In short
The Twenty Minute VC (20VC): Episode Notes
Episode Overview
- Title: 20VC: Cursor Raises $2.3BN: Who Wins the Coding War | Peter Thiel and Softbank Sell NVIDIA: Analysed | Why Venture Capital Will Hit $1TRN and the Opening of Retail | Why Stripe and the Best Companies Will Never Go Public
- Host: Harry Stebbings
- Guest: Tom Tunguz
- Main Topics:
- Cursor's massive funding round
- Impact of emerging AI technologies on venture capital
- Current state and future of IPOs and venture capital markets
Key Discussion Points
- Cursor's Funding and Valuation
- Details: Cursor raised $2.3 billion at a $29 billion valuation.
- Key Takeaway: This funding highlights strong product market fit for AI-driven coding tools, forecasting productivity gains for software engineers between 30% to 70%.
- Market Potential: Potential for massive expansion in the Total Addressable Market (TAM) with potential penetration rates for coding tools reaching 100% among developers.
- AI's Impact on Coding
- Discussion on Models:
- AI-driven coding tools are evolving; the latest models (e.g., Gemini 3) are significantly better than previous iterations.
- As coding models improve, the market sees a decrease in churn and an increase in productivity.
- The Venture Capital Landscape
- Current Trends:
- Venture capital is projected to hit $1 trillion as capital flows into VC funds increase.
- The opening of retail markets could lead to a surge in VC investments.
- Investor Insights:
- The dynamics of investment are changing; investors are focusing on the balance between profitability, growth, and market expansion.
- IPO Market Analysis
- Current State:
- The IPO market is not as robust as anticipated, with many companies delaying public offerings due to high costs and market volatility.
- The access premium is now valued higher than traditional public offerings, affecting the attractiveness of IPOs for many companies.
- Risks and Concerns
- Credit Risk:
- Increased credit default swaps for Oracle signal potential risks in funding and market stability; concerns over the sustainability of tech valuations are rising.
- Market Corrections:
- Experts predict potential corrections in the tech market, possibly leading to rapid and significant downturns if major players falter.
- Future of Secondary Markets
- The podcast touches upon the emergence of secondary markets for venture capital, emphasizing their importance in providing liquidity for investors without the need for IPOs.
Conclusion This episode of The Twenty Minute VC provides an insightful analysis of the evolving landscape of venture capital, particularly in the realm of AI technology and coding tools. With Cursor's significant funding and the ongoing shifts in market dynamics, the discussions underscore the potential, risks, and future directions of both venture capital and the tech industry as a whole.
Key Quotes
- "If you're not seeing massive TAM expansion, there's just no point in even playing as VCs."
- "The late-stage business is either the best business in the world or the worst business."
- "The only question is, will the returns be good?"
Suggested Further Reading
- [The Twenty Minute VC Website](http://www.20vc.com) for show notes and resources.
- A closer look at Cursor and its market position in the AI coding space.
- Analysis of recent IPO trends in the tech sector.
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Feel free to dive deeper into specific sections for a more thorough understanding or to explore particular topics discussed in the episode!
Written by AI. May contain mistakes. Listen to the episode to check what was said.
Transcript
Automatic transcript. May contain errors.0:00Entry price counts when TAM is unclear. Winning is the only thing that counts when TAM is huge. If you're not seeing massive TAM expansion, there's just no point in even playing as VCs. The late stage business is either the best business in the world or the worst business in the world. And there's nothing you can do to determine which it is. Coding is no longer on this extremely steep improvement path. As the models improve in performance dramatically, people switch. To say that would be ugly would be an understatement. It would be terrifying. I mean, beyond terrifying. I think we're at a point where if there's some wobble, the magnitude of the correction will be fast and brutal.
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4:04It's always my favorite show to do. We have the wonderful Tom Tungus joining us today. Tom, welcome to this wonderful trio. It's so great to have you. Thrilled to be here. Thanks for having me on. Not at all. Tom, I gotta say, have you become so Americanized, Tomas, that you're just going with Tom now? Are you just recognizing that Harry, like all English people, has no command of foreign languages? Sorry, I didn't understand that. Would you like him to use your given name, Tom? Are we gonna stick with what Harry said? Oh, Tom's great. That's great. Let's roll with it. We've become an American.
