20VC: General Catalyst CEO Hemant Taneja on The Future of Venture Capital: Chanel vs Walmart | Lessons Scaling GC to $40BN in AUM | Investing $5BN+ Into Stripe Over 14 Rounds | Investing Hundreds of Millions into Anthropic at $60BN Valuation

24:10And I think that's the thing that we have to think hard about. Is it actually a choice? So if we think about, say, your open AI as your anthropics, I know you're an investor in Anthropic, when we think about the value that they generate, those returns will go to a very small handful of people. Is it a choice that we're concentrating the returns and wealth? I think about innovation in AI in two parts. One is every region is starting to figure out how to become leaders in core infrastructure and we're racing to it. And there's not going to be many, but there weren't that many clouds. There's not going to be that many AI model companies that actually become at scale and potentially be even bigger than what these cloud companies became.

24:46I think that's current course and speed. That's probably what's going to happen. What happens on top? What's the ecosystem we're building and how it interplays with consumers across the board? What happens to healthcare? What happens to education? How are we thinking about those things? Is there a level playing field so there can be a vibrant, diverse ecosystem that gets built on top? That's what I think a lot about. So for example, is the Amazon of healthcare going to be an ecosystem, lots of companies, and sort of a more resilient system? Or it's going to be like some company that comes along and they just control healthcare?

25:14The latter is not good for us. And so how do we create a level playing field for startups, for founders, so that opportunity can manifest into new successful businesses everywhere, versus it's going to be a few concentrated ones. I think that to me is the place where policy has to create conditions where it allows for opportunity for many as opposed to opportunity for a few. That's the role governments can play when it comes to technology. I've been very public on my concerns around the Labour government in the UK and what it's done for the UK so far. It's the fastest exit of millionaires out of any country.

25:46It's terrifying. Are you more bullish on the future of the states with the Trump administration or not? My belief is that US is very well positioned. We have energy, we have AI, we have the largest market, we have the largest entrepreneurial ecosystem. In a lot of ways, we're very well positioned. And I think in the short term, in some ways, we're actually increasing our modes. If we really focus on everyone investing in the US and creating more capital and whatnot. When we fund companies, whether it's in Europe or in US, I always think about it as, hey, you need to go win your market and then you need to become a global leader.

26:22And the thing I worry about in the US today is mostly what is the sentiment and the appetite of the world to embrace companies coming out of the US and let them be global leaders? And I think that's where there's going to be work to do it because we're doing this one-time reshift with tariffs and everything on, hey, we need to realign commerce and trade. But we were also the keeper of the world order in a lot of ways. And as we are disrupting that, what is the relationship going to be with European countries and how well positioned would the American companies be to be global leaders? That's the place where I think rubber meets the road in our ecosystem.

26:54We're talking about sort of companies funded in our world, founders. How will they become global leaders, given that there'll be more friction? That, to me, is the place where, you know, there'll be some challenges. When you walk around London now, as I do with my mother every weekend, all we see is Andrew oil posters on the sides of buses and on the sides of bus stops. I always send it to Matt Graham, like, thank you for decorating London with American posters, which actually look incredibly British and wonderful. By the way, I love your post with your mom. I think that's a great thing that you do every weekend.

27:24I enjoyed your last post about breaking the idea of 90 % of your time you spend with your parents is before 18. That was an amazing, insightful comment. I find it incredible that people just accept that. You could change that. I really appreciate that. But when we go to that, you know, when people become global leaders, the element that's inserted is competition. Because when you back multiple geographic leaders, suddenly Andrew comes into Helsing's path. Is the age of not having competitive investments over? And when you're at your scale, do you just have to embrace that you're going to be in multiple players in the same space?

27:57Look, I think when we invest in these companies, we always want to see that they will be the leaders in their own market. We have a lot of confidence. Helsing, with its mission, its execution, its access to capital, talent, should be the company that gets disproportionate share of defense in Europe. Adderall is doing that in US. We think this company, Rafi, is going to do that in India that we invested in. And then they should go and be competitive in the global ecosystem. Also, I actually think maybe there's a new innovation in partnerships. We have not innovated partnerships ever. It's sort of the same boring old metaphors.

28:31And the question is, could these companies all think about engaging? It's not what's happening yet, but are there these resilient ecosystems that get created where they have special advantages because of where they sit in which ecosystems and they can leverage each other to gain more global share as well? So I'm sort of very keen to see while on one side, we've created some structured inflation because of the need for global resilience. On the other side, I am curious, is the playbook going to change in how you become market leaders in this next phase? You mentioned kind of on the geo side, it's like it's race for infrastructure.

29:04And I find there's this often rhetoric that's like, hey, it's China versus the US and it's the war for AI. Do you agree with that race for AI? Is there a destination? Is there a winner? What does that mean? The way we see it, we are in a bipolar world for sure. Despite all the recent turbulences around tariffs and relationship between the different regions, US, Europe, India, very aligned in terms of core values. And I do think it's going to settle down to be a place where AI gets developed with a common set of values. I think the Chinese system is different. And the race to me is only in the context of which AI is better because capitalism will force the adoption of that.

29:45Think about DeepSeek and the open source models that have come about out of China. People are using them in the US because they're better. Now, the question is which AI ends up, and there's not much difference between it. I think China and the US are very comparable in what they are in AI today. There's a few months lead here and there. I'd even argue there's always a second mover advantage to people building on top. So I think they're pretty comparable. It is important that you see AI infrastructure in the West gain market share in businesses and be more pervasive. It's equally important to make sure it's done in a way that the compute productivity is captured on shore and needed geos.

30:17So it doesn't leak from a lot of the places to sort of a single company or a single country because that creates imbalance. You want to be inclusive and abundant in your mindset with AI creation. But is the competitive dynamic something we need to worry about in terms of companies coming out of US versus China? Yeah, that's driving a lot of where the value is going to be with our ability to compete globally. In terms of second mover advantage, really interesting element. Do you primarily believe that just because of distillation and the benefits that we saw DeepSeek have as a result of being second.

30:46You're seeing this in different use cases. Take customer support, for example, when new models come out. If you started building your company when you were in the chat GPT3 era versus four versus five, you just have more tools at your disposal. So the go-to-market advantage you may have created in a year having started on GPT4 versus five might be anemic compared to the technology advantage that you have if you start in the GPT5 era, the choices you make and how fast you can move because the models are stronger because it's like you're getting this potent force, unfair advantage. And are you really going to sort of re-architect everything you did and take a step back or not because you actually have good momentum?

31:24So what's happening is that the good and greater companies getting created with each new model and the companies that start later end up having some advantages because of technology. And the question is, can you not be bogged down by technical debt, even though technical debt used to be on the order of a decade of coding, not a year of coding. Can you actually overcome that and make sure you remain well positioned on the new sort of technology stacks or not? That's the advantage that I think second mover companies could theoretically have in these different verticals. You mentioned kind of the evolution of models there from face to face.

