My First Million - I built a billion dollar company in 18 months

Episode Date: August 20, 2025

Want to research million-dollar opportunities like Eric did with Ramp? Get Sam's Company Research Playbook: https://clickhubspot.com/kbf Episode 737: Sam Parr ( https://x.com/theSamParr ) sits down with Eric Glyman ( https://x.com/eglyman ) about how he built a unicorn in less than 2 years. — Show Notes: (0:00) $100M in 18 months (4:13) The Ramp business model (8:58) Moving fast (15:29) IDEA: Manufactured homes (18:24) IDEA: Creator credit card (21:51) The crazy history of credit in America (28:15) Building a 100-year company (31:20) Favorite business biographies (40:03) Auditing your weaknesses — Links: • Ramp - https://ramp.com — Check Out Shaan's Stuff: • Shaan's weekly email - https://www.shaanpuri.com • Visit https://www.somewhere.com/mfm to hire worldwide talent like Shaan and get $500 off for being an MFM listener. Hire developers, assistants, marketing pros, sales teams and more for 80% less than US equivalents. • Mercury - Need a bank for your company? Go check out Mercury (mercury.com). Shaan uses it for all of his companies! Mercury is a financial technology company, not an FDIC-insured bank. Banking services provided by Choice Financial Group, Column, N.A., and Evolve Bank & Trust, Members FDIC — Check Out Sam's Stuff: • Hampton - https://www.joinhampton.com/ • Ideation Bootcamp - https://www.ideationbootcamp.co/ • Copy That - https://copythat.com • Hampton Wealth Survey - https://joinhampton.com/wealth • Sam’s List - http://samslist.co/ My First Million is a HubSpot Original Podcast // Brought to you by HubSpot Media // Production by Arie Desormeaux // Editing by Ezra Bakker Trupiano

Can you build a billion dollar company in only 18 months? Today's guest, his name is Eric Lyman. He's a buddy of mine who started a company called Ramp. And him and his co-founder, they asked themselves this question before they started the company. They wanted to get to a billion dollar valuation in only 18 months and they reverse engineered it. And I'd heard him tell this story before, but he didn't really like give a lot of details on it. And I thought it was amazing.

The fact that they were this bold and then they actually pulled it off. So the company is worth something like $20 billion now. and they're only, I think, six years old. And so give this episode a listen. Let me know what you think. Again, Eric Alignment of Ramp is on today's episode of My First Million. I feel like I can rule the world.

I know I could be what I want to. I put my all in it like no days off. On a road, let's travel, never look. You said something that was like pretty crazy. It was, I want to build a billion dollar company in 18 months. In 18 months. Yeah. And that was kind of shocking because that's like great.

I mean, that's crazy fast. Is that really what happened? You guys had that conversation? Yeah, that's a real conversation. You guys didn't have you and Kareem, were you on the same page? We wanted to go fast for sure. I think like the world is moving fast and ever. We had already sold the first company. And we were definitely, like neither of us came for a whole lot. We were comfortable.

And, you know, I think even at the time, had already proven a couple things out. And, you know, in some sense had left. Like I was, I was a 26-year-old, you know, senior director of Capital One. I think it was like the youngest person at that age. Like, we left a very good setup. And so we knew that if we wanted to leave, we wanted to go and make this company big and either make it huge quickly or fail really quickly. And so, yeah, Kareem really did have that conversation. I think he had it with Calvin, who, you know, later it cracked me up.

I think when we finally did become a billion-dollar company, and it did occur in 2021. And so it was less than two years from incorporation of the company. No shit. Wait, two years after incorporation. Yeah. That's insane. Yeah. It was crazy. You know, a lot of magical things happened in 2021, but it really did happen. And Calvin said, you know, look, it's best not to know the odds. You know, if I looked it up and known, I would have seen that there was no company in New York's history ever that was worth a billion dollars within 18 months or two years or three. But what was your revenue when you did that? I mean, in 2021, geez, that was, you got to remember, this was like peak excitement in the market. I think we should. started that year maybe around 10 million in revenue, probably less. Which was six months into the company, you're at 10 million run rate? So let me back it up.

We incorporated the company in March of 2019. We launched it publicly in February of 2020. The pandemic hit. Things slowed down. Then ramp just started really accelerating. I think that year revenue grew something like 70 times year over year to the point where a small denominator, but we had hit, it was approaching 10 million a year before the company was out for even a year. And by the end of 2021, again, I think the multiples really hadn't changed

too much, but the company ended with an $8.1 billion valuation. And we were coming up to, but hadn't yet crossed 100 million a year revenue. It was a crazy year. So how many years until, how many months until 100 million run rate? We were one of the fastest ever. I mean, so if you go back to it, we, I think, announced it. I want to say in March of 22, I think is when Paki McCormick, it's covered the company deeply, become a very good friend. I think wrote the article talking about it as well as a $8.1 billion valuation. I believe that was in March of 22. We launched in Feb of 2020. I think we hit her first, you know, million run rates sometime in the same. spring, maybe by early summer. And so if you look at the traditional charts, it's now become a bit of a meme of like time from a million to a hundred million in revenue. Our chart's actually wrong.

