's like, well, let's, let's worry about it. So, so there's a bunch of that kind of stuff, but in terms of my like liquid assets, I do roughly let's call it 50 plus percent in the public markets of which more than half, more than half is indexed. I'd say 70% index. And I do some stock picking most I'm, I'm decent at it stuff that I'm like, like, especially when there was this COVID pullback, like meta went down to 80 or 90 bucks a share and I loaded up on a bunch of it. And now it's like, it's like 600 bucks a share. Same Shopify was down to 30 or 40 bucks. So things are, I'm like, I kind of understand this. And then I do probably about 20% in private equity, including, I mean, a couple of PE funds. So new mountain who bought ambush, I put some money back into their funds and it's done really well in silver Lake. So I'm an LP and a few big, well-known private equity
Speaker 1funds. And then, so when you say LP, is that through a direct access or is it a special
Speaker 2purpose vehicle or how does that through my financial advisors? So I work with this firm family office who I highly recommend. I can happy to talk about them and how they've been helpful, but they, and then the last 20% is real estate stuff. Those are personal homes. No, that includes like, we still have our place in SF. We, we have this place in deer Valley, but then also real estate funds and other random it's, it's mostly funds or it's like individual project based stuff that I've invested in. Yeah. And what's your personal spending look
Speaker 1like? You can share monthly or annually. I mean, however you kind of track that it ebbs and flows a
Speaker 2lot. And I've like, experimented with a lot of it. I don't know. It's probably half a million bucks a year as, as like normal course stuff. And then if you do something special, like I had a big 40th birthday party or we'd like read it our basement and the number goes up a little bit, but then, you know, there's nothing that we want for that much. I'd say beyond, beyond that, like we have a nice house. We live in St. Louis. It's kind of hard to spend money beyond a certain level. Like I was asking my financial advisors once I was like, I was like, so how do people
Speaker 1spend more money than this? Yeah. You know, like private is the answer. The answer was like,
Speaker 2flying private. And if you, you know, you actually, for your net worth and income, Jesse, you're a conservative on the number of homes you have. Like they, they told me that most people that have whatever, like they're, they're, uh, they're, they're only like six homes and they ended up having huge carrying costs and all this stuff. And I was like, yeah, that doesn't, that sounds like work to me. I'm not interested in that. To me, that's like, it's not as illiquid
Speaker 1as private equity, but man, with selling a house, uh, I don't know. That always sounds
Speaker 2like a lot of work, dude. The last thing I want is more work. And so I don't know, we, we've like, it, it really is hard to spend more. I think, I think staff is the other one. So private, private dress, lots of homes and staff. We don't have any of those things that we charter every now and again, but just like for a fun occasion or something like that, we'll do it as a splurge. But, but I just, there's nothing beyond that, that I think you can actually spend that much
Speaker 1money on. Yeah. I've, uh, I've heard a number of times that, you know, anyone under the hundreds of millions of net worth who flies private, it's the fastest way to lose all your money. Uh, it's just extremely expensive, but that makes sense. So we're looking at like, I don't know, what is that? 40, 45,000 a month, give or take. And that's probably across mortgage or do you own your houses outright or? No, we have a mortgage. Yeah. I mean,
Speaker 2mortgage travel, kids are in public school, so that's not a big one. Cars, like, you know, finance, financial advisors and accountant, like just some of that. What else? Food shop. We're not big shopper. I mean, you know, it all adds up Amazon bill or whatever, but like our primary residence is probably all in, I mean, we have a pretty good interest rate, but it's probably 10 or 10, 12 grand a month, not including if we're going to add a pool or
Speaker 1whatever to it. Right. Right. I like that a lot. Um, and you have kids, right? You're a dad. Yeah. Out of some of this story, you said, how old are they?
Speaker 211, 9, and 2.
Speaker 111, 9, and 2. How does being an entrepreneur and really having basically a family office, investing in different companies, starting different companies, how does that affect your life as a dad?