31:58Anthropic is a big position for you. Can you talk to me about your first entry point into the company and the thesis that you had on first entry? Look, we invested in Anthropic only, you know, less than a year ago at the$60 billion round, where we saw that the use case around coding was becoming an interesting application that was going to distinguish them. These models started to become distinguished. Obviously, everybody wants to do everything, but OpenAI to me is more of a consumer company with chat GPD. I know they have enterprise ambitions, codecs, et cetera. I get it. And Anthropic kind of became an apps company in the cloud world with coding as a use case and we're showing really good traction.

32:34That was a time for the first time we felt, are we really betting on these companies with tremendous valuations, tremendous burns, tremendous dilution towards some abstract AGI goal, or they're actually going to be businesses? So I actually think risk adjusted that was the round that was interesting to do as somebody who studies investment decisions and companies say, where did people get lucky and where they actually make a great call? Why do you think that was the round that was the best? Because that's when the use case that was going to draw them in and build a relationship with the enterprises became very clear and could scale.

33:06And it has. When we invested - What was their revenues? It was at the end of last year. So it was, I think it was under a billion, if I recall. And they're going to, they've publicly said they're going to grow nine times that. That's not the forecast we modeled. I mean, they've done way better than we thought, which is amazing. It's an incredible team, very values oriented, very execution focused. How much do you put in at 60? We put in a few hundred million. A few hundred million. And then you do another few hundred million at 180? I think you would. By the way - Oh, I do too. I would actually argue.

33:34It was 5X oversubscribed. I would actually argue. And Tropic, this round, probably was the cheapest round that got done this year on a multiple spaces. Which company was raising capital at 20 times ARR? They're all raising capital at 50 to 100 times ARR. At a scale that's like 10 times bigger than any of those companies that are raising capital. So like risk adjusted, if you think about it, and I should say risk adjusted carefully because durability of everything in the models is highly unclear. So in that cohort, I would say that was the best price round you could have done. I'm not surprised it was 5x oversubscribed.

34:06Dude, risk adjusted. Fuck it. That went out of the window years ago. Welcome to venture. I eat risk for breakfast. I'm with you. That is the caption for it. When you look then out, do you put another few hundred million dollars into the next round? It depends on how the business does it. It depends on how they're expanding. But when you get into growth, you have to be very fundamentally focused on actual economics, revenues, margins, profitability, scale. This market size for these things is endless. $500 billion of payroll is developers in the world. Probably I think about 10 trillion of like white collar jobs if I have that generally correct.

34:40It's an insanely large market and you're naturally well positioned to be one or two or three players that's going to go capture it. So if you believe that this company could be 10 to 20 times bigger from here and is well priced even at this valuation, if it keeps on that trajectory, of course you would want to invest. Who would not want to invest? Yes, but you also then look at the information did this incredible chart. I don't know if you saw this pie chart yesterday with open AI's distributions or kind of with the value generated and 1 % I think it's like 5 billion is to early investors. And you look at that and I thought, my word, well done founders and team.

35:15This is the greatest transfer of wealth from venture capitalists to founders and team members. When you look at the employee stock based comp that's going out now, this is the greatest transfer of wealth ever. Is it actually a great investment when you look at the dilutive nature and cash burn of these businesses? Well, I think OpenAI, I saw that early round. You know, Sam's a force of nature and I've said this publicly. I mean, the guy can bend reality and he has. It's changed the world. I just couldn't get my arms around the structure. If those numbers are correct, I don't know if they're entirely correct.

35:42You would say at$5 billion, the$200 million at the billion dollar round only generated 25x. Our best companies like Livongo and Circle and others, you know, Stripe and others, our first rounds were not 25x. They were hundreds of X in terms of return. So I agree with you. Dilution took a huge toll here, but for two reasons. One is because that structure led to, hey, the nonprofit needs to be given a share. And the second is the compute that was needed to make this happen. The first one to provide that compute was Microsoft, and they had a lot of leverage. That was a good deal for Microsoft. They made a huge amount of return because without that, this was also never going to be a company.

36:16So I think it's just the sequencing of who really took the risk, sort of risk-adjusted with capital. Microsoft maybe took more risk in a lot of ways and they did benefit and then they were so the dilution comes from a lot of that dynamic as well. How do you analyze that relationship with Microsoft because speaking of Anthropic you know Microsoft have now openly said for the majority of suite they're actually they're using Anthropic. Yeah. How do you analyze that relationship? Well I think that relationship was if you remember when that was done everybody says Satya is brilliant like that was an incredible way to essentially buy innovation it's like what biotechs do right And pharma companies do bought innovation in AI because the internal efforts maybe weren't as productive.

36:54And gave them the halo effect to be the leading AI company. Gave them an entry with Azure. Azure had a huge draft because of open AI as well. And they have really gained market share in the cloud industry as a result. That was an amazing investment for Microsoft. Is that an enduring investment? No, obviously now they've gone at odds with each other because there's an ambition that collides between the two companies. And so they want to have more choice. They want to have Anthropic at the table as well. that's just normal, good business thinking. I get it. Taking that bet was hugely valuable for Microsoft.

37:22And if you look at the return, by the way, if they put in 20 billion, they are the ones who have the highest multiple return as well. So it was a great investment on a financial basis and way more on a strategic basis. As an anthropic holder, do you worry when you see Sam talk about we're going to need to spend hundreds of billions? And then you see his deal with Oracle, where both of them are going to need to be levered up to the hills to be able to finance it on both of their sides? Look, never bet against Sam, but I feel like he's doing a lot of things and he's doing it in every single dimension, right?

37:52The phone, the data center, the infrastructure and all that. I think Anthropic is a much more focused kind of a product oriented company. They have not taken as much money to get here and to this size as well. I think their enterprise business, I'd argue, will be bigger than OpenAI if it already isn't already. Capital is a lever, but it's not the only lever. I think execution matters. And one of the things I've learned and Arthur at Mistral really taught us about this, which is you can't waste a lot of compute too. So I think a more focused team with a focused agenda, you can probably get there much more effectively.

38:23And I think Anthropic seems to be doing that, being very targeted in the best they're picking and doing them really, really well. I'm a big believer that that leadership is really maturing to be excellent company builders. I mean, Dario, just think about that person a few years ago is running research and the kinds of choices he's made and the kinds of choices both in business and for society and how they've scaled and the bets they've made and how well they've paid off every step of the way, the thing, the products they've launched, like really impressive. And that's why the investors there will probably end up doing on a multiple basis better than, again, you know, in a world of like what's durable, what's not, like they're trending to be maybe they'll do better in their MOI than the early investors would in opening, if that math is correct, the one that you were referring to.

