TBPN Live - Full Interview: Bill Gurley Thinks College Kills Creativity

Episode Date: February 25, 2026

This is our full interview with Bill Gurley, recorded live on TBPN.We discuss his new book, why “high agency” and hyper-curiosity are the ultimate long-term edge (especially with AI as a ...self-learning superpower), and why the real risk for young people is mistaking financial speculation for durable skill-building while the best opportunity is using AI to become the most knowledgeable person in your field.TBPN is a live tech talk show hosted by John Coogan and Jordi Hays, streaming weekdays from 11–2 PT on X and YouTube, with full episodes posted to podcast platforms immediately after.Described by The New York Times as “Silicon Valley’s newest obsession,” TBPN has recently featured Mark Zuckerberg, Sam Altman, Mark Cuban, and Satya Nadella.Sign up for TBPN’s daily newsletter at TBPN.comTBPN.com is made possible by:Ramp - https://Ramp.comAppLovin - https://axon.aiCisco - https://www.cisco.comCognition - https://cognition.aiConsole - https://console.comCrowdStrike - https://crowdstrike.comElevenLabs - https://elevenlabs.ioFigma - https://figma.comFin - https://fin.aiGemini - https://gemini.google.comGraphite - https://graphite.comGusto - https://gusto.com/tbpnKalshi - https://kalshi.comLabelbox - https://labelbox.comLambda - https://lambda.aiLinear - https://linear.appMongoDB - https://mongodb.comNYSE - https://nyse.comOkta - https://www.okta.comPhantom - https://phantom.com/cashPlaid - https://plaid.comPublic - https://public.comRailway - https://railway.comRamp - https://ramp.comRestream - https://restream.ioSentry - https://sentry.ioShopify - https://shopify.comTurbopuffer - https://turbopuffer.comVanta - https://vanta.comVibe - https://vibe.coFollow TBPN:https://TBPN.comhttps://x.com/tbpnhttps://open.spotify.com/show/2L6WMqY3GUPCGBD0dX6p00?si=674252d53acf4231https://podcasts.apple.com/us/podcast/technology-brothers/id1772360235https://www.youtube.com/@TBPNLive

Transcript
Discussion (0)
Starting point is 00:00:00 And without further ado, we have Bill Gurley, who is the author of Running Down a Dream. Bill, welcome to the show. Thank you so much for taking the time on a busy launch day. Congratulations on the launch. We're doing great. Busy lunch day. Yes, yes. How many podcasts are you doing this week?
Starting point is 00:00:17 I can't imagine. It's some number beyond my comprehension. Well, we appreciate you taking the time to come chat with us. I won't. Before we jump into everything, I got to say somebody, I think it was a week or so. ago made a fake TBPN graphic that was pretty silly and I just wanted you I just wanted you to know it we didn't make that that was somebody yeah I almost I almost emailed you about it no I tried to jump in on the parody myself yeah you did but then I was like wait does he I don't know well well we did we did early on when we were a little smaller and a little more free to loose with the jokes we we posted a picture of bill at a basketball game game as a spotted and you replied and said like now the person next to me is like the owner of the team and the whole joke is like we know you we don't know basketball but we're doing the
Starting point is 00:01:10 paparazzi thing never heard of him but we're very excited to have you uh what what uh why the book now what was the what was the impetus for actually writing the book yeah look i i think you know especially for a show like your own i you know i'm known as someone who spent 25 years in venture Capital and the book's not really about that, you know. So I developed a side passion project that started about eight years ago on this topic. And it was at a time where I was reading a ton of biographies and I noticed the through line between three different subjects of things they were doing that I kind of felt most people weren't doing but could do. And I put it together. I gave it as a presentation at my alma mater where I got my MBA. And they put it online. A few people noticed,
Starting point is 00:02:02 James Clear noticed. That was one of the things that kind of woke me up to the possibility. And as I begin to hang up my boots in venture, which takes a while, I turned my attention to this. And it was something that meant a lot to me. I could have written a book on VC. I don't know how many humans that could have possibly helped, but a small fraction compared to what I hope this can do. I think the projections are by 2030, there'll be more venture capitalist than people if the trend continues. But it is an interesting point. Maybe I made a mistake.