And it's from like time from incorporation. I want to say like 15 to 17 months from a million to 100 million. It was explosive. That's insane. And like I don't even know, I don't know anything about the finance industry or I don't even know anything about your business model other than I use it. Like I know everything about personal finance apps. I'm like, you just. nerd in that, but I don't even know how, like, you take a percentage of spend, I imagine, but I don't even understand. Explain to me how that works. I didn't know anything about it either until I sold my last company to Capital One and learn the business model. And so in financial services, there's, it's particularly in the

card space. There's two basic business models. Credit cards. Credit cards. There's two basic ways that they tend to make money. Number one is a transaction-based model where there's this thing called interchange. Every time a card is swip, there's a series of payments. The merchant, rightfully so, gets the lion's share. And then folks involved in moving the money, take a little bit. A little bit goes to, let's say, the merchant processor, the people who accept the cards, route it, and deal with all the back. And who's an example of that company? That would be like a stripe or a square, maybe a Shopify. And they take a huge percentage. Right. So they collect it, but they don't keep a huge percentage. Got it. So you might see headline on some of these sites,

you know, 2.9% plus 40 cents or something like that. At the very end of the day, they might keep, you know, it varies anywhere from like 0.1 to 0.5% is ultimately their net take. But the gross is much higher because they're collecting. They've also paid the networks. Well, so they have a few folks involved. They have the merchant bank. So you as a customer have banks that's the, you know, it's deposited to some bank, which maybe you keep it there or you move it to your, your business's bank account. they'll keep a little bit, maybe 10 cents. Visa or a master card, they'll keep a little bit too, call it like 0.1 to 0.4%. And then the remainder tends to go to the issuer and the issuer processor. That's generally the people that you think of as like people's name is on your card.

It could be like a chase or it could be like a ramp or something like that or a Capital One if you have a Capital One card or Wells Fargo if you have that kind of a card. And so the issuer in interchange is traditionally keeping most of that interchange. And the reason, actually makes sense when you think about it. You know, especially in credit, they're taking on the risk. They're saying that merchant, we will pay you, you know, even if our customer doesn't pay us back, when you accept this payment, you are getting paid for it. And if the customer later defaults, that's on us.

And so they're generally taking the credit risk. They have the operational costs of standing up the card programs. And actually, classically, if you look historically, these rates used to be very high. A lot of these came from, like, the old department stores in the early night. 100s where you'd have like a bank setup shop, actually in the department stores and interchange could be at high as five or six percent. 18 months in at 100 million in revenue, how many employees did you have? Somewhere between 100 and 200, maybe 200.

Dude, so I don't, that's just like boggles my mind because my company is, I think, two years old and we're small or it's a bootstrap company. We own the whole thing. And so I think we have 15 or 18 people. But when you're doing everything yourself as a bootstrap company, just like getting one or two hires a month, this whole. hard. I'm sure at Parabas, you were feeling the same thing. Yeah, yeah. Just like the logistics of getting that many people.

Yes. Just the day-to-day, like, does everyone have a computer? That's incredibly challenging. So that's 10 people a month that you need to do that. Yeah. It's kind of challenging to understand how fast that is. I mean, now we're over 1,100 people. There can be single, you know, two-week periods when we have 40 to 50 people that start. You know, I totally agree with you. You definitely need great software. And even to the point you'd said earlier, like you use ramp, but don't totally understand exactly how all this stuff works.

I think there is in any business so much complexity in going and starting a company and operating and scaling it. And I think there's an entire class of tools that tend to be great business models and some of the fastest growing companies of the last few years have actually been that. You can look at like a ramp in the card space is what it's doing.

It's allowing you to scale up. down with full control, full visibility, all your expenses manage, your accounting managed, done, you don't need to think about it. In HR and payroll, Rippling is a great example where, you know, I think that they're eight years old. I think their last round, Rippling? Rippling. You know, in H.R. They're only eight years old? They're eight years old. They started that's crazy. I was one of the first customers. Maybe 2016, maybe nine, but, you know, they're not that old. And I think their last round, I want to say it was at 17 billion. That's insane, right? Yeah, there's a lot of these tools, HubSpot, you know, you mentioned

them, like they're an incredible company that takes what used to be, there's lots of little paper cuts that generally need to deal with as a business owner and abstract those away. And so I think kind of these boring business models can actually be very good. I think I've been able to grow into some of like my success a bit because this happens a little bit slower. Yeah. When you're 32 years old or whatever and you have 200 people or you have this valuation or whatever like that, it's a little bit overnight feeling.

did you have like weird feelings of like a self-actualization of like oh my god all i what i wanted is actually here this fast and i don't know if i'm actually ready to step into that position of or have this responsibility there's always like imposter syndrome and you know you know and i and i would say so there are a couple things i mean we from early on design the company explicitly around velocity um if you kind of step back and sort of look at the the particular industry that we're playing in not a joke, most of the founders of the companies that we compete with actually wore top hats. They lived in the 1800s. You know, like James Pierpont Morgan, Henry Wells.

You know, you look at the people who started Amax City Chase, you know, nothing wrong with these businesses. In fact, there's a lot to love about them. They're enormous businesses, but, you know, a lot of their fundamental edges were in long time enduring brands, unbelievable distributions. risk and underwriting, the benefits of scale and of time. But all of them move very slowly. I think an analogy I like to use sometimes is like, you know, imagine that you wake up one day and you have to use like the computer or like the cell phone technology or like the tools that your parents used when they were your age. It'd be very, like you couldn't do this podcast. It'd be very hard to run your business in that way. But if you woke up and you had to use

their bank account or their credit card or debit card, you probably could. You know, not too bad. And I think it's sort of proof of like not too much innovation has happened and the products haven't fundamentally evolved over the past 30, 40 years is, you know, from, you know, no phones to flip phones to computers that can think. And so a lot of our view was early on, we needed to count the days, move at incredible velocity and simply be designed to ship things faster. And so today we're 2,310 days old. We're six years. Yeah, that's insane, by the way. You just said that. You know the day.