39:06The hard thing is that growth is great until it's not great. And at At some point, it does reduce and reduce. And 1 billion goes to 9 billion, which is insane. I mean, nuts, nuts numbers. We've never seen before. Unprecedented, yeah. And what is it next year? 27, which would be 3x, which would be great still. But at some point, growth does reduce. And then there's the core business that sits beneath it. The thing that I worry about is our ecosystem today is so... But hey, can you just interrupt for a second? Let's say it's 27. I don't know what the numbers they have shared. And they've always done better than they've said, by the way, too.

39:39but let's say it's 27. You're not also Anthropics CFO? Not a spoiler alert. Yeah, I got a caution. But if you think about it, that business, which will still grow 200 % to go from, let's say, nine's number this year in 27, that's tremendous growth. And you put any multiple on that, that is a very valuable company. Think about tech technology multiples on that kind of growth. That's a really valuable company. Significant headroom because the market size is so large even from there that they can maintain good growth. It doesn't have to be this crazy growth, but they only priced it at 20 times this year's ARR.

40:13So 20 times 27. What is 20 times 27? Take the same multiple, which you could get in public markets with - 550? Something like that. My point is that, so that's half a trillion dollar company by the end of next year. I'm not saying that's what it's going to be, but if they hit their numbers, I don't see why that won't happen. I'm just saying public market comps, that's what those things are going to be valued at. I completely agree. Does margin not matter anymore today? Margin matters, absolutely. And I actually think that's another place where they've done a good job. The reality is that when you think about the ROI in the coding space, you're doing the work.

40:47Coding agent is essentially a replacement of engineering, right? You start with low-end sort of junior engineers to more senior engineers. Even a junior engineer makes 80 to 100 grand a year. So your pricing power there is actually pretty significant. And if you're truly doing that kind of work, margins are not going to be an issue. And margins already are not an issue for Antarctica. They have a good command. They've been very disciplined about how they've built their business. Do you worry about the competitive nature of the landscape when you look across at Codex, but then you've also got your cognitions, and then you've also got your cursors, and you've got your kind of on the low, more consumer, and your lovables, your replets?

41:21Great. I'll take you back to the clouds. You could use the same logic in the clouds to be like, hey, they're going to get commoditized. You'll have three, probably three big telcos in every year, probably three big cloud, probably three big AI models. And just, you know, I'm just sort of empirically saying that. Think about the margins that the cloud companies have. It's like 70s. I do think these companies will all figure out the margin structure really well and at scale, because there's so many different ways they can add value to hold on to that margin. And they're all kind of getting specialized into like different areas where they are going to be doing that.

41:50There are, but there's only three cloud providers really. Yeah. And when we look at the plethora now that we have in terms of - Today. Today. But I think that's going to shrink. I don't think everybody's going to make it. So you think it's going to be a real shrinkage in those products? I think you'll have a couple of global ones and a couple of sovereign ones in every geo. That probably is what will end up sort of happening in AI, in my view. Not everybody's going to make it. You have a lot of other models that have been funded, different approaches as well. We'll see what happens to those. Is there like a new architecture that emerges?

42:17But it's not going to be that many. But think about the size of the market. You're talking about the labor market. It's the AI market. So you buy that massive sun, hey, there's a$10 trillion labor that GDP up for grabs. And if we capture$2 trillion of that, game on. I don't see why not. I don't see why technology is not going to do most of that work we do in companies better than humans do. Which going back to your earlier point, market forces will take us there then. It'll be cheaper, it'll be faster, it'll be better, and it'll give the businesses more leverage. So I think that's a real trend we're going to head down the path of.

42:49The economy is so on the AI hype wave or not hype wave, but like AI momentum wave, because a lot of it's not hype. And when you look at the concentration of like shareholder value accumulation, it's just solely predicated on Mach 7 pretty much at this point. Do you worry that we hit a speed bump? And when we hit a speed bump in the AI train, I mean, literally the world kind of crashes given how much is predicated on that. Or do you think that just won't happen because we are on such an exponential upswing? I don't think it's going to be that it's a speed bump that spirals us down. So for the simple reason that with every new model with its capabilities, there's a certain amount of that content of white collar jobs, the 10 trillion that you mentioned, that is now doable.

43:33And what the speed bump is not going to reverse that. So I think I have this sort of visual in my mind where we're kind of cumulatively taking more and more of the labor content and AI is better than us in more and more of it. And over time, it's going to be most of it. And when robotics comes, it'll be all of it. And so in that context, a lot can already be done. We have the energy, we have the compute to be able to support that. The question is, the really frontier stuff, what are we going to do with that? And I think you could see speed bumps there. The speed bump could be that the architecture doesn't scale and you need these world models to take on or some of the new architectures people are developing that are non-language oriented that could maybe would be needed.

44:08So I think the frontier could slow, but I don't think this transition of labor or melting of labor into productivity is necessarily going to slow because the economics are way too compelling for that to not happen, in my view. You mentioned geo winners in some respects. You mentioned Mistral there. I love Arthur. I think the world of him. I'm obviously a proud European. A lot of people are going, huh, it feels like they've been left behind, calling a spade a spade. Do you think sovereignty is enough of a reason for Mistral to be a winner? It's a great question. So Jeanette's on the board there and we talk a lot about it.

44:39We've had many conversations and meals with Arthur about this as well. I look at that company and I see Arthur's Growth from a scientist to a CEO. And remember, it's a two-year-old company. Do you want to hear a funny story? I got introduced to him by Jean-Charles at Alain. Yeah, sure. And I was the first VC he ever met. And he took a video call with me on a park bench in Paris. And I said, dude, I'm going to give it to you straight. I've never had such a bad pitch. And you are competing against Sam Altman, the mother of all fundraisers. This is not going to end well. And now I see him pitching and I'm like, well, fuck, he changed.

45:15He changed. But I think this is the point. Not only in his ability to aggregate capital, he stayed focused on doing really disciplined work in the way to build models. And I think they were compute constrained and capital constrained, so they fell behind. But I think they've caught up. Everything I hear now is that their models are now, again, sort of theirs are investing. He's figured out how to aggregate capital. I mean, you saw that. He's also figured out that his relationship with customers needs to be a lot more commercial than if you build it, they will come. And so I am bullish on what they will do, even though I was anxious about it, because he and his team are growing up.

45:48I think they're learning how to be in this competitive world. And by the way, if there were two companies not existing in this world, OpenAI and Anthropic, you said this is the hardest startup in the world in terms of how fast they're scaling and what they've accomplished and their valuation and progress. It's just you have the overhang of these two monsters that the flywheel going with capital and products and so on. And that's why we say it's this interesting. I actually think they'll build a pretty compelling business. I see a lot of interest from companies in Europe, but all over the world that want an open source player.

46:18Like who else is truly dedicated to open source that is doing it in the way that enterprises care? It's not meta. They're not an enterprise company. In the West, it's really mistralled today. Can you name to me success stories where sovereignty was the number one driver of their success? All the US defense primes were built off of sovereignty. We were the biggest allocator of spend in defense. And that's what Lockheed Martin and Raytheon and Boeing, that's a lot of what it was. And then sovereignty also dictated who and which countries they're sold to and what Nagos State Department gets involved.