Starting point is 00:02:36 I do feel like this is a book that you can read if you're a venture capitalist insider startup founder and be like, okay, I'm seeing the world from Bill's perspective. That's helpful. But I could also give this to someone who's never heard of you or venture capital or knows what a safe note is, and they can get value out of it. And I'm interested to hear your thoughts on the translation that's happening. right now around AI narratives as they break into the public consciousness. We saw this with that viral X article, something big is happening. I had that forwarded to me by family friends. I overheard someone in a restaurant talking about it who clearly is not, you know, an investor in an AI lab. They're just some random person and they realize that there's something happening. And I'm wondering
Starting point is 00:03:19 about these transitions of communication that's what's happening in Silicon Valley is going to have an impact and how what you've seen in the past translates to average Americans? I haven't seen, you know, if you think of, so first of all, the venture capital community appropriately gets excited about these big tech waves because they lead to disruption and they lead to kind of accelerated new wealth creation around these companies that break out. And that's happened over and over and over in my career. And I don't remember one, I mean, if you take the mobile wave or the PC wave or the client server or SaaS, I don't remember any of those kind of being thrown at the public consciousness this fast. And so I do think it's different this
Starting point is 00:04:05 time on from that front alone. That said, you know, we've had pretty high market caps for tech companies for a long time now, starting with dessert period. And you're getting to a place where, you know, any time the market switches from half full to half empty and a skeptics mindset, we have had those moments, so maybe not driven by the wave, but we certainly have those moments. And it's all okay. It will always be okay. I think people freak out. Buffett says he's a net buyer of stocks. If people are intellectual and curious and hungry, they should be sharpening their pencils right now, trying to figure out where they want to find entry prices on some of these companies. Yeah, that makes sense. I mean, it feels like a lot of the book is about finding a career,
Starting point is 00:04:57 and I feel like that will resonate specifically with people who are nervous. Yeah, it resonated with me because when I was thinking about when John and I first met, we had both built some companies, we'd both invested in some companies, but we were trying to find our life's work. Yeah. And it was such a, it's such a pain, like that period where you're searching is, if you're a high agency person, you like doing a lot of things, it can be deeply painful because you're like, I want to be productive. I want to be, I want to be making the number go up, but I don't have a number right now. And if you had asked either of us when we first met, hey, would you ever think about broadcast media? Would you ever think about being in front of a camera? Both of us, you know, John had made some YouTube videos, but it was just for fun. and if a big, you know, if a network like CNBC had said, hey, would you guys consider, you know, hosting a show?
Starting point is 00:05:48 We would have been like, yeah, like, honored, but no way that I just never imagined. And then you sort of just, and so as somebody who, like, wants a lot of control over their life and their destiny and, like, feels like they have, historically have had control, that period of just, like, searching is, like, is painful. And I feel like a lot of the book is, is helping people through, that moment. So in some ways, when I got our copy, I was like, wow, I really wish I had this, you know, two years ago. I'd like to go back to the word you, the phrase you used of high agency. I think that one of the problems that is, that is kind of evolved is that our college, our common college pathway has actually become more restrictive. And I think there's less
Starting point is 00:06:36 agency and kids are being encouraged. They have to sign up for a major before ever go to the college, they get stuck on these pathways. And there's not a lot of exploration. There's not a lot of search for creativity or obsession or the kind of thing that really gets you going. And I think the journey you went on is perfectly fine. I think that's another thing, which is letting it be okay for people to bounce around and see what they can find. Because once they latch on, and we have examples in the book where that doesn't happen until 40. Sometimes it's at 30. Sometimes I didn't become a venture capitalist until I was 30. And that was clearly my dream job. The first two stops were fine and interesting and building blocks towards that.
Starting point is 00:07:19 So I think that is part of the message, is to get comfortable with that and give people permission to do that type of exploration. Yeah, Enzo Ferrari, Estee Lauder, I think the Red Bull founder too, all were, I think, in their 40s when they started their companies. And so there's this intense pressure in our industry and everywhere to figure out a job. and then attach your, you know, make your entire identity that job and it's so, it's so constrictive. Yeah. Yes.
Starting point is 00:07:51 What are so- And I circle back to the first question just about this AI stuff that's out there. I think there's this massive paradox where if you are not engaged at work, if you don't love what you do, you know, you go home and you don't try and improve on your own time, AI feels very threatening. For high agency people who are kind of on their own custom career paths, which I hope this book encourages more and more people to be on. AI is like a superpower. There's like you can learn constantly, like you can find people who you should be connecting with.