Speaker 2Yeah, I mean, I think one of the reasons I probably am doing this the way I'm doing it now is because I want the flexibility to be spending more time. And I'm not sure if you could be the startup founder, CEO, and still have the time for your family. And so I'm pretty regimented about my schedule. Like two nights a week, Tuesday, Thursdays, like I don't see my kids before bedtime usually because I'm going to either work later, take a dinner. And then Monday, Wednesday, Friday, like I do bedtime. That's been the case since my son was born 11 years ago. Friday nights and Saturdays, I'm usually all family mode. And then Sunday afternoons, I'll work a little bit and maybe work out and get some just some personal time. So I have a pretty like the only way I've been able to do it is have like a pretty regimented schedule. And then I think we travel, I don't know, we travel probably six weeks a year, maybe more than that. So that's the other place. I'd probably indulge more than I would otherwise. I'm just like, we'll go on vacations and that'll be all. Like I don't, I'm known to turn off, like I delete my Slack and email. Like I like give the team my hotel phone number. I'm like, this is where I'll be if you need me, call me. And they never call. So that's the other place where I, we probably like as a family, we bond and hang out a lot.
Speaker 1How do you think about some of this building? And even when you think of legacy, leaving some to your family or not leaving any to your family? What is that?
Speaker 2Yeah, that's a good question. Man, I listened to this podcast a little bit on it because it's helpful to get the perspective from like Dr. Becky and that other person. You know, I'll tell you a few different, I'll jump around to a few different things that I think are, have been helpful for us. You know, one is like, it is, I think one of the hardest things for me is like, we, my kids didn't see me grind and I still work 50, 50, 60 hours a week. So I still work reasonably, you know, not, it's, I'm not working 20 hours a week. So they see me working. And you know, I'm not always home or whatever, but they didn't really see me grind. And so they've gotten all the fruits of the grind without actually observing the grind. I'm like, that has some danger just in their heads of shaping how things might play out and what they might be. And then, so that's just always on my mind. Like, I kind of wish they had seen the grind. I think my thing for, for like getting the kids, first of all, to understand money, like we do the allowance thing of their, their age every week. They have like, we do it on green light now. The green light app has been amazing. I think Dr. Becky said it is like we make, they have to make trade-offs. Like they don't just have an unlimited spigot of money where they're going, oh, if I buy this and I can't buy this. And like, they're young and they're old enough and young enough to kind of start that thought process and understand how it matters. We do the one third goes into spending one third into savings, one third into giving. So like, would like to create more of a Flint, you know, philanthropic orientation as an immigrant son, you know, the focus is making money. There wasn't actually any of this philanthropy or giving. It was like, dude, we're trying to survive here. And so like, that's been in my ethos. So now I'm like, okay, that's not their ethos. Like we got. I give them a different ethos. And so I think just making them money savvy has been like teaching them about investing. We'll talk like I literally, this is kind of nerdy, but like every time we interact with a business and I'm with one of my kids, I'll be like, let's put the PNL together of this. Like we just ate at Starbucks. Like how many, how many cups do you think? Like it's like a consulting business case. I'm like, how many cups of coffee do you think they sell a day? And then if they give you a weird answer, which they're pretty smart, but if they're like, I think they sell a hundred a day, I'll be like, oh really? How many do you think they sell in an hour? Like, how many cups of coffee do you think they sell in an hour? Like how many people were just in there? And then they're like, oh no. Okay. Okay. Yeah. They probably sell a thousand a day. Right. And I'm like, okay. How much do they charge for that? Like I was doing this to my daughter the other day. Okay. Six, seven bucks. Okay. Do you think they, it's a high margin product or like, they know what that means. They're like, I think it's high margin. It's coffee. And then how many workers and how much they pay in real life. And they, they like, they start to develop this perspective on business that I think is valuable. And then the last thing I'll say is like, I don't think you can actually teach anybody the value of money as a parent. I don't think I knew. I grew up middle-class, but I don't think I knew the value of money. I'll tell you, you and I learned the value of money. I was 16 years old. I got my first job at JCPenney in the men's sportswear section. And I worked eight hours during a Saturday blowout sale. And I, my feet were hurting. I had a headache. I was standing on my feet all day. And then I got my check and it was like $63 after tax. And that's when I was like, oh my God, dad, thanks for buying me a plane ticket for $200 to go to camp. Oh shoot, dad. Thanks for dinner. The other night, like, and I just don't, I don't think no matter what you do to your kids and unless like our big thing is they are definitely going to get hourly jobs