46:49But it was all dictated by that. I think AI is that strategic a technology. Does revenue growth matter anymore? We just had the founders of McCaw on the show. Yes. We led the seed there. I know that's max. Yeah. One to 500 million in 17 months. Unbelievable. Well done. Thrilled for you. Does it matter anymore though? Because every week there's a new one to a hundred, one to 500. The internal conversation I had about this was, of course it matters, but the normal has changed. When we did Samsara and Gusto and some of these companies that were like, yeah, triple, triple, there you go. Triple, triple, double, double, right?

47:26You look at these companies and say, wait a minute, going from one to three to nine to 27 is not interesting or one to five to nine to 27 is not, whatever the math is, not interesting. you got to go like 1 to 15 to 20 to 100. And they're all on a revenue basis more interesting than the stuff we thought was the most interesting five years ago. That speaks to the way value concentrates in the hands of a few companies. That speaks to the fact that these technologies underneath are so high leverage that they're potent in making these companies grow fast when you actually get a product right. That's what's going on.

48:00Durability is a question. The thing that's unknown is, you know, we never had so much scale without kind of just taking durability for granted. And what's the question that we all grapple with today? Loverbill is an amazing company. Anton's done a great job. Is that going to be around? Merkur is an amazing company. The people that are naysayers, that's what they say. The people that believe in it, like, you know, we have a huge conviction in Merkur. We think this, you know, we have our own thesis. So it's sort of, everybody's kind of grappling with this and we all have our theories and some people will get lucky and i do think some of these companies that grow really fast in this will also not be around so funny i'm very good friends with rory driscoll from scale who i think is one of the most brilliantly strategic but he's sas og yeah exactly and i learned from a lot and he said like the go-to markets fundamentally changed in the world of ai where bluntly it's a case if you just go into a market scream the loudest in the room gain mind share and deliver from there your harveys your A-bridges are great examples of that.

48:54Do you agree with that? So if you look at Harvey or who are invested in Lagora and Udia, take the legal space. It's not just that they scream the loudest and they want it. I think the interesting thing that has happened with AI, I want to go back to sort of one important observation, which is for the first time, every CEO in every industry in every country is thinking about what do I do with this technology? Never happened before. Cloud wasn't like that. Certainly PCs weren't like that. Internet wasn't like that. Everybody's like, what do I do with this, right? So all of a sudden, in every department, people popped up early and they got to go around and there was resonance with the customers.

49:30There wasn't as much evangelism for the earliest companies. Everybody just wanted to engage. So that's why these companies got initial momentum so fast. But then I want to go back to my second mover advantage. But some of the ones that have started after had a chance to take a step back and be like, oh, wait, there's a better technology now. and I think we've learned the proposition needs to be better. The initial diffusion in the Zykei was really fast, but the actual deployment, to my earlier points, people were like, well, how do we really use this? And that's where now this next generation of companies are coming out just more sophisticated at that.

49:59Is the early mover advantage in some of those companies really going to take hold or not? I think it remains TBD. So when you look today, is triple, triple, double, double dead? Triple, triple, double, double is definitely dead. I tell our investors, don't bring that to me. What do you do with the generation of SaaS companies you have I hope you have it because I have it. They're good companies. They're good companies. By the way, they're good companies. They're durable companies. They're going to be around. And this is actually, and I give Pranav and our team a lot of credit. He sort of said, hey, these companies, venture capital doesn't like them anymore because they grow 20 % and they're not the hyper growth.

50:33Nobody wants to fund them. But there are some founders' life's work. And if you give them alternate ways to endure and scale, they will. And they will create value. It'll just take longer. And that's where we actually have also made sure our customer value fund supports those types of founders as well. We obviously want to support the fastest growing companies in venture, but also the ones that are fundamentally good businesses that are profitable if they were not investing in sales and marketing and give them capital to scale their sales and marketing. That's what customer value strategy does.

50:59And it's entirely focused on those founders deserve to endure and compound because their companies are good. Their customers like them. They're growing. They're just not in the zeitgeist. I've never felt so much uncertainty in what I do. I am trying to understand. It almost feels like COVID where we had these highly transient categories that were created and it's like, do they remain? And we actually just do exercises at home all day on Pelotons or do we go back to gyms? And you didn't know what would be enduring strong markets and not. And I feel that is the case here. Have you ever felt such uncertainty in investing?

51:31And what would you advise me? I'll give you the same advice that we follow here at GC. This is peak ambiguity. And so everything we do to support founders, everything you do, you know, you were showing me a lot of your cool ways of supporting founders, get them excited, all the products and the solutions we have created to support the founders. The question is to what end? And I think having a true sense of long-term set of principles that you believe in, in a world of ambiguity, that's all you can lean on. The way you navigate ambiguity is by having a true north. In the US, we have this enormous movement towards transforming healthcare post-pandemic.

52:09And so everything we do in healthcare, we go back to saying, is this decision going to make it proactive, affordable, accessible or not? In Europe, the work that Jeanette is doing is very much about Europe's resilience with AI. So everything we do, we sort of look at it and say, is this going to make the economy here more resilient and sort of this investment decision or this relationship decision or this partnership decision or not? And sort of having that kind of a sense of where you're going, so you're directionally aligned with your values is the only thing you can lean on. And there's so much uncertainty.

52:39It's so difficult. I feel bad for investors that are learning in this era because the signals to determine if your decisions were right or wrong, you in some ways have none. You have this, again, you have this great revenue growth to lean on, but no durability. And then you have - And then you have great margin structures. Which is revenue. So it's like, you have to be values oriented. You have to have a sense for what am I really trying to do? At GC, we say, we build deep relationships with people. We build enduring companies. And we're doing that to transform industries across the world. And what does that do?

53:10It gives our founders access to talent, access to policy sophistication, access to distribution, and access to differentiated capital. If we give founders all of that, and we have a set of values with which we want to march down these industries, I think we'll be okay. We're trying to take faith in that. And I would sort of have everybody think about that because I do think we are building the future. It's an amazing time. We will shape what this society is going to look like for probably 100 years. I mean, this shift is as big as what electricity was, you know, 100, 150 years ago. We get to shape it, but I think we have to make those decisions.

53:44What do you want this to look like. And I think that intentionality should always be in the back of our minds as we make the short-term decisions, as we deal with FOMO, as we deal with how are we scaling our business, how are we supporting our founders, what are the kinds of things we choose to do and not to do, because there's way more opportunity than anyone else can do. You need a true north. You've continuously mentioned the exponential market size or the insane market size that we have. It makes me think of a, it's either a Buffett or a Munger quote that it's better to buy a great business at a good price than a good business at a great price.