Starting point is 00:08:27 You can have it do things for you so that you're operating with the power of more than one person as you move forward. And I just think that's quite a ironic paradox that for certain people, this is the best of times, the best, like, there's never, ever in the history of the world been a better time to self-learn. Like, it is, it is all out there at your fingertips. It's like magic. Yeah, I think the ability to, to, you can, anyone can ask a dumb question at any point all day long, and you don't have to be, you don't have to be embarrassed about it. And I think that that is underrated today in terms of how many, if like generally, you know, there are no dumb questions and yet people still don't like asking dumb questions to their peers or
Starting point is 00:09:18 mentors or whatever. And I feel like that's an underrated element of AI today. No doubt. What do you think about hyperfinancialization, young people day trading, meme coins, all of that? It feels like a trap for young people where it can feel like you're learning about AI or learning about technology, but then instead of actually building a product, creating value, you're sort of just trying to shuffle chips around the poker table and ultimately just take risk. Yeah, I mean, based on my understanding of day trading in a Wall Street context, you know, prior to maybe the crypto world, I don't, I'm not aware of any signal that. suggest that's a durable skill.
Starting point is 00:10:07 And I think the data points the other way. But one of my messages is, like, do what you love, do what you're passionate about. If that's the thing that you're going to wake up every day, you know, I don't want to, I don't want to be discouraging. Yeah, yeah, yeah. Just maybe you'll land or start a fund that it takes it really seriously and creates some captured value or team. You know, I was probably overly skeptical of at least many of the crypto messages that were out there. But the stable coin rail seemed like a real, real innovation and something that has scale.
Starting point is 00:10:46 And I think maybe we're still yet to see some disruption coming down the path. Yeah, I mean, we just talked to the callisons about that. Ken Griffin started as a day trader. He was in college. He was buying convertible debt. And he was looking at where the convertible debt was mispriced. and made a bunch of money and then grew it into a massive team
Starting point is 00:11:06 with a fund and high-frogacy trading arm and all this stuff. What are you making? I'm just going to say the thing that will differentiate you more in your career than anything else is to be the most hyper-curious person that's trying to do this thing.
Starting point is 00:11:22 And once again, that's put on steroids with these AI tools. But if you are the most curious person that's constantly learning in your field, you will do extremely well. And I said it in the book, but I'll say it here. I can't make you the most talented person in your company or your group or your field, but you have no excuse not to be the most knowledgeable person because the information's all out there.
Starting point is 00:11:49 What kind of things were you doing to learn about industries and companies, you know, at the beginning of your venture career that maybe you'd be using a deep research query to do today. Well, the first thing, I mean, the first thing is you develop, and I think this is all the great VCs in the Valley, you develop this hyper-fomo of anything and everything. And one of the reasons I know that it's time for me to move on is I haven't put together a claw about yet, but I know my older self would have done it immediately. And it's just that kind of thing. You can't sleep on not knowing something. you know, or hearing that there's a company you don't know about. And you develop that as an instinct, like as a positive tool, to just be hyper paranoid about new companies, new things, new information, new technologies. Is venture capital eating the world, is venture capital scaling so much that it's eating into other asset classes?
Starting point is 00:12:52 We're seeing mega funds. I'm interested to think about what's durable about your approach to investing, what's additional, what's substitutive? How is venture changing? I think from the minute I entered venture to today, venture has gotten nothing but more competitive. As an asset class, it's gotten more and more competitive and people get more and more aggressive. We're in a very interesting time where people have grown funds to the size of equivalent to the largest PE funds. and they're moving money, especially, you know, you just had to Collison's on, you know, you look at the Stripe or the Databricks case, they're using those large funds to convince the
Starting point is 00:13:37 companies to stay private, longer, maybe forever. That's just a very different world than the one that I grew up in. I think they turn around and the people that do those rounds turn around and tell the LPs, their investors, look, if you want exposure to these growth years, these companies, you need to come through us. And so they've, if I were using cynical words, I'd say they've hijacked the growth years of these early IPO companies. You know, Amazon went public below a billion in market cap.