I mean, that's just like a radical thing. It's, you know, and I remember in the early days, when you go back to that 18-month-sat, we were talking about the beginning, you know, we were like hell-bent on, okay, within 45 days, we want to be approved by the network within 60. We want to be approved by your bank. Within 70, we want to be, you know, funding our first transactions. We want to get this product in front of customers as fast as possible. And so a lot of what we were trying to do is just move very quickly.

We had set goals that we wanted to grow the company. 10% a week, you know, once you get the scale, 20% a month. Does that burn people out? It's very intense. You don't have this typical personality type. Like usually people who succeed as fast as you have are very, very high on the disagreeable scale. Yeah. You seem pretty easy to get along and you're very calm.

I don't understand how that personality type has been able to grow this. My view is like I don't, I'm not trying to find folks who are, you know, low cash, you know, push them to an extreme, burn them out. I would rather find people who just find extreme joy in their craft and just set them up where they can be doing just that as much as possible all the time. But I think that you have to, if you want to move quickly, you can't do everything. There's only one or two things you can pick and you try to have like extreme focus as a company on that and just having an everyday, trying to just ask, like, what are the things we can do to optimize just this one function?

All right, so I've built a few companies that have made a few million dollars a year, and I've built two companies that have made tens of millions of dollars a year. And so I have a little bit of experience launching, building, creating new things. And I actually don't come up with a lot of original ideas. Instead, what I'm really, really good at, what my skill set is is researching different ideas, different gaps in the market in reverse engineering companies. And I didn't invent this, by the way. We had this guy, Brad Jacobs, we talked about him on the podcast.

He started like four or five different publicly traded companies where tens of billions of dollars each. He actually is the one who I learned how to do this from. And so with the team at HubSpot, we put together all of my research tactics, frameworks, techniques on spotting different opportunities in the market, reverse engineering companies, and figuring out exactly where opportunities are versus just coming up with a random silly idea and throwing it against the wall and hoping that it sticks. And so if you want to see my framework, you can check it out.

The link is below in the YouTube description. What businesses were going to start instead of RAM? So you had just sold Parib. Is it Paribus? Yeah. Have you ever said, how much money did you make off that? We even, I mean, talked about it public, but it was mid-eight figures. You each walked away with that?

No, that was the total deal. The total. But we hadn't raised it very much. I mean, we had... There's three of y'all? It was really, Kareem and I, you know, then. But we had raised something like $2 million at the time. And so there were some investors, but most of it went to Founder.

and in place. So it was enough that you're like, I'm good, potentially good for forever, depending on how I live, but I have enough. So you're sitting around and you're like at Capital One doing your thing. What was your list of ideas

that you guys were like scheming on where you're like, it could be this, it could be this. What if it was this and this angle? Like, what was that list? So I think everyone has a list. Exactly. You go through all these different phases.

So the first year, we were just dead set on, these people just change our lives. We want to make sure that they feel incredibly good. actually about this deal. So the first year, we actually didn't spend too much time at all. We wanted to go and make sure there wasn't failure to launch. Like, we didn't get crushed kind of by the weight of joining this 50,000 person company and that that scale.

Yeah. So you're just being a good seller. Yeah. Which I think is good, but sort of like underrated kind of the value of like integrity relationships. Sure. You know, you know, that was important to me when I sold to. 100%. I was like, I remember thinking, I think they got the better of the deal, this or that. But I was like, you know, I'm happy. But I'm also, I kind of want to have a reputation as someone who... Yeah. It was...

We all won. We all win. Exactly. Right. And I'm more flagative, like, for folks who are like young and, you know, the value of, like, a great reference of people saying... The world's small, man. It's so small. And so that was the first year.

I think the second, we start saying, okay, this is interesting, but, you know, I miss the speed. Yeah. You know, I feel like I'm at a cruise ship versus a small speedboat of kind of going and starting a And so I think I did what a lot of entrepreneurs do, which is I started trying to come up with, you know, ideas in the abstract. And, you know, I think we went on a journey of like bad ideas until eventually it was, you know, came back to good ones. And so I think at the time, you know, I was looking at, I think similar to a talk before this, we were, you know, looking at places in New York and they're all kind of bad and we're wondering, why are they bad? And we should, you know, cars are manufactured, planes are manufactured, all these products that are low cost, affordable, but wonder. that anyone can afford or manufactured.

Why aren't homes to manufacture? So you're interested in manufactured, like, when I was a kid, like a bunch of my poor friends and my grandparents, they lived in, we just call it, like, mobile homes. Yeah. Like, it's just many, I guess that's what they're called. I mean, the nice way is manufactured houses. They're manufactured houses.

I mean, there is also, you know, like one of the places that, like, is extremely populous. It's the, like, biggest city in the world, and yet housing isn't so crazy on afford. is like Tokyo or you go to Japan and it's because they actually, most of the home builders are home manufacturers. And things are very standard. The cost of a new home build is like not that expensive. And, you know, I think there's all sorts of issues in the states related to this. And we thought, wow, we should look into like manufacturing homes. And I still buy the,

and I think that there is. I've invested in a few of them. They're very hard. It was very popular right around when you were starting a ramp. Yeah. And I invested in two or three. Yeah. that space interested me. None of them have, like, completely taken off. Ultimately, we decided not to do this for a couple of reasons. So hard. One, I actually had no business in doing it. And I rented an apartment in New York.