54:13Is there any point in being price sensitive if markets are a trillion dollars? You know, one of my partners, Joel Cutler, used to say, price only hurts once. It's like buying a Gucci bag, price only hurts once, but then you'll never regret it. It's not true. Whenever I see my mother with a Chanel bag, I'm reminded of the dent it caused. Well, I think there's actually wisdom in that comment, even though it's a cheeky comment, which is, first of all, when did we ever get price right? I have been doing this for 25 years. We've seen all these models. I am yet to see some investor, at least in our firm ever nailed price in the way they thought it was going to be.

54:45It's usually worse than that. And we make all the money when it's better than what we thought. So if money's all made in what's better than we thought, like using price to pass, investors use price as a reason to pass because they couldn't gain conviction elsewhere. And it still makes them sound pragmatic. I get very ticked off when somebody says, I love this company, but I don't like the price. I'm just like, well, then you don't know if you love this company. You're just taking solace in trying to be like, I'm a price disciplined investor because you didn't really understand the potential of this company to see what it's actually going to be.

55:14Because if it's going to be destined for greatness, then jump in. What about if it's a capped upside company? Okay, let me just walk you through this. There's a data, I'm just making this up. Super interesting data providing company. And you're like, okay, this is a good business. And I can easily see a$2 to$4 billion outcome here, either to a strategic or as a public company. And I'm getting in at$80 million pre. That's a great way to make a lot of money. It's a potential 25x on an early stage check and in a$10 million check that can return my fund almost. Great. But if it's 140, it's very different to 80.

55:46The multiples hit. 100 % right. But we say these things as a capped upside company. What does that mean? One of my investors in Stripe, all the guys that I called the new payments were like, this is a niche thing. Like, why are you doing it? I kid you not. And I was like, you know, I just don't want to listen to the experts about what they think their industries is or is going to be. Markets expand also. So the humility in this business also is just understanding we don't know what's going to happen in the future. If it's truly a captive site, then you shouldn't be doing it anyways. It's not a price question.

56:14We're in the business of trying to build and back companies that can become enduring very, very large businesses. That's like a precondition. I feel like people get stuck either because their companies are just completely mediocre, and they're not even going to be worth two to four billion, or they're actually great. And you're not willing to stretch because you're not willing to believe what the world's going to look like. I always think of Peter Thiel's biggest investing mistake, which was not doing the next round in Facebook. When did you not do the next round in a company that with the benefit of hindsight, you're like, oh, I should have done?

56:46I don't think we have time for all my mistakes, but I'll give you a very recent example. We have a company that's a decacorn now and actually called the investor who led it at GC saying, congratulations, you're going to make over a billion dollars on this investment. And you're an idiot because you gave up not making the second billion. You gave up making the second billion. Why? Because you didn't double down. That is where you can get a lot of it wrong. I mentioned earlier in Stripe, I've invested 14 times. That's what it takes. If you're in the best companies, you really should be buying into them constantly.

57:20In fact, that's the reason to scale capital. The reason to scale capital isn't to be a low margin business. It's because you want to have capital pull the very best ones and really lean into them. That's ultimately where you drive your return to your best businesses. And that requires courage, conviction, belief in how markets are going to change. Do you worry about capital concentration limits? I have invested in, I don't know the exact number, probably over 200 companies and 60, 70 % is like 10 companies over 25 years. Capital concentration is the way you drive return. You just got to be right.

57:52Which single company are you most capital concentrated in? Stripe. We're going to see about a billion dollars. Is cross fund investing concerns bullshit? LPs often worry about it, don't like it. Well, cross fund is an important consideration. We do think a lot about before we cross funds, but we do cross funds. But you want to make sure you have done enough capital to work in the fund that it's in, where you feel uncomfortable about the risk you're taking before you cross it. If you really believe in something, you want to make sure that becomes one of your largest positions in that fund before you go to the next fund.

58:20I try not to have more than 10 to 15 % in a single company in a fund. So at some point it does. If it's truly a great company, you will be forced to cross because you should have multiple funds benefit from that. I always remember Brian Seaman saying capital concentration limits are the enemy of great venture returns, which is why we'll often have 30 % in a single company. And I thought, wow, I need to get more courage. I mean, concentration is key to being great at investing. I genuinely believe that. When companies go public, you have the choice to distribute or not. How do you think about whether you are better placed than your LPs to manage those positions once going public?

58:57I always look at it as it's a variety of things. One is, will our time matter? If our time continues to be spent on this company, will it matter in terms of compounding from here or not? So some of the ones we started, for example, that would make sense if you want to stay on and do that. The other thing I look at is, how long should we hold it to make sure we drive the best returns for that fund? Is this the company that should be compounding most to keep generating returns and driving performance given our commitments to the LPs? because a lot of the LPs will have their public sleeve and their private sleeve.

59:25You give them stock, they'll sell it. And it's like programmatic for them. So we want to make sure we give it to them at a point where we've really captured enough value. So that's another factor we think about in that context. Which suggests you do think you're better at managing it than them. Well, they may not be managing it is what I'm saying there. But by selling it, they're managing it out of it. Because that's programmatic. That in their private sleeve, they're just not going to hold it. And the private's team is basically told that once you get stock, you sell. And also the other thing is you want to, in our lead companies where we lead, where we go public, we have a lot of stock.

59:54So you also have to be measured in how you distribute stock because by doing too much at one time, you could also hurt the price of the stock, which hurts the rest of it. So I think there's also a pacing question of how do you liquidate? How do you think about navigating secondary markets? You know, when we look at, there's a very strong chance that we have a trillion dollar private company in an open AI of the world. how do you think about navigating secondary markets when public market is sometimes not there well look i think for the very best companies private markets behave like public markets there's a secondary market you can liquidate so your shareholders can take liquidity employees can take liquidity you have access to credit you can do mna your stocks value you know your valuations believed i'm talking about the stripes the spacex's and i think open ai is going to get there and tropic and so on right so the very bad that data bricks is getting there slowly so the very best, that's what happened.

1:00:42Then there's the very good companies, but not the, let's say, the top 10 or 15 private ones, not the magnificent private 10, if you will. For them, going public and getting validated actually could be more helpful. It may be that the secondary market isn't behaving as well, or they can't do M &A as effectively, or they need to access a lot more capital than they can just being in the private markets. And I think those decisions are what ultimately then push you to go public. And then there is the, as I said, this bloated set of companies that are good companies that will compound at 20-25 % maybe forever that have no access to public market because they're too small.

1:01:17They're not a billion dollar company growing 30 % a year that the public markets would be excited about. And they're too slow for venture to fund. And that's the purgatory where we need innovation. And that's where the customer value fund resides to help these companies get to that scale so they can go public someday. Is the extension of private markets not an increasingly harmful thing to the distribution of wealth in society. When we look at before, it would be your Fidelities, your T-Rose, and the pensioners of the world. My grandparents would pay them 20 bps, 30 bps, 40 bps. And now with the extension of private markets, you get money and get two and 20.