when they're 16. Also, nothing made me want to be an entrepreneur more than that. My, I started my first business in college after I worked at the gym swiping. I thought it would be a great, it was in the basement and there were, you have to take someone's card and swipe it to give them a towel. And I'm like, oh, who's going to come to the basement to get a towel? I'm gonna do my homework all day. It was my work study job in college. Turns out lots of people come to the basement to get a towel. So all I did was swipe for town. I was like, dude, this is horrible. Like it was $12 an hour. And so I think, I think the best way you can do this, my opinion is like teaching kids is actually making them work and then understanding how work translates into money. And then from there they'll go forward. And then, so that's, that's that. And then on the giving side, man, you know, again, it's a conversation I'm on the fine, my financial advisor and it's, it's the most, well, you probably have heard this, but the financial advisors go. There's four things you can do with your money in the long run. You can spend it, you can give it to the government, you can give it to charity, or you can give it to your kids or family. And when I first tell people that framework, they go, what do you mean? I can invest it. I go, yeah, but in the long run, it's got to go into one of those four buckets. It just, that's the only four places it can go. So nobody really wants to give money to the government. You know, I mean, I pay my taxes and stuff, but like, that's not my goal. Right. Charities. I've struggled with charity, to be honest. I mean, I, I. I made a rule that if anybody asked me, I'll just give them a few thousand dollars. Cause I'm like, I've been given a lot and I want to give, but sure. You either really have to dig in and understand what they're doing. And most charities, unfortunately are like government. I mean, they're just one step above government.
Speaker 1This is the unfortunate reality. You're right. Yeah.
Speaker 2And maybe at some point we're going to start incubating charities out of the, the gateway X platform. Cause we think we can, but anyway, and then you give it to your kids. But like up until recently, I've been like, man, I don't know if I want to do that. It doesn't seem like a, you know, a way to set them up for success. And then every time we leave these meetings with my wife, I'm like, let's just go spend some more money because none of the other options are very good, but for the kids, you know, I think I love the book die with zero. Have you read that book?
Speaker 1It's a good one. Yeah. That's a great book.
Speaker 2So I think, I think there's some way to support them while we're still alive to have them, if they're aligned to kind of like the, you know, the goals of growing themselves, being better persons, adding value into the world, support them in the ways they need to be supported. And I don't, I've still, I'm still on the fence of whether or not to leave any money or create some kind of a family office thing.
Speaker 1Yeah. And I mean, you know, unless happen chance you die before you're old or you have a long time before that really matters, right? It's a, your kids are young and I think there could be, there could be a number of different unique ways, even that exists that we are not even aware of right now in 34 years.
Speaker 2I'm becoming more oriented towards like, rather than playing. Defense around it, maybe play offense around it. Like my kids are bright, they're good people. Like what would, if they could actually soar as high as they could, what, what, what could I do to enable that? I was, I'm on the board of a family owned grocery store here in town called Schnucks. It's multi-billion dollar revenue business owned by the family still. And they're almost, I think they're on the fourth generation, third and fourth generation. So if they like really stood the test of time and one of the brothers, I was talking to him about these kinds of questions and he was like, you know, money doesn't ruin kids. Lack of values does. And so they've done a really nice job of like, they pass down values around service, hard work, other things. And so that's something that's really on my mind, especially now my kids are getting to that age where it's like, let's talk more about what we stand for, what our values. And if we do that right, then the money shouldn't one way or another shouldn't affect them too much.
Speaker 1That's very cool. I want to bring the plane in for a landing and ask what you, Jesse, want to be remembered for after all is said and done. Some of the companies you've built, the acquisitions, being a dad, a husband, what do you want to be remembered for?
Speaker 2That's a great question. I'm somewhat new in my relationship to service, but I think I ultimately believe that like serving others is the only way to like serve the universe and serve God and serve because everybody, you know, that's, and so I think being someone who served others and helped others be the best versions of themselves and that, that could be my wife, that could be my kids. Like, so my funeral is like, man, this guy, like my game is better because of him, or I am a better person. I'm a better person because I was able to learn something because he existed. I think that's probably the best gift I can give to anybody I know and, and what I'd want