I never owned a home. I've manufactured anything. And, you know, there was no connecting story to it. But then the more you read about it, the constraint in the bottleneck was not around manufacturing at all. It was all the zoning. And it was that you could manufacture a house that was zoned to go nowhere. unless you could go and see it to,

there was a lot of complex problems. And by the way, I hope someone solves a lot of this. I think that there's... You think that's still interesting? I think it's still interesting. My view is it's like, the manufacturing is part of it,

but the zoning question is very real. It's how do you actually get... And it can show up in all these funny ways of like, which way does the house face, you know, how far back does it have to be set? What are the proportions?

Joe Debbie is doing something in the space. I think if people crack this, I think it is an enormous opportunity, but it is like a big slog and like this is one of those businesses where you're not going to 10x for a while you're going to be 10% 20% compound but there's a great business I do think to be built there okay it's just too expensive so that was on the list of like tractor trailer or I don't know what you call it uh dude like my friends like their home or like my grandparents they lived in a place where like their home was delivered on like a truck yeah yeah and so okay so that's the

interesting space yeah what else was on the list so that was on the list um we there was various like random crypto things. We were, you know, we, Krim and I had been interested in the stuff probably going back to like 2012

and routine. So we spent a little bit of time around that space. You know, we spent some time, you know, helping out different friends starting businesses.

We were close with Z at Rowe. We started the direct to consumer kind of healthcare business, folks at Canada. And so we spent some time on that kind of world. And then I think

it got interesting again as we came back to the things that we actually knew in a bit of our roots. And so there was almost two variants of what eventually became ramp. Variant number one is what turned into ramp, and we can come back to that at some point. The other was this view of, you know, in the card space, which is, it feels almost voodoo from the outside. It's unclear how you start these things, how the business model work.

But we knew this because we had spent a bunch of years inside of Capital One, study the models really deeply, knew the history well and it had some credibility in the space. we're also very interested in the partnership business and the co-brand business. So let's say that you were, you go to Best Buy and at the very end, someone says, would you like to open a Best Buy credit card? Someone is doing that. There's people powering those business models. Who are they? It's a big one.

Synchronic is a really big name in it. Capital One. I had a large co-brand business, Amex. I mean, all the large banks. And those are huge tens of billions of dollars company? Barclays. How big is synchrony? I've never heard of it. NBNA, tens of billions of dollars. I haven't looked up their, in revenue.

You know, that is, well, certainly in market cap. Sure. Huge businesses. And the basic premise of that is like, look, is we had a side of our business at Paribis where we worked very closely with retailers. You know, all of these stores have strong customer loyalty. And credit cards are great products, but they're very hard to sell. And so the basic business model was, if you could as it at it, you know, if you were a store, you had customer loyalty, if you could convert even a tiny

percentage of these customers to just take on a new credit card and that was it. You would make a little bit of interchange. You would kind of lower your costs when they were shopping with you, but also you could make a little bit back at all the other places that customers went and shopped. And so the whole question was, could you build a product that was standard enough, simple, modifiable enough that you could convince lots of different stores. And as this was going on, the online boom was happening. Shopify was, you know, opening up new retailers and stores everywhere. Creators were getting big, you know, and we thought there was a chance to have a modern card for businesses and creators. You know, MB&A was a big company. I mean, they figured out, when you look at

university credit cards, that's like a huge business. Darra Murphy is here in New York. His business is doing really, really well. Imprint. I've heard of them. They're doing very well. These take a long time. Even in the cases where like they're the fastest ever, you're going to be building these businesses for many, many years. And you have to ask yourself, it's like, do I want to be working on this for decades? I thought that it was crazy that the largest credit card companies on the planet

were working really hard to get customers spend a little bit more than they thought. And then once they do, they would work really hard to convince people that the points they got were worth a lot and then devalue them in the background. done. Hey, let's take a quick break. You know, HubSpot helped Tumblr solve a big problem. Tumblr needed to move fast. They were trying to produce trending content, but their marketing department was stuck waiting on engineers to code every single email campaign. But now, they use HubSpot's customer platform to email real-time trending content to millions of users in just seconds. And the result was huge, three times more engagement and double the content creation. If you want to move faster like Tumblr, visit HubSpot.com. All right, back to the show.

It was pretty funny. You said, I read so many books on the banking industry. Yeah. And you're like, I spent weeks doing it. I'm like, oh, I would have thought you would have spent like five years. Like, you must have read a shitload of books in a very short amount of time. Did you learn about any of the weird or shady stuff that the banking industry does for consumers or like the history of credit cards and things like that? I remember reading about, I think it was Bank of America.

Was that the first credit card? Yeah. And how I believe what they did. Well, first of all, like, one of them started as like a dining club card. Yeah. But then another one, what they did was I think they just handed out credit cards to farmers in central California. Something crazy like that, right? So the history, so it started by a guy named AP Giannini.

I think it was Bank, Bank de America, the Italia. It was basically Bank of Italy, started by a very poor Italian immigrant. It's functioning how it got started. And his first big opportunity really was, in like the, I think it was like the earthquake of 1906 in San Francisco, where effectively, you know, he was working and kind of supporting and lending to like grocers, immigrants, farmers, folks who would come into SF and trade. After the earthquake, there were fires everywhere, a huge portion of San Francisco burned down.