1:01:53When I published my first book, Unscaled, in 2018, I had the leadership of Vanguard come by. And they talked about, look, Main Street doesn't have access to this asset class. So I spent a lot of time in 2018 saying, how do we do that? How do we actually give retail access to our funds now with 401k changes and some of the 40 act evolution you actually can do that so i fully expect that you will start seeing products that give retail access to the best companies in technology and we will definitely engage in that because it's the right thing to do do you agree with that like when i saw the lafants talk about this i was like oh wow guys well done and and then part of me is like well isn't that what we want the democratization of access look i think everybody wins in this.

1:02:36You open up large pools of capital for investing in technology, but you also open up large pools of opportunity for people that don't have it otherwise. So like we don't need to look at it as, oh, we're doing it because it's sneaky. I think it's good for the world and we should do it. And if you're oversubscribed, make room for it. That's where this matters, which is when you have more capital than you want to take on in a fund, would you let it in or not? And what I'm saying is that we should be making room for this. Do you think fee structures need to change? I am very much focused on performance as the number one thing.

1:03:05That's why I said in the beginning that I measure us as how good a seed firm as we are in the context of everything we do is like, is our core right? Are we doing the highest risk, highest reward work? Are we helping founders in the earliest stages? So you want to stay high performance. And if you want to stay high performance, then your incentive should be much more focused on generating carry and making it a prosperous place for your team than generating fees, which to me can be a distraction. By the way, just to tell you, in our business, we don't distribute any fees. We invest everything back in the business.

1:03:36And that's a deep belief that we don't want to be in the game where the partners of the funds at General Catalyst want bigger and bigger funds because they can take bigger and bigger distributions. Whatever fees we get, we invest it back in the business. I'm so sorry to be so blunt, but don't partners make like three or five million bucks? Less than that. Do you worry that you're not going to get the best partners? Because they are getting that at alternate funds. It depends on if they're focused on performance or salary. I think that to me is a filter. And my commitment is that you go deliver your dream and you'll make more money than anywhere else.

1:04:04But it's got to be aligned. We got to be focused on performance and value creation versus being rich and fat and happy salaries. That is just not the culture we want. Do you think that is the same or reflective of the rest of the venture ecosystem? I have no idea. I pay no attention to it. You don't? No. Do you not pay attention to your competitors? I don't know what people get paid there. I don't. Which competitors do you most respect? All of them. They all make us better. If you were to choose one, so I could say like 0.9. I think 0.9 in Europe have done an incredible job really carving out their industry and knowing what is that type of deal.

1:04:35Andy Golden, who ran the Princeton Endowment and he's doing some stuff with us now, he had a huge impact on me as I was helping build GC. He always said, run your own race. It's actually a chapter in my upcoming book is about that, like play your own game. Do you not think you can learn from others? No, I want to learn from others, but I don't want to be in the game of we're competing in the zero-sum game of venture capital. When you look at that product that you give to founders, you have a lot of products now from the geos of your Europe and your Indias and your USes to the seed, to the growth, to the customer value, to the roll-ups.

1:05:08What product do you not have that you would like to have? Do you have like a score of heritage or wealth management business? We do. Of course you do. We do, and that's actually growing rapidly. It's a fairly large business at this point. We have a roadmap, to be honest, and I always look at it as what do the founders need? and we have a roadmap of things that we think about, you know, that we will over time experiment with and see if we should bring in. I mean, we have really three products, right? We have venture capital starting with seed. We have customer value fund and we have creation, which is where we do the rollups and hatches, building companies from scratch, sort of being really builders.

1:05:40We have three products today. But which one would you most like to have? I think we need to figure out infrastructure. The race in AI, the thing that I'm very focused on learning about and we're early in our thinking is in order to get AI right, you have to get energy right. Everybody knows this. And if you think about energy, it's a really interesting opportunity with all the new demand to actually move towards sustainability profitably as well. But in the short term, you don't have sustainable solutions. You really have natural gas in the US, for example. So what is that arc with which we're going to think about energy to really get AI right?

1:06:12That's an infrastructure problem. That's an example of something of like, well, if we care about using AI to change the world, all of our transformation work is about transforming industries, businesses with AI all over the world, then we need to figure out what to do with energy. How do you think about how you need to change the capital supply base with the different products? I very much operate in the endowment fund foundation world, which is lovely and nice, but does it change drastically when you move across products? It's a great question because I think as we went through the succession at GC from David, Joel, and me running the business sort of most of last decade together, the two of them before that, to me taking on as CEO.

1:06:51I think at the same time, we had a succession from a leadership standpoint, you know, and Ken Chennault came and became our chairman, mentored me, but also had an interesting evolution of our LP base. Because the LP, the indomitant foundations, which many of them are huge backers of ours and I consider them sort of really part of our team. The mindset there was, we want managers to be dedicated in single strategies and we will create the portfolio. The break in strategy we did was to say, well, no, we need to have all the strategies that make the founders successful and you back us to make the founders successful because then we'll create alpha.

1:07:26And that's what we were on a campaign to convince enough of them to stay on with us and do that. And they did. Then we went and got a lot of the states in the US, states and pensions, because that part of it was going back to your point, I want to make sure we create wealth for everybody in the US. So there was like a motivator there as well. And now we're actually very deeply partnering with sovereigns as well. Because as I said earlier, the AI, the transformation of the countries. But there, the relationship needs to be more of a partnership. We're helping them think about, hey, what you can be doing in your regions, and let us be a strategic partner to you and you be a capital provider of us, like we're doing the sort of interesting partnerships in that regard.

1:08:00And you have to go to software because they're the only ones who can write a billion dollar check, no? Some states can as well. But there is scaled capital in each of these areas. The key is how does your work fit the context of their strategy? And GC is sort of a flexible platform where people can engage in that context. And we were talking about jokingly before, retail is another one that's about to open up, right? There's like$16 trillion retail capital. What will cause retail to open? Retail is opening up in terms of the 40 Act regulations, in terms of the changes in the can 401k invest in alls.

1:08:31It is going to open up and it should open up. And we need to be responsible about exposing retail to the right part of the risk curve in privates. I think it's very important that we do that. So being very thoughtful about if and when we do make GCO, we don't do that today, available, like what would be the right way to do it? I think the whole industry is going to think about that. So in my view, all these pools are there. And I think if we are to service the founders the right way and have the capital and the flexible capital solutions all available for them to build their companies, that we need to engage with all these capital sources that are willing to support different parts of that stack.

1:09:05When retail opens, is it a trickle or is it a flood? But hopefully it's a trickle. It sort of starts slowly and then scales. I do think it'll scale in a big way, but I think we should be, we'll be careful. Because I worry when we go back to your very early statement, there's not many Patrick and Johns or Sams or Darius. The problem is there's not enough truly generational defining entrepreneurs for the supply side of cash. That will only get worse. I'm not looking at retail opening up going, woohoo, I'm going, wow, this is about to get harder. That's right. Right. So I think retail can open up to be in the very best companies at scale, in my view.