Starting point is 00:14:09 It's hard to fathom that, you know, today with what we have going on here. Yeah. And that's the, what's the solution, though? Because there's different, you know, Angelus has been, you know, available. scaling for a long time now. Robin Hood has their new. Yeah, I know. I know. The problem, the problem with getting the retail investor into this crazy world of venture capital is most venture capitalists are well aware that in a fund of 10 investments, seven are going broke and bankrupt. And I don't know that the retail investors got the right frame of mind for
Starting point is 00:14:47 that type of activity. I also, there's a reason that public companies have public audits and file these financials in the way that they do. And I tell you, when a company gets ready to go public, everyone sharpens their pencils, the auditor, the lawyers, everyone really tightens up. And I think every venture capitalist knows that numbers that are in a PowerPoint may or may not be correct. But I don't know that retail investors know that. So I think it could be a dangerous world to go down that path you're talking about.
Starting point is 00:15:20 But ideally the thing to do with just to make a moment. make it a lot easier to be public, lower the cost of being public, really scrutinize the cost of of D&O insurance and the lawsuits that come to the table because that makes people not want to be out there on the field. It would require the SEC to steer themselves in the face and say, look, the number of public companies in the U.S. is half of what it used to be. And is that a problem? I think it is, but is that a problem and what are we going to do to fix it? But there's not an overnight fix. It's going to take a, it would take someone being very determined to make it happen.
Starting point is 00:15:59 Do you think that there's a world where the AI backlash is less if the big labs got out earlier? I'm just thinking about the average American can't get allocation in SpaceX, anthropic, open AI, and they're seeing bills go up and they're worried about AI. but they don't have exposure. And if they could at least see that they're somewhat allocated to that, that might calm the same way housing prices going up sucks until you buy a house. I mean, yeah. The way you describe it sounds more like how a politician would describe it,
Starting point is 00:16:36 then how I actually think it would might play. I don't know that there are that many retail investors out there going, oh, my job's under threat from AI. I wish I could own anthropic. I mean, those things might happen. Isn't that part of why, I mean, this sort of fear. based fundraising approach that the lab, you know, some of the labs have taken where if somebody's telling you your job's going to go away, of course you want to give them as much money as you can
Starting point is 00:17:02 as a hedge. Yeah, I don't look, there's an interesting irony that if you wanted AI exposure, you're pretty good just owning the index. Invidia is such a large part of the index. You have exposure to Microsoft and Google and Facebook. I don't know that you need to be in that place. And we are now already at a place, I would say, you know, every time there's a new technology wave, people get rich quick.
Starting point is 00:17:31 When people get rich quick, speculators come in, Charlton's, you know, those kind of things. And eventually that leads to a bubble. People are confused when they think, you know, they say, oh, you say it's a bubble, you're anti-Aid. No, the fact that it's real causes the bubble. And that's why fools rush in. And the beginning of the gold rush, there was really gold there. They were finding it. That's good point.
Starting point is 00:17:54 You know, it got speculative. And so it will get speculative. I think it would be really ironic if we, you know, invite retail investors into a Goldman-led SPV of open-hour entropic right before the recent, which I think would be the most likely thing that would happen. Sure, sure. How are you, what are you thinking about around China? of today February 2026. We have Distillgate this week. A lot of people are talking about it. But what's on your mind? Can I ask you a question about that? This is this is a remarkably naive on my part. So these model companies are saying that their API was hit
Starting point is 00:18:38 16 million times. Is that correct? Something like that. I don't even know if there's an API but a bunch of How did that happen? Are you not tracking who connects to your Yeah, you set up a whole bunch of different front companies or your reselling access. So if you go to the iTunes App Store right now, there will be an app called... Yeah, or you use OpenClaught to set up 16 million accounts. That or, yeah, or if you just, you can go to the App Store right now and look for like chat AI, and it will hit the other APIs, but you're going through an American company.