Speaker 1to be remembered for. Yeah. Jesse, what are you up to now?
Speaker 2Yeah. So, you know, as I mentioned, we've been incubating companies the last several years and I had this, you know, as it relates to money, a powerful session with my coach where he said, you know, are you a 10 out of 10 in your life, Jesse? And I'm like, I'm an eight out of 10. I'm loving it. He's like, well, what would be a 10 out of 10? And, and, you know, then he was like, well, if you were a billionaire, if you had all the money, none of it mattered. So just how would you spend your time? Not what would you buy, but how would you actually spend your time? And I think that's one area of money we could talk about more is actually a lot of times my financial advisors are like, well, how do you want to spend your time, like get a better office, do things that are just going to make you happy. And so I, my answer to the question was like, I'd love to have more density of entrepreneurs around me, like scores of entrepreneurs physically around me working on the latest companies and basically doing what I've been doing at more scale and more volume and density. And so, you know, I can't share. Too much just now, but that's what we're doing. So now we're looking to attract lots of entrepreneurs, funding them. You know, we almost want to create like a, one of the big things that I think is missing in the world is, is funding for founders who want to seed strap. So if you think about the narrative today, there's two narratives and Hampton knows a lot about this. It's like, oh, I can either raise venture money and I have to raise round after round after round. And I don't know, 1% become unicorns and, you know, really well, but the rest of them are like, I got too much money on my cap table. I'm, I'm stuck. I'm a zombie. Or you can have this lifestyle business, which is totally used as a pejorative. And someone like puts their nose down at you and goes, oh, lifestyle business. But again, Hampton more than anyone is like, there's so many founders who are building ambitious, big companies, but they're doing it profitably and they don't want to get into the venture game. And that's what I've done my whole career. And so what we want to do is we actually kind of want to institutionalize that. So we're, we're, we have, you know, we want to put one to 2 million, million dollars in the company. That's the only round of capital you ever take, and we help you get profitable. So almost like a, you know, my dream is that I'm the Paul Graham and gateway X is the Y combinator of seed scrapping. And we like to say, we were going to build camels, not unicorns. So camels can work in any weather. They're not, maybe not as pretty, but they're more, much more common. And so I think with AI, by the way, that white space in between venture funded and lifestyle is going to become much, much bigger. So we think. There are going to be a lot more companies who go, yeah, I need a million or two to kind of get going. I want a few people around the table, but then get profitable that first year and then grow profitably and kind of control your own destiny. So that's now how we're spending our time. And it came from an exercise around assuming I had an unlimited amount of money because it gave me clarity as to how I wanted to spend my time and maybe how I wanted to change what I've been up to, which I've been loving what I've been up to, but, but I was like, Oh, I can make it even better this way.
Speaker 1Very cool. That's awesome. Well, Jesse, this has been a great episode. I really appreciate you coming on money. sharing some of your thoughts. I love your values. I think working in service of other people. I mean, there's really nothing more serendipitous, I think. And, you know, just giving generosity. What goes around comes around. I think you're making the world a better place. I appreciate that about you. I appreciate it, man. Here's Jesse's whole situation. He counts every illiquid asset at zero. His advisors think he's crazy. 70% of his public portfolio is indexed and he spends about 500K a year. His kids are in public school and all three of them are getting hourly jobs at 16, non-negotiable. From 15 to 31, he says money was the only thing nine times out of 10. Now it's one out of 10. It took getting the money to find that out. People in Hampton always talk about what to do with kids and how much money to leave them if you leave them any at all. Hampton has conversations just like the one we just had on Money Wise, but all the time. Hampton's a private network for founders and CEOs doing on average 25 million in revenue. If you're doing 3 million or more or have exited for 10 million or more, you need to go check it out at joinhampton.com. And that's Money Wise, I'm Daniel Burke, see you next week.