1:09:40I think Robinhood is working on some work there, for example. The tokenization. And they just announced they're going to create a way to give retail access to some of the top companies as well. I think it's a recent announcement. So that's one, which is I think there you could be, hey, giving people access to SpaceX and Stripe, you're not going to regret it. It'll do right by them. You'll feel proud of it. What you don't want to do is take retail and put it into the bottom quartile of the venture capital funds that lose money. because they got access to it. I think that's where it needs to be trickling in to make sure it goes where return.

1:10:09We should not put retail into very high risk situations where they lose money. I feel very, very strong about that. We have to be careful. So I think it needs to be trickling down the risk curve in terms of how retail accesses our asset class. What did you do that you wish you hadn't done in the last 10 years? And it doesn't need to be deal. I'm more thinking about like products, strategy, firm build. You know, the good thing about our culture, and I give the founders of GC a lot of credit, is anytime I had a crazy idea, they supported it. So I've usually gone and have been able to do most of what I wanted to.

1:10:43There's one place I look back and say, did I make a mistake? When the financial services market took off, I was like, I want to be in the best company. And I was like, let's invest in Stripe, but let's not do Square and whatever else. and when the AI stuff happened, I was like, I want to be where I think I can risk adjust and make the most money. I think in hindsight, we should just go on and index those. Some of the other investors like Juri Milner and others that did a great job with it and did very well, I was focused on I want to be the best. And I'm like, aha, see how good I am that I did the best one.

1:11:12And if I could go back, I would understand that in certain parts of the stack, indexing, if you can afford to, if you have the capital base too, is a better strategy than trying to pick in a world of peak ambiguity. And that's something that I'm a slow learner. I feel like I've been at it for 25 years and I'm starting to understand that better. And you've moved to that now? I have not moved to that, but I'm going to wait to see the next time. I missed it in AI. Our friends at Lightspeed did a great job in AI, for example. I think it's going to work out really well for them. Why do you think that?

1:11:39Because when you know the trend's going to win, but you don't know which one's going to win, you're better off backing all of them than trying to pick and meaningfully play and get it wrong. That's a very hard decision to make and get it right. Do you regret not being in OpenAI when you had the chance to, but didn't because of the structure? This is a daily conversation I have with myself and with my partners. I mean, I do regret it because the amount of learning we would have had if I was sort of at a front door seat, really understanding what's going on. And like, I wish I had that. Would it have prevented you from doing Anthropic?

1:12:09I don't think so. I think there are plenty of investors that are in both companies. Look, that structure, many people overthought it and I overthought it as well. And there's a lot going on that platform that's changing the world and I don't have a front row seat. So yeah, I do regret that a little bit. We mentioned focus on performance, Circles, IPO. was nuts. And it did wonders for the fund in terms of returns. How did that fund return look? We were chatting about it outside. Yeah, that fund is one of our two or three best funds. And just to tell you what was in it, it was Livongo was in that, Snap was in that, Circle was in that, Gusto.

1:12:42It's probably going to end up being a 13 to 15x fund. Story's not over yet. How big is the fund? It was 500 million. Wow. Well done. We need to keep doing it. That was a long time ago. What is GC in 10 years? I think GC is going to look like the most diversified solutions for founders to build and their own companies. That's the lens which would justify everything that's on it. And if you looked at it, GC as a business is going to feel like a strategic conglomerate where every part of GC is in service of founders, whether it's giving them access to distribution or access to policy or access to capital or access to wealth management.

1:13:20It's all about founders. So it's the platform for founders. How many team members do you have? We are over 300 people. 300 people. Yeah. Positively small compared to Andreessen. Absolutely fine. We're tiny. Final one, then we'll do a quick fire. On the future venture, everyone does this binary. You're either, you know, the massive AUM gatherer or you're the boutique provider. And that's it. Everything else, a la Pabelle. Do you agree with that binary view of venture? Or do you think it's an alternate view? I don't like that view. I don't like that framing because - My framing is actually Walmart and Chanel.

1:13:54Totally, totally. But I would say we want to have the biggest AUM in venture because that means we're doing the best job, but not because we have a lot of companies. We've raised a lot of money, but because we're in like 20 stripes. Well, the biggest AUM doesn't mean you're doing the best job. No, no. I'm saying the kind of AUM I want is the biggest because we have, but with the fewest number of companies, meaning our companies have created a lot of value. It's not the amount of money we raised. AUM can be one of two things. how much money did you raise or what is the value of the capital you raise?

1:14:22I want the value of the capital you raise to be the biggest, but the amount of money you raise to be smallest. That's when you've created the most alpha. So that's why I think this biggest AUM is not like a very informative way to look at it. And if you're boutique, you could still have really big AUM. If your portfolio was only the top 10 companies that got funded, if that was your portfolio, you actually would have the biggest AUM, even if it was a$500 million fund or$300 million fund, whatever you call boutique. The focus needs to be on being the support of the best founders to build the biggest companies, which will give you the biggest AUM, will give you the biggest performance, and not focus on, can I go raise the most amount of money for venture?

1:14:58That's why I said in the beginning, our aspirations in venture capital is to be the best seed firm in the world, or second best after you. I have two more. What was the most memorable first founder meeting, and then I'll tell you why I laughed. I mean, I have to say it was with Patrick Carlson. It's just one of those, you know, like the movie Sixth Sense when the ring falls and the guy's like, oh shit, I'm the one who's dead. And you just feel like they didn't know something about the world and how to think about it. That's how I felt with him because I asked him, who are your ideal customers?

1:15:28And he said, they haven't been born yet. And he was talking about the developer movement. Remember, this is 2010, right? Developer movement and what's about to come. And I'm just like, oh crap. I don't even have a complete view of the world and what's happening around me is how I felt in that meeting. And I was like, I have to back this person. I don't even know payments. I mean, everybody, all the payments people are telling me what's wrong with the payments. I'm like, I kind of don't care. Like, I don't know what's in this thing, but like he sees something and we have to be part of it. And that moment taught me a lot about humility in terms of what this business is all about.

1:15:56It really is about backing the best people. And honestly, it had a huge impact because I saw him and John build Stripe. I was like, well, why does our business run so shitty when we are in service of trying to help build businesses that can be run really well? I want to run well. GC should be running with the same rigor these companies run. And I think we still run pretty good. We're still a very messy company. But the aspiration is we want to run with the same rigor as, you know, companies like Stripe do. Which loss hurts the most? So the reason I laughed when you just said about it, I've only lost one deal in three years.