Starting point is 00:19:09 Maybe they don't have security. So there's a lot of different ways to exfiltrate data. And then also a lot of data just hits the open web because you go to chat, GBT, you run a deeper research report, and then you just publish it on your blog or sort of on the internet. But now they've been able to test those things down and down the thing. You know, I share the skepticism Elon does, and this goes way back to my speech at all in on regulatory capture. I said then, and I still believe now, the biggest threat to the U.S., let's call it AI hedging me,
Starting point is 00:19:44 is the Chinese open source model. And the developers, even in the U.S., that are working on their own, are using those. And you can see that on all the tables that are out there. And so it is a highly competitive, like just globally competitive reality that in an ecosystem where there's six to ten open source models that can all learn off of each other, that's going to be high, like that's going to be a really incredible, primordial soup, if you will, for innovation to evolve. And I fear, mainly because I'm well aware that, like, Open AI,
Starting point is 00:20:26 I mean, Anthropic is the biggest spender on lobbying whatsoever. I always fear when these things come out that they're just trying to encourage more of that regulation. And if that happens, I think it could be, like, if they try and make it illegal to use a model that has any Chinese, like, ancestry, I think that could end up in a really weird place. And the place to really pay attention to and look out for is who's going to serve the rest of the world. In the Internet era, there was a fence around China and the U.S. companies served the rest of the world. If we get super heavy on U.S. regulation, you may find there's a fence around the U.S. and China serves the rest of the world. That's what I'd be worried about.
Starting point is 00:21:12 How are you thinking about great power competition more broadly? Like, I'm an American bald eagle and as American as they come. At the same time, I feel like I've been worried about a confrontation over Taiwan for years. Things, there's been trade wars, yes, and things are tense, but nothing's really happened. Is China somehow like underrated in your mind? Is the geopolitical risk overstated in some way? Like, what are you seeing that's not consensus? If you've seen some of the stuff I've posted, and I think this stuff I'm posted,
Starting point is 00:21:45 and is highly consistent with the Elon's point of view. Sure. It comes from a place of if you're going to declare that there's this relationship that we need to optimize, I think, and if your goal is to lower the risk of any major blowup, blow up between the two, I think it's imperative to have as much knowledge as possible. And so one of the things that I don't like is when you see people out there, they're spreading rhetoric that's just not consistent with the reality. And so I'm just like, let's get eyes wide open first.
Starting point is 00:22:23 I also think that there are things we could learn from China about how to run infrastructure in the U.S. They're clearly better at it than we are. And if you just, you know, close your ears and say, oh, my God, they're the evil competitor and they cheat all the time, you don't ever get yourself in a position where you're going to learn, you know, from them, maybe what they're doing well and what we're not. And so I'm, you know, Elon, I guess he was on Cheeky Pint with the gentleman here. Yeah, John Carlson.
Starting point is 00:22:55 Yeah, he talks about how competitive they are. And I'm just like, let's be realistic. Let's not. I also worry a little bit that the venture community has gotten into all these military companies because venture capitalists start to look like warmongers. It's ironic way back when when they all in. just got started, they were giving, oh, what's her name? It was on the Boeing board.
Starting point is 00:23:21 Nick, uh, Nikki Haley, wasn't yet. Yeah. And they were like, oh, she's a warmonger. She's looking after the defense company. Now every VC's in Andrew, they're doing the same thing. Let's be consistent. Yeah. Yeah, yeah, yeah.
Starting point is 00:23:37 Are there any other industries that you do think are interesting that sort of but outside of the typical mandate of venture capital? You know, like AI fits very neatly into the software continuum, internet, cloud, mobile. I thought crypto was a little bit outside of the wheelhouse, but a lot of VCs made it work. Industrial energy, defense. These are sort of things that are a little bit outside of the typical software VC mindset. I'm going to have to run, but I would tell you one thing. every time venture capital gets easy people take or take risk with companies that are less of a great fit for the venture capital model and when I say a great fit like they're either heavy capax or they have they have low gross margins they require tons of capital to keep surviving and and history is pretty good at like bringing people back around to how hard those are to do
Starting point is 00:24:39 with venture capital. So it's interesting for me to see those experiments being run. You know, there was near death with Tesla many times. And it's a lot easier to get in those difficult situations when you're using debt and leverage, which we're seeing all over these data centers. And so I just, a word of warning, be careful. It ain't easy, you know.
Starting point is 00:25:02 Okay, Jordy, last question. No, we gotta let our guests jump. But congratulations. Congratulations. We'll talk to you soon, Bill. I hope everybody can get out and buy the book. Running down a dream. It's available.
Starting point is 00:25:14 Everywhere books are sold. Go check it out. And thank you so much for taking the time to come chat with us. We'll talk to you, Good luck. Goodbye.

There aren't comments yet for this episode. Click on any sentence in the transcript to leave a comment.