Podcast Summary

Key Points:

  1. Jesse Puget left a lucrative Goldman Sachs job to bootstrap Ampush with college roommates, using $33,000 each and Amex cards.
  2. Ampush found massive success early in Facebook ad arbitrage, growing from near break-even to $2 million monthly revenue within 14 months.
  3. The company never raised outside capital, grew to 250 employees and $500 million in annual ad spend, and was fully sold to New Mountain Capital in 2022 for $40–60 million.
  4. Jesse's first life-changing payout ($5 million after tax from a minority sale to Red Ventures) felt disappointing the day after, as he realized money didn't change his identity.
  5. He now runs GatewayX, a venture studio focused on "seedstrapping"—funding founders with $1–2 million to build profitable, bootstrapped businesses (camels, not unicorns).
  6. His wealth allocation includes 50%+ in public markets (70% indexed), 20% in private equity, and 20% in real estate; he counts illiquid assets as zero.
  7. He spends about $500,000 annually, avoids private jets and multiple homes, and prioritizes family time with a regimented schedule.
  8. He teaches his kids money skills through allowance (spend/save/give), business P&L games at Starbucks, and mandates hourly jobs at age 16, believing values, not money, prevent entitlement.

Summary:

Jesse Puget's journey from Goldman Sachs to bootstrapped entrepreneur highlights the gap between financial success and fulfillment. After walking away from a $500K-a-year job, he co-founded Ampush with college roommates, leveraging $33,000 each and credit cards to crack Facebook ad arbitrage early. Within two years, the company was generating $2 million monthly revenue, eventually reaching $500 million in annual ad spend without external funding.

Despite offers like $25 million early on and a $190 million all-stock deal he wisely declined, Jesse learned that money alone didn't deliver happiness—his first $5 million windfall felt anticlimactic. The full acquisition in 2022 for $40–60 million gave him freedom, but he pivoted to purpose-driven work with GatewayX, a venture studio championing "seedstrapping" to help founders build profitable, independent businesses. His personal philosophy emphasizes values over wealth: he counts illiquid assets as zero, invests conservatively, spends modestly ($500K/year), and instills work ethic in his kids through chores, allowance, and mandatory hourly jobs.

He believes serving others and helping people grow is his true legacy, not accumulating riches. His story illustrates that once financial security is achieved, the real challenge is finding meaning, which he now pursues by mentoring entrepreneurs and fostering a community of bootstrapped builders.

FAQs

Ampush is a digital marketing company founded by Jesse Puget and his college roommates. They bootstrapped it with $33,000 each and some Amex cards, initially arbitraging ads on Google and later finding major success with Facebook ads.

In one month, after about 14 months of trying Facebook ads, Ampush generated $2 million in revenue, $800,000 in gross profit, and $600,000 in EBITDA.

Jesse left Goldman Sachs because he felt the job was not dynamic or fulfilling enough, despite making half a million dollars a year at age 25. He preferred to start a business and have more excitement and optionality.

The first major liquidity event was in 2015 when they sold a 20% stake in Ampush to Red Ventures. Jesse received about $5 million after tax, which he described as life-changing yet disappointing because he didn't feel different afterward.

Jesse allocates roughly 50% or more to public markets, with 70% of that indexed, about 20% to private equity funds, and the last 20% to real estate, including personal homes and real estate funds.

Jesse uses an allowance system with a giving, saving, and spending split, plays business games like estimating Starbucks' revenue, and plans to make his kids get hourly jobs at 16 to learn the value of money firsthand.

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