And he was one of the only people that, supposedly, the story goes, he set up a table out in the middle on Market Street and he started making loans then and there on the spot. and he went from this tiny bank to effectively, like, started going everywhere. And his history is pretty interesting. He, so it was kind of this bank to merchants and then eventually to consumers. I think in the early 1900s, Woodrow Wilson was trying to supposedly encourage lots of different banks to go and lend to small businesses and the emerging middle class, right? This is the things you hear about if, like, the Americans are buying their first car,

their first washing machine, all that kind of stuff. and he were very big on it. And so he was, he, I think was famous for setting up franchise banking, where there was like little branches and branch bankings in all sorts of little cities. And they sort of took over what used to be like, and this is relevant when you get into the history of card of cards.

One of the most common places that people would take loans would be in a department store. So if you wanted to buy, you know, you may know that Sears was the parent company to discover. Yeah. Or Bank of America would actually. actually go instead of branches in like the top, you know, somewhere in like a Macy's. So instead of Macy's giving you a loan, so if you wanted to buy a washing machine for, you know, a dollar, you would walk out of it after making a 10 cent down payment and you pay them back. They said,

we'll take over that. Macy's, you don't need to underwrite each customer. We as the bank can do that for you. And that was the start of it. What would they do if you didn't pay? It was a loan. And so it was whatever banks normally do. You know, maybe the could go and take the good, but it just was a loan. The credit bureaus exist then? This was before credit bureaus. So what do you do if someone doesn't pay? I think that was why they had the local bankers.

You know, they would go and work. I think they would try to collect for a lot of years. But that was like, this is like the early 1900s banking. The part where you're getting to was by the time, I think Bank of America was the biggest, certainly the biggest bank in the U.S., it might have been the biggest bank in the world. It was just enormous, enormous scale. and I think the town, I want to say it was Fremont.

Yeah. And so this was in the 50s. And I think that it was something like 60% or 70% of everybody who lived in this town were customers of Bank of America. And, you know, if you were going to a department store, they had this branch that you could go and go to. But, you know, if you were going to like, you know, any random, you know, hard goods store, you couldn't get a loan for it. And so they took this bet and they said, let's just say, let's just say, you know, get the rest of the town. Let's get everybody and we're going to send you cards. I think they mailed everybody in the town. It was like a four or five digit card and you could go use this and you could

say put it on my card and you would go and pay the bank back later and it just exploded. Suddenly, you know, almost everyone in the town became customers and people were using it all the time. People, once they got access to credit, started being able to afford more things and it was good for merchants too. You know, merchants who couldn't access and couldn't get a branch to come in could start to compete with the, you know, large department stores that could. And it gave rise to, you know, the Bank of Merrick Card. And so the initial credit card was Bank of Merrick Card, once they showed it successful, went to their competitor banks or regional banks and saying,

I will run this program for you. We can issue Bank of Merit Cards for the Commerce Bank of Seattle. You know, you can issue it to your customers. And we will deal with the operations, paying, you know, collecting from the stores, paying, you know, doing the underwriting, all that kind of stuff. So it was a franchise model. It wasn't the model that it was today. Was that, is credit like a uniquely American thing? You know, I think there's a good argument to say yes. You know, in some of it comes back to that early 1900s kind of lineage, whereas this was going on, you saw the birth of the American

consumer where you have department stores, cars, automobiles, and you saw financing for the emerging middle class. I would say in Europe, even to this day you see this very different behavior where... Yeah, like for example, they put way more down when they buy a home.

And this is exactly it. Americans are very accepting of borrowing in debt. You know, and I think that's the perverse way to say it. I think the non-polite way to say it is like, you know,

in Europe, if you're rich, you can borrow, and if you're not paying cash, that's all you can do. And I think it's actually much harder for people who aren't in the middle class, who are poor, you know, to borrow in the U.S., people, you know, it's this view of you can kind of pick

yourself up by your own bootstrings. You know, you can go and, you know, borrow for that car or for that farm equipment or that laundry machine so you can go and build your business and go into it. And so I think there's a lot of good that comes with it. Obviously, sometimes there's some bad. People can get into credit issues. But I think on net, you know, most businesses, it takes, it's the startup costs are real. But once you get going, you can build, an extraordinary business. I listen to founders all the time. I was listening to the Lizottica episode.

And I'm really fascinated with building a company that can last for 50, 100, 200 years, like something where, God willing, I hope this is true, but my children want to get involved in some capacity. And it could last beyond me. Typically, those, I think, those businesses that do that are not the fastest growing companies. I actually agree with the basic physics of what, I think David and the founder's podcast studies and what you're getting at too of like, I think if you, to get down to the core of what makes great businesses,

it's not like who grew 100% or 200 or whatever this year. It's that which businesses can grow 30% for 30 years. And if you do that, you will be a giant business. That's not what you did. Our view is that we can. And like the crazy part is like we have grown extraordinarily quickly. we're still just about doubling each year at enormous scale.

I think we are one and a half percent-ish of the corporate and small business card market in the U.S. And so if you just look at the physics of it, even if we were to massively decelerate and start growing 30% for decades, it's physically possible. The market is so big. You're sort of like hanging out

with like the Illuminati a little bit where it's like these old money families because that's what a lot of the banking industry is made up of. Yeah. Because they've been around for 200 years, they've been dealing with money forever. Have you noticed or found anything that you are shocked by where you're like, if the consumer knew that this is how this setup is,

they would be infuriated. It's a, there's a lot there in what you're asking. So one, these families, I think that they're focused on doing simple things well and doing it for a very, very, very long time and consistently. and a lot of these families just like don't sell.