1:16:30It's not me being arrogant. It's just the truth. I lost to you, which is great. And you know what I hate, by the way, when you lose? because we people too. And they phone up and like, oh, it's Sea of Ash and Kai. Do you know them? Out of Shopify. Amazing guys. Love them. Fantastic. Well done. I think that was Jeanette. Yeah. Awesome. Great founders. You know what I freaking hate though is when other investors call up and they're like, hey, can we like share it and have some of yours? And you're like, are you kidding me? No. Yeah. So I never do that. Yeah. But that one like sticks in my mind as one I'm annoyed.

1:17:05First of all, Harry, you should be losing more. I'll tell you a little story when we moved to the bay area i lost this company at a series a of a company called class studio we rated the b and i remember my partners from boston came and they were they just felt bad for me they're like you can't be losing because that's just gonna like emotionally devastate you and you're not gonna be able to compete here and i was like are you kidding me if i'm not losing i'm not winning because the very best founders go meet all the five to seven great firms and they pick one so So theoretically, your win rate, as long as it's over 30%, you're actually maybe in the right fight.

1:17:38So it's very important to be in the right fight. So you actually want to feel like you're losing more. Everybody in the team, when they come and tell me, I haven't lost in my category, I'm like, well, then you're just in the wrong pond, buddy. So I think that's like an important thing, which is there are so many smart people. I just lost one the other day. There you go. That's my point. That fucking hurts too, but I was worried about saying that one. I think we should enjoy the pain. I actually think if we're losing, we're winning. That's like something I genuinely believe about ventures. Like you need to be in the right fights and then you got to win your fair share and not dwell on it beyond that.

1:18:09The things I lost, I mean, I have so many of these moments. Like Drew Houston, when he was starting Dropbox, I asked him to come work at GC with me because I had him intern for Chris Dixon at back Chris's company. And I said, come work with me. He's like, no, I'm going to go start this file storage company. And I was like, file storage? There's Moji. That was the first million dollars would have been a$2 billion return because I'm like, what is this thing? even though I was willing to work with this guy, but I didn't give money on that. But you didn't lose it. That's a miss. Well, to my own brain.

1:18:37That's a miss, the one where you lost it. I lost a Series A of Stripe. I lost a Series A of Samsara. I lost a Series A of Snap. And the first one I won was a Series A of Gusto. If I look at my most competitive fights, when I first got to the Valley, I'm like, oh my God, this just sucks. No one's ever going to pick me. Fuck this, I'm going back to Boston. You know, and I did, I lost a lot. But the key was I stayed on and then I was able to, you know, do the next round. But those moments make you better. It just sort of, you just got to realize there are a lot of smart people in the industry. They're just very smart.

1:19:09I called up my mentor. He's this kind of one of the best investors in the world, billionaire genius. And I called him up after losing this deal to Andreessen. I said, fucking hell, like, what the fuck? And he's like, all of my biggest returns I've never made when I won the deal. I always lost the deal. and then I just had to scrabble and buy secondaries from angels, from operators, from founders. And that all of those ones were my best returns. The thing is, in the very best companies, you don't get the amount of ownership you want anyways, because founders command a premium. And so you're constantly building ownership after that.

1:19:43Like, you know, as I mentioned, my biggest overall investment is in Stripe. How much do you have in Stripe across everything? It's still sub 10%. And so - Like a 2 billion, a billion? No, no, more. 5 billion? More. But I think that doesn't matter. More than 5 billion. But I think the key point is, it's a lot. But the point is, Stripe's going to be a trillion dollar company. He's got to give it 10 years. So it's a compounding business that Patrick and John always say, infrastructure is hard, but it also compounds. And they're sort of steadily just doing that and making some really smart choices in this AI world.

1:20:14And so you've got to have a long-term view. We'll have a 25-year hold probably on Stripe in some form or the other. So when these companies are good, you want to keep buying in. And then at some point you say, okay, I have done enough. And now, you know, the next 5X where it just seems extraordinary to think about a way more beyond that, maybe I'm going to stop. So at some point you have to sort of say, okay, I got to move on to the next thing. There's some firms that are trying to make all their money on SpaceX and keep buying SpaceX. I'm like, that's great. And I actually think, you know, I've got a lot of runway with SpaceX.

1:20:43That's a good investment. But I want to go back to the next generation of entrepreneurs as well and figure out if we can generate alpha there too. Listen, dude, I could talk to you all day. I need to do a quick fire because I'm sure you actually have some other place to be in life. Tell me, what have you changed your mind on most in the last 12 months? This idea of indexing. Being in every company. When you have macro trends, should you index or not? I'm being open-minded to thinking that way about major technological trends or market shifts. What has been the biggest challenge in changing your leadership?

1:21:12So like for me, I'm very emotional. And as I lead, I need to dampen my emotions. I think it becomes really hard going from becoming a master at something to being a teacher at something. The reality is when you can teach something is when you've truly mastered it. And I don't think I'm very good at that. You know, some of my partners will say gibberish comes out of your mouth when you try to teach. It's much better to just watch what you're doing and like make sense out of it. I'm still trying to figure out how to crack that. What would be your single biggest piece of advice to an LP navigating venture today?

1:21:42The proposition for founders has to change. you want to embrace entrepreneurial VCs that are innovating around that. What worries you most in the world today? The short-term alignment of value creation in business with long-term prosperity of everybody being inclusive and abundant in that. What would you do if you weren't scared? I'm not scared. I don't operate with fear. I'm doing what I would do. I think we take a lot of risk. I think we're innovating in every dimension that we possibly can. We're pushing ourselves as much as we can. So I'd like to think I would do what I'm doing. Does money make you happy?

1:22:19No. Money is a byproduct of the impact I want to create. Biggest advice on parenting? Teach them to be unique. And in the world of AI, teach them to ask questions, not solve problems. Is college less valuable than ever? I have a 16-year-old and he's definitely going to college. I have an 11-year-old and I talked to him the other day and I said, hey, Ajay, you may not need to go to college. The world may change in how we think about developing skills. He was happy about that. Final one for you. What are you most excited about? I like to leave on like a tone of positivity. What are you most excited for when you look forward?

1:22:53Look, technology is neutral. What I'm most excited about is that, you know, over the next 20 years, if I look at GC, we'll probably invest, what,$300 billion,$500 billion into the world sort of helping shape what AI does for society. I and my partners and my, you know, broader team have the opportunity to leave a mark. And I want to get it right. I want to get it right where, you know, when I'm some days living at a senior living facility, that I'm like, hey, I did right by the world. It's actually turned out to be okay through the shift. Listen, Hamon, shows like this remind me why I love what I do so much.

1:23:28You've got to remember, I love investing. This is my true passion. Yeah. And being able to speak with you and discuss the craft of what I love so much is such a joy. So thank you for being so brilliant. Thanks for having me. This was fun. Really enjoyed it. I think you could tell just how much I enjoyed that show. If you want to watch that episode on video, you can check it out on YouTube by searching for 20VC. I always want to make the show the best it can be. Let me know how I can make it better for you. Email me, harry at 20VC.com. But before we leave you today, I love seeing the team come together to make this show happen.

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