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Ryan Peterson

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2026-06-20
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2026-06-20
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  1. As long as I'm allowed to use Open AI and Anthropic, then I don't mind at all. Like, they deserve it. These things are just incredible, miraculous products. What I worry about is that they cut us off and that we can't use it anymore. If I can't use Open AI, we're all going to go back to being just idiots we were two years ago. I need this stuff. We're so dependent on it. Both personally and then like, what do you need it?

    2026-06-20 · The Twenty Minute VC · 20VC: Why Remote Work is White Collar Fraud | Why Revenge and Patriotism are the Best Founder Traits | Two Questions Every Founder Needs to Ask | The Wild Story of Raising $1BN from Masa Son in an Hour Long Meeting with Ryan Peterson, Founder @ Flexport · IDENTIFIED FROM THE TRANSCRIPT · source

  2. Much on this, like, I don't understand it. Like, of course, you're going to focus on your price and whatever, but people, there's this concept of an IPO window that investment bankers and founders talk about. It's like, oh, the window's closed. You can't go public. Because the price won't be there or something. But you're like, well, what if you went public and then your price went down? Like, is that better? I mean, it's the same thing, isn't it? So I don't quite understand that dynamic. Like, I'm an operator, run a good business, like make it super profitable, have it grow. And like, don't compare yourself too much to anthropic or these AI companies that are, we've been around for 15 years and there's companies that are getting to our revenue in 18 months. And you're like, I think envy is a very bad. Is it one of the seven deadly sins? Like you certainly should avoid it.

    2026-06-20 · The Twenty Minute VC · 20VC: Why Remote Work is White Collar Fraud | Why Revenge and Patriotism are the Best Founder Traits | Two Questions Every Founder Needs to Ask | The Wild Story of Raising $1BN from Masa Son in an Hour Long Meeting with Ryan Peterson, Founder @ Flexport · IDENTIFIED FROM THE TRANSCRIPT · source

  3. I'd like to be nicely profitable making a few hundred million of eBit and then we'll go public. So it could happen in a couple years. It should the way that things are going right now. We should be able to get there. And like, you know, maybe it's not, I don't know what it will be worth. And like the market kind of sets that at the end of the day. And if it's undervalued, okay. As long as you're generating a lot of cash, then you could, if you're really undervalued and you just buy your own shares back and like maybe that's a good thing.

    2026-06-20 · The Twenty Minute VC · 20VC: Why Remote Work is White Collar Fraud | Why Revenge and Patriotism are the Best Founder Traits | Two Questions Every Founder Needs to Ask | The Wild Story of Raising $1BN from Masa Son in an Hour Long Meeting with Ryan Peterson, Founder @ Flexport · IDENTIFIED FROM THE TRANSCRIPT · source

  4. Yeah, yeah, we intend to go public. And I don't know what the valuation is or should be or will be. It's sort of like, well, but if we can just keep growing, you just draw the math out.

    2026-06-20 · The Twenty Minute VC · 20VC: Why Remote Work is White Collar Fraud | Why Revenge and Patriotism are the Best Founder Traits | Two Questions Every Founder Needs to Ask | The Wild Story of Raising $1BN from Masa Son in an Hour Long Meeting with Ryan Peterson, Founder @ Flexport · IDENTIFIED FROM THE TRANSCRIPT · source

  5. I don't think about it at all for Flexport. The word exit implies that I'm going to stop working at the, you know, that I'm exiting. So I don't think of it in that term. IPO would be.

    2026-06-20 · The Twenty Minute VC · 20VC: Why Remote Work is White Collar Fraud | Why Revenge and Patriotism are the Best Founder Traits | Two Questions Every Founder Needs to Ask | The Wild Story of Raising $1BN from Masa Son in an Hour Long Meeting with Ryan Peterson, Founder @ Flexport · IDENTIFIED FROM THE TRANSCRIPT · source

  6. Yeah. And I think we'll do 600. I mean, the goal is to keep going 30% every year for 10 years. I think the big question and then beyond, but the big question for most startups, I think you have two things that you have to ask. Actually, I got this from Paul Graham where he said every startup, if you see like a hockey stick growth curve, then there's two questions you need to ask. Like, are they doing some kind of hack that's unsustainable and going to stop working? Number one. And two is the market big enough for it to keep going. And if the answer is like, no, there's no hack. Like, this is genuine growth. And two, the market is really big. The thing will just keep going, right? And I think Flexbort's like that. Like the market, there's no hacks. It's actually a grind. Like we've got salespeople out there in the field like calling on businesses and going around the world. And then the market's enormous. We're still less than 1%.1%.

    2026-06-20 · The Twenty Minute VC · 20VC: Why Remote Work is White Collar Fraud | Why Revenge and Patriotism are the Best Founder Traits | Two Questions Every Founder Needs to Ask | The Wild Story of Raising $1BN from Masa Son in an Hour Long Meeting with Ryan Peterson, Founder @ Flexport · IDENTIFIED FROM THE TRANSCRIPT · source

  7. I don't know. I really don't know. I think this year we're going to get to basically break even. We're on run rate to do about $450 million of revenue, net revenue, breaking news here. I haven't shared that, but $450 million of net revenue.