That's the biggest takeaway from the founders' podcast is don't sell. Don't fight or interrupt the power of compounding. You want to find a business where you can just compound for a long time. And so I would say when you're just starting out or if you're building, like you're terrified of like losing money or things going sideways, you have real costs, families, friends, things to take care of. And so you don't interrupt the debt. You want to, when things get risky, you sell.

But I think a lot of these families just stayed in for a long time. When there was huge, I mean, classically, you'd see a significant recession in the U.S. every seven to 11 years consistently. A lot of people will sell out at the bottom because they can't take any more pain or they can't take the risk of it going even further. And I think the difference to a lot of these families is they would figure out how could you avoid it? how could you go and stay in? You know, obviously I've never,

none of my family had anything like this. And so I also, too, I think as a kid, was very skeptical of people who grew up with a lot of money. Running my company, Hampton, it gives me the chance to meet with hundreds of different businesses. And I'm always surprised by how many of them still use spreadsheets, emails, and clunky tools that do not talk to each other.

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They're the top Bubble agency out there and literally the biggest plugin creator for the platform. They can build anything, custom portals, SaaS products, and they do it about 10 times faster and cheaper than traditional development. ZeroCode is also all about AI business automation, transforming manual and slow processes into efficient automated ones. So stop cobbling together different tools and solutions and head to zerocode.com. That's zero code as in the word zero and then code Q-O-D-E. Again, code is with a Q. And tell them that Sam sent you. One of my favorite biographies is Titan by John Rockefeller. And David Chernow, who's the author, he wrote one on J-P. Morgan, which I'm going to get to.

And it's fun reading about these old banking families, because they're full stories and they're typically nutty. Yeah. You are going to be an old baking family. You know, that's kind of like crazy to think about. It's, you know. Does that mess with you? I think that a lot of the families of the past have done a great job of being like involved civically. I think that a lot of them have been more upstanding.

I wouldn't say all of them have been. But I do think that, you know, like I'm in my mid-30s, I don't know that I've thought so far ahead on like a legacy perspective. But yes, Ramp as a company is getting very valuable. But like all my stock is in Ramp. it's just a certificate. And it's only become valuable because we've built something that makes a lot of people a lot better off. My whole obsession is like, how do we keep doing that for a very long time?

And, you know, maybe the money comes with it, but like, that's not why I do it. What was the reason why you did it? So the first company we started was definitely around like, you know, I remember when we were down to like one month or like a few weeks of savings and like that's it. It's the worst. It's the worst. Like a lot of it is You usually, but you probably felt that way

the whole time. Yeah. Like that burden. I remember, I felt that burden for four years. And you're just working your ass off the worst every weekend. And like it's hard to relate to really people because you're terrified.

It's like, I remember in college I had this, uh, girlfriend who cheated on me. And I remember like here like, sorry dude. Yeah. Yeah.

Yeah. I remember like, and then she's like go to the eye kind of news. It was horrible. And like she would go out and I'm like, I had this like anxiety all the time. Like, like bothers me.

And then when I like started to I remember checking the bank account all the time. And I'm like, that same anxiety. I don't want to look. I don't want to know. I just want to bury my head. I don't want to be part of this. I felt that way for four years.

I'm curious if it changed for you too, but like after the sale, like suddenly you have security, right? Like your bank account looks a little more, more flush. You move it out of the student checking account to something more secure. You know, you're good.

And then at some point, you know, it's, I don't know, hedonic adaptation. you get used to it. It's just like a number and account and then you have like your same anxieties, your same... You have the same shit. The same stuff, all that kind of stuff.

It's better, though. It's better. It's better. But you have similar anxieties, but it's not existential. It is sort of existential, but it's not like the baseline happiness

of knowing that you're not going to be on the street is like the baseline that goes up. I agree with all this. Half the time I listen to founders, and I'm like, well, every time I listen to founders, I think I'm going to, I'm going to own this for 50 or 100 years. Yeah. And then during the day when I'm having a pain in the ass, like issue come up, I'm like, we're going to set this up so we can flip this thing.

Like it always changes, right? Like your mood, your emotions are powerful. And do you think you'll run this or have equity in it 50 years from now? or would you sell in five or ten years if it was like a no-brainer deal? I was the last company I'd ever work on. Really? Yeah, really. You know, I...

Your partner's feel that way? Yes. Yeah. You know, and it's one of these things, too, where, like, you know, I remember even in the early days of going through, like, there was deep pain, right? If you're growing this quickly, you know what certainly got you here and won't get you there. And I think that some of what Kareem is saying is, like, look, if I'm going to go,

through all this pain. Like, he has... But it doesn't seem like you went through that much pain if I'm, like, looking at you guys from the outside. Of course,

it's always more challenging, way more harder than it looks, but like, when I'm like, I don't know, $100 million in revenue in 18 months like that,

like, like, even though it's hard, you're still winning. And that momentum, like, it's really all about dopamine. That makes you feel good. I agree with you. So some of it was like

not planning for downside and not solving problems until they hit us in our first business. So in our first business, we had a day when we lost 75% of our revenue overnight, vaporized. There were risks that we knew about that we didn't properly manage. And one of the things in a ramp that we resolved to do is, like,

Kreme and I and others are just going to beat the shit out of each other all the time, worrying about problems that are three to six months to a year out in the future. And so it's true. If you look at kind of ramp's trajectory, it has been kind of nonstop growth, fairly consistently up into the right in terms of like the revenue, the cash flow, profitability, all this kind of metrics has been consistently good. But it's because inside of it, there is so much like agony that we spend over like this metric that's going to affect how we perform in three months from now is not going the wrong way, is not going the right way.

