DHH · 2025-07-12 · source ↗ · whole document (15)
Jeff Bezos
`2:41:45`
I wonder from, I'd love to hear Jeff's side of the story of like why, 'cause he doesn't need like the money. So it's really, I think it probably is just believing in people and wanting to have cool stuff be created in the world and make money off of it, but not like. — 100% the motivation for Jeff wasn't a return, because he actually has a team. He's private office that runs these investments who did the calculus on the investment pitch we gave him, which was so ridiculous that Jason and I were laughing our asses off when we were writing down our metrics. I was like, no one's gonna pay this. No one is gonna give us this multiple of this amount of revenue. And that's fine. I mean we took the call essentially out of kind of an awe that Jeff Bezos even wanted to look at us and like, do you know what? We don't want venture capital. We don't need other people's money, but like let's just give him a bullshit number that no sane person would actually say yes to. And then I mean, we can each go our own way.
`2:42:48`
And his investment team said like, "Jeff, no way. This makes no economic sense at all. They're asking for way too much money with way too little revenue." And Jeff just went like, "I don't care. I wanna invest in this guy." Because to him at the time it was chump change, right? Like Jason and I each got a few million dollars. I mean whatever the currency swing between the yen and the dollar that day probably moved 10 x that for his net worth than our investment did. Jeff seemed genuinely interested in being around interesting people, interesting companies, helping someone go to distance. And I actually look back on that relationship with some degree of regret, because I took that vote of confidence for granted in ways that I'm a little bit ashamed of over the years I've been more critical about some of the things that Amazon had done that I feel now is sort of justified. So that's just sort of part of that processing of it. But on the economic sense, he gave us that confidence.
`2:43:48`
He gave us the economic confidence, but then he also gave us the confidence of a CEO running perhaps at the time the most important internet business in the US. Showing up to our calls, which we would have with him like once a year and basically just going like, yeah, you guys are doing awesome stuff. You should just keep doing awesome stuff. I read your book, it's awesome. You launched this thing, it's awesome. You should just do more of that. I don't actually know how to run your business. You guys know it. — So the book goes out. I'm just so, from a fan perspective, I'm curious about how Jeff Bezos was able to see, 'cause to me, you and Jason, like especially humans in the space of tech. And the fact that Jeff was able to see that, right? How hard is it to see that? — He certainly saw it very early. And I think this is something that Jeff does better than almost anyone else. He spots that opportunity so far in advance of anyone else even opened their eyes to it, or certain he is willing to bet on it far early and far harder than anyone else is. And he's just right time and again. I mean, we were not the only investment that he made.
`2:44:49`
And certainly Amazon had a extremely long-term vision. So far longer than I have ever had the gumption to keep. Like I think of myself as a long-term thinker. I am playing a child's game compared to the game that Jeff is playing. Like when I looked at Amazon's economics around the dot- com boom and bust, they looked ridiculous. Like they were losing so much money. They were so hated by the market they were... no one believed that it was gonna turn into what it is, but Jeff did. In a way that that level of conviction I really aspire to. And I think that's one of the main things I've taken away from that relationship is that you can just believe in yourself to that degree against those odds. That's ridiculous. He did that at so many times our level that it's pathetic if I'm doubting myself. — Yeah, I think Amazon is one of those companies. I mean, it's come under a bunch of criticism over the years.
`2:45:51`
This is something about humans that don't appreciate so much that we take for granted the positive that a thing brings real quick and then we just start criticizing the thing. It's the Wi-Fi and the airplanes. — [DHH] That's exactly it. — But I think Amazon, there could be a case made that Amazon is one of the greatest companies in the last a hundred years — For sure, I think it's an easy case to make. What I also think is that the price you pay to be one of the greatest companies in the last a hundred years is a lot of detractors, a lot of pushback, a lot of criticism that this is actually order restored in the universe. One of my favorite teachers in all the time I've been on the internet is Kathy Sierra. I don't know if you know her work, but she was actually Vern a few short years before the cruel internet ran her off. But she wrote a blog called Creating Passionate Users and she carved into my brain this notion of balance in the universe.