    2026-06-20 · The Twenty Minute VC · 20VC: Why Remote Work is White Collar Fraud | Why Revenge and Patriotism are the Best Founder Traits | Two Questions Every Founder Needs to Ask | The Wild Story of Raising $1BN from Masa Son in an Hour Long Meeting with Ryan Peterson, Founder @ Flexport · IDENTIFIED FROM THE TRANSCRIPT · source

  8. Yeah, but it's, you know, you got to forget the past and the future. And like the future is not written, so you can go make it.

    2026-06-20 · The Twenty Minute VC · 20VC: Why Remote Work is White Collar Fraud | Why Revenge and Patriotism are the Best Founder Traits | Two Questions Every Founder Needs to Ask | The Wild Story of Raising $1BN from Masa Son in an Hour Long Meeting with Ryan Peterson, Founder @ Flexport · IDENTIFIED FROM THE TRANSCRIPT · source

  9. Well, this is how you know money is amazing because the more you have, the more you want. You can never satiate the human desire.

    2026-06-20 · The Twenty Minute VC · 20VC: Why Remote Work is White Collar Fraud | Why Revenge and Patriotism are the Best Founder Traits | Two Questions Every Founder Needs to Ask | The Wild Story of Raising $1BN from Masa Son in an Hour Long Meeting with Ryan Peterson, Founder @ Flexport · IDENTIFIED FROM THE TRANSCRIPT · source

  10. So gave me permission to take some risk, but it's the opposite. I'd have to be, I was relatively rich, right? Or like relatives.

    2026-06-20 · The Twenty Minute VC · 20VC: Why Remote Work is White Collar Fraud | Why Revenge and Patriotism are the Best Founder Traits | Two Questions Every Founder Needs to Ask | The Wild Story of Raising $1BN from Masa Son in an Hour Long Meeting with Ryan Peterson, Founder @ Flexport · IDENTIFIED FROM THE TRANSCRIPT · source

  11. When I started as an entrepreneur, like now it's like everybody's becoming an entrepreneur, but I started doing companies like in the early 2000s, late 90s, even with my older brother. I mean, I guess at that time, it was less mainstream to start a company. And we weren't in Silicon Valley. We didn't call ourselves like tech startup. We didn't raise venture. We were just hustling to make money. And one of my tricks actually was I moved to China when I was 25 years old for this company. And my rent was $120 a month for a two-bedroom apartment in a nice part of a second tier city, but it was like a nice. And so I knew like that actually gave me a lot of permission to be an entrepreneur, which was kind of being crazy doing crazy stuff because I knew I could live off of, if I could make 500 bucks a month, I could survive. And I knew I could always make 500 bucks a month. So like I could do a startup. I could take risks because I'm like, worst case, like I lived in a nice apartment in a nice town. I had a good quality of life. My total OPEX was like $250.

    2026-06-20 · The Twenty Minute VC · 20VC: Why Remote Work is White Collar Fraud | Why Revenge and Patriotism are the Best Founder Traits | Two Questions Every Founder Needs to Ask | The Wild Story of Raising $1BN from Masa Son in an Hour Long Meeting with Ryan Peterson, Founder @ Flexport · IDENTIFIED FROM THE TRANSCRIPT · source

  12. Oh, yeah, okay, good. Yes. See, I think Founder's Fawn and Keith was at Founder's Fawn for a while. There's a few funds that avoid this type of behavior somehow. Or some people are just born into it with that contrarian bone and they're, you know, but.

    2026-06-20 · The Twenty Minute VC · 20VC: Why Remote Work is White Collar Fraud | Why Revenge and Patriotism are the Best Founder Traits | Two Questions Every Founder Needs to Ask | The Wild Story of Raising $1BN from Masa Son in an Hour Long Meeting with Ryan Peterson, Founder @ Flexport · IDENTIFIED FROM THE TRANSCRIPT · source

  13. So you have to, if you are a partner, now, if you run the fund, that's one thing. But if you're a partner that doesn't own the fund, you could get fired. So you don't have infinite job security. So your whole thing has to be, how do I avoid getting fired? So, you know, you can do this in reverse or invert the problem.

    2026-06-20 · The Twenty Minute VC · 20VC: Why Remote Work is White Collar Fraud | Why Revenge and Patriotism are the Best Founder Traits | Two Questions Every Founder Needs to Ask | The Wild Story of Raising $1BN from Masa Son in an Hour Long Meeting with Ryan Peterson, Founder @ Flexport · IDENTIFIED FROM THE TRANSCRIPT · source

  14. You know, VC, your show is called 20 Minute VC. So, what's a hot take on venture capital? The nature of the job is simply that it's just such a good job. If someone who likes to have a job, what would be the attributes? Like pays really well. You basically don't have a boss. Once you're like a partner, like some level of seniority. You have no boss pays well. You don't have to be anywhere on any given day. Not a fixed schedule, and it's very hard to measure if you're good or not on any reasonable time frame. You can't get fired. These are pretty good attributes of a job. So, like, therefore,

    2026-06-20 · The Twenty Minute VC · 20VC: Why Remote Work is White Collar Fraud | Why Revenge and Patriotism are the Best Founder Traits | Two Questions Every Founder Needs to Ask | The Wild Story of Raising $1BN from Masa Son in an Hour Long Meeting with Ryan Peterson, Founder @ Flexport · IDENTIFIED FROM THE TRANSCRIPT · source