What are we doing about it? And so it's a lot of internally beating each other out. Like I often, you know, when you look at like, like a, I think the analogy, he's like an athlete. You know, you look at like, it was just Wimbled in over the weekend. And, you know, Cinder and Alcaraz. Like, each of them looked like they're playing effortlessly can pull out these shots you don't imagine.

It's because there's been years and years and years of when you're not looking. They're just obsessing, practicing, trying these shots, so when it counts, they're able to do it. And so I think there's a lot of similarities there. And what I would say is, like, as, you know, for Kareem, it was amplified. He had, you know, he's three kids now. He got started earlier. than I did. And he's like, look, these are some of the most valuable, you know, hours all over have. And if we're going to go through this, like, it's going to be because we're going to, the ambition is going to be real. And if we have a problem, we're going to confront it right away. What do you like to read? I like to read. It's part of why I like the founders podcast so much, like biographies and other founders. I like reading about, like, you know, design. Are you a designer? I really like it. So the first company, Paribis, I had design and product reported to me. And so I had to spend a lot of

years kind of like thinking about like, you know, the principles of it, what makes products great. And so I, I, uh, I love it. I would probably get booted off of our design team. Uh, I don't think I have quite the level of, uh, of, of talent and crafting, but I definitely spent a lot of time thinking about it. What biographies? In terms of favorites or what am I reading now? Favorites. I mean, you know, it's, uh, I think I probably read, you know, 15 biographies of Steve Jobs.

You know, it's, uh, I think as, as great as people think he is, I think he's still underrated, um, for what he was able to do and how consistently he was able to do it. And I also think that he changed a lot over the years. I think he gets kind of typecast at this brilliant asshole, which, like, I think he was at the start of his career, but I think he got much more interesting, cared about people in a much deeper way than I think comes across. And some of that is, like, I think people like conflict and people like controversy,

but kind of forget to look at his career as he softened over the years. And I think ultimately, I think that's when he built Apple into the powerhouse that it is today. I've been struggling to find biographies where I admired their whole life. Yeah. If you read, I mean, just on Steve Jobs, have you read Becoming Steve Jobs? I don't remember. I've read about two or three of them. I forget the titles.

I did the Walter Isaacson one. That one is good, but I think that one is more kind of like pop culture, Steve Jobs. It was not, when I remember reading that and I'm like, I don't want to be this person. I don't like him. Yeah. He was very unlike him. in that book. But what was becoming Steve Jobs? So the central question of it was examining, like, who he was over the course of his life.

And so effectively these were journalists, people who covered him for like 40 years and knew him from when he was like the 20-year-old kind of Wunderkin to, you know, kind of like end of his life. It came out around the time, I think a few months after the Isaacson. And I think that they felt similarly that so much of who he was portrayed out was like, this brilliant trick and instead we're trying to focus of like how did he change over the course of his life and i think it's an amazing amazing read because i think it focuses much more on like him or the lessons what were the things that shaped and changed his style and i would say like i super i really highly recommend that book there's other great um great ones too on other aspects like i love insanely simple um i love uh insanely great steve levy that's like a lesser red but wonderful

book just about just like 15 of them yeah wow yeah so chat gbt has become my life coach yeah and there's like a prompt where it's like i forget exactly what it was but it was like everything you know about me boil it down to one word okay uh and i think i phrased it where i'm like tell me like my issue or my flaw so it's like it's going to be negative and it i think i said two words and the first one was jealousy and the second one was fear yeah which are very similar emotions actually i think but it was like rooted in like comparing yourself to other people. Yeah. In New York City, it's like so easy to do that.

Yeah. And it's like dialed up to attend. You're strange to me because you seem like such a, you are so successful at a such young age and also you seem emotionally stable. Those things typically are the same. Yeah. You know what I mean? A little out there.

Yeah. You know what I mean? Yeah. And I find that unique and interesting about you. Look, I'll like compete very aggressively in things that I believe in. Don't intend to be wrong. but like you look back and you're having like a shit day and you're like, all right, I had a bad morning. What does this affect my afternoon at all? You know, I've got a half a day left. Do I want to make a count or not?

And I just think the ability to just like stop, catch yourself and reset is really important and is increasingly hard as you kind of get older, but it's super important. And I think some of it was like early experiences. Like, you know, my older brother growing up would have like these really strong mood swings and all kinds of things would go on. He had different kind of like, you know, learning difficulties and stuff. And, you know, he would take medicine and it would, like, radically change his mood. And I was like, I remember as a kid, like, that was so jarring and weird. Someone could be like, you know, feel a certain way and then suddenly, you know, feel differently. It was strange to see. And then, you know, I think as a kid, I don't think I'd fully process the thought, but I remember, you know, I'd get really mad too.

Or I'd be going to sleep and I was angry about something. And I was like, oh, why am I mad? Maybe I could not be mad. Does being mad help me or not? That's an interesting, very, very introspective philosophical question to ask, like, well, why do I feel this way and do I have to? Yeah, yeah. You know, and I, you know, I think, you know, my brother and I would get in all sorts of fights.

You know, I remember when you, like, threw like a fork and it went into my leg and stuff like that. And, you know, we have three boys in a house, like, they're probably not as fun as, as little girls they do. More interesting things, and I think our parents would. My mom was really good as like, all right, like, I'm going to sit both of you down. You're going to have to go and explain, like, you're going to listen to your brother as he says why he was mad and you get, like, pissed and you'd want to go whatever, and you'd be like, you know, you have to go say it back to him, and then you're going to say your side and

then he's going to say it back to you. It's a super intentional thing to do. It was really, my parents never would have been like, do you guys just shut up? Yeah. it drove me off the goddamn wall. But after long enough... Is your mom like a... Was she like a hippie?

Like that's strange... No. That stuff's popular now. That's probably how I'm going to parent my kid. Yeah. But that's like some gentle parenting, like hippie-dippy shit, which I buy into. I mean, it was...

What was her job? Teacher, therapist or something? No, she sold telecommunic... That's interesting. Telecom stuff. It's very forward way to parent. Good parenting, I guess. But it teaches you to consider the other side a little bit.

and to calm down, you see the complexity of things. And then, you know, later on, when you see something chemically change other people, it's hard to do it. But, you know, it forced you to start wondering, like, is it me or is it the, you know, something going on in my head that's making me feel this way? And look, like, I think sometimes stress is good. Other times it's not. And I think, you know, ramp is a big company.

There's a lot of pressures and stuff that are natural. And, you know, I think if you step back and you're like, all right, how I act and how you feel can really impact how you think about things you know I think now it's much more trained but you spend a lot of time

just being like what is the headspace? I don't regularly how are you this well balanced you read different books to you I mean it's now a little more more tripe but like it's funny

I like Ryan Holiday stuff when he wrote kind of trust me I'm lying but then you got very into stoic stoic kind of philosophy to read like meditations and stuff like that. And so I think you'd pick some of that up. I try to have a day where I just like hang out,

just I don't know, go on a run, do different things. You do to clear my head. What day? Usually Saturday. Yeah, usually then Sunday I'll pick stuff back up. But I also think too during your week, like I think especially with other founders as life goes on,

you were probably really good at something and you did it a lot. And that's what allowed you to build this company. Then suddenly you're running the company and you don't have time to do the thing that you really liked anymore. Yeah. And I think that a lot of people lose control over their own week and they don't actually audit, like, am I spending the time on things that I'm good at or not to be? Or want to be spending the time on. And so, and I pretty regularly try to go and like blow up my calendar and be like, all right, I actually love doing this thing. Am I spending any time on it? No. And I promise if you spend too many weeks in a row doing something you hate, you're going to be miserable. You're going to be stressed out. And so I just redesign my... weeks for month pretty regularly. It helps. The question I've been asking myself a lot is like, where's my weakness now?

Yeah. And like what do I need to like really work on? Yeah. It's actually, whenever I do reference checks with people, one of my little tricks is I'll be like, what's this person one out of ten? And they're always going to say like eight or nine. Yeah. Everyone says that.

And I'm like, cool, what makes them nine or whatever? Okay. Now, to get that extra point, what do they need to work on? I like this question. That's where you hear like weaknesses. That's the only polite way I've been able to get someone. to like talk shit on someone. Yeah.

Yeah, yeah. And then like a lot of those weaknesses that they have, I'm like, I could put up with that. Yeah. Whatever. Like if someone's like, well, they're really not patient. Like, oh, that sounds good to me. Whatever.

What flaws or weaknesses do you have now that you think you have to overcome to get to where you want to be in a decade or two? So I'll slightly critique the question, which is like, if you're like a one person company, this is exactly the right question of like, how can I change in order to get better? But if you're like a 10 person or a thousand person company or whatever you are in it, you're on a team, you can change or you can change how the team is constructed is, I think, the more interesting way to think about it. And what I'll tell you, like one of my big flaws, which is probably very surprising for, you know,

scale is like, I don't know if there's like 100 things to do that are very important to get done. The way my mind works is like, I'll start with a blank sheet of paper and I'll be like, what are the top five or 10 things? And I'll like write them down and then I'll like forget about the rest and don't do them. And like that's fine early on when things, there's like one or two things that matter, but like we'll blow up the company if you're just consistently not dealing with 90% of issues. And one of the things that I do in order to cope with that and confidence, compensate for that is I surround myself with people who are operationally unbelievable, who are incredibly good at triaging, cascating, getting things done, and making things move.

And what I would say is, like, it's actually totally fine to have huge flaws. And you could decide to fix them, or you can say, I'm actually going to design, you know, my life or the company or whatever to be performant in that context. And so I think that's okay. And I guess what I would say is like a lot of the way that we built ramp and, you know, I think about building companies is a lot of folks kind of look for, you know, what are the things they're good at, what are the things they're bad at and how do I, you know, identify all the problems. And it's good to know about them. I agree with that. Well, what I'm referring to is like, like, for example, I'm a very emotional person. Yeah. And like I, like, a trick that I've been learning is like, don't make it. It's like, don't go to the. to go to store when you're hungry.

Don't make a big decision when I'm feeling pissed off about something or, you know, or really happy about something. Like, don't make decisions there. So I got, I have to wait. Or when someone tells me something I don't like, don't react. Yeah. Just say,

okay, let me think about it. And so my big thing is just like, it's all about emotional regulation and impulse control. That's like, that's what I have to, that's my big flaw. And I think I have,

you have to improve that to be a better person. Yeah. And I'm not even referring to just, business. But that will impact it positively as well. Yeah. I totally agree with you. Thanks, dude. That's the pod. Thanks a lot.

I feel like I can rule the world. I know I could be what I want to. I put my all in it like no days off. On a road, let's travel, never looking back. My friends, if you like MFM, then you're going to like the following podcast. It's called a billion dollar moves. And of course, it's brought to you by The HubSpot Podcast Network, the number one audio destination for business professionals.

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