4:37to the point. Don't worry, Tom. Roy will remain this obnoxious way for the following 90 minutes. It's all good. I've got used to it. He'll correct your punctuation next. But I want to start on some very exciting news for Cursor. $2.3 billion at a$29.3 billion valuation. Andreessen, Thrive, KOTU, DST, XL, all the big players all involved. Chaps, how did we analyze this? And I look at this and honestly feel more irrelevant than I've ever felt. How should we look at this? and this is a free-for-all? I mean, look, I think product market fit for agentic coding is probably the best of any use case aside from search.
5:14And then you have this just like massive growth. So I think the bulk case is the productivity gains for software engineers here are pretty enormous, 30 to 70%, kind of depending on which company you're looking at. You have pretty significant multiple expansion. I'm not sure if you guys have played with the new cursor model, but it's phenomenal. It's unbelievably fast, four or five times faster on a tokens per second basis. And that allows them to capture a whole bunch of margin. And then on a multiples basis, it's actually not that wild. You put all those things together, plus the balance in the market.
5:43And so you see evaluation here. I mean, can you see a 3X? You don't have a lot of ESOP dilution because total employee count is 30. Is it still 30? They just hired a PM four months ago. So they increased headcount by 5%. But you don't have a lot of the CapEx dilution that you'll see within the foundation models. And so, you know, does it go public? You have massive revenue growth, increasing margin, pretty attractive financial profile. We can debate the entry price, but I think classic bull market bet. Big question. I mean, we were looking at a bunch of the vibe coding companies, typical gross account retention is 50%.
6:16And so what does that really mean in this business? Can they push any other price? I think that's probably the ultimate determining question. But just given the usage that we see, I can see the case. I can see the case. There's two thoughts to add on to it. One, I think this idea that you get a 30 to 70 % productivity boost is almost a backwards way of looking at it because the way I think about it now is it's just default and necessary. This is the way we code. So if we were talking earlier in the year, even if we were at Saster in May, we were talking about productivity boosts, right? What are you getting out of cursor and Windsor at all?
6:46I don't know anybody not using cursor or something. It's moved to like, we're going to approach 100 % penetration per developer of some sort of price per year, 5 ,000, 6 ,000. You guys, Rory and Tommaso are better than math than me. Before we even get to replet and lovable like prosumer for engineers. How many engineers are there on planet Earth today? And what's 5000 times that for seriously, we're going to have 100 % penetration, right? Yeah, I agree. So when I used to do market sizing models five years ago, we used to assume that there were 25 to 30 million developers in the most recent Microsoft transcript from the earnings, they're talking about 100 to 150 million developers just on GitHub.
7:23OK, so 200 million times five grand. How much is that, Rory? Yeah, 200 million. I mean, look, 200 million times a grand is 200 billion. No, five grand, five grand a year. No, I don't buy that for a second. I think Cursor can do a trillion if it has its current, current. Okay, you can do 500 billion, right? Seriously, this is what we're missing. This is all the whole AI play to me. If you're not seeing massive TAM expansion, there's just no point in even playing as VCs. Okay, so I was chatting with the sales leader last night. He's a mid-market seller in an agentic company. And I asked him, how many figures are in your mid-market deals?
7:58And I think of mid-market deal, like a mid-market deal for me is like 20 to 50K. 50K on the highs, maybe 75. Yeah. So they're all seven figures. Seven. Yeah. So there's an agentic software company and the mid-market is high six to low seven figures. Yeah. That's TAM expansion. That's TAM expansion. It's labor replacement in some form or another, right? And so to that point, like if the total number of developers increases and look, willingness to pay, I mean, I pay for a cloud code max for 200 bucks a month. Yeah. And you run out. I run out two days into the week. Right. So now I'm at a place where like, okay, do I buy two additional seats, three additional seats?
8:32And so instead of spending$200 a month, I'm spending$1 ,000 a month. And I have this total pain being able to switch between these keys. It makes me wonder, what is my willingness to pay for clock? I will never go back to using a computer without a clock code. I couldn't imagine it. And that sound you hear is them creating the Tomas$300,$400 a month plan because they need it. You don't want to know what I spent on Replit. It's more expensive. And you would never go back, right? There's no way. There's no way you go back. Well, they're different. Cursor is never going back. I actually think now that we do the math, how many, we said a hundred million active developers.
9:01Sorry, maybe I got the math wrong. Yeah, I think, I think that's right. I think everyone's going to pay 400 to$500 a month ultimately, no matter where they are. So that's a trillion. We're coming up on a trillion. I think that's real. And maybe cursor gets 30 % of it. We could argue, right? Then we could back into if it's a good deal. Then the Replit lovable base 44 and friends. That's the other couple hundred million of people. I mean, Tomas, I've shipped 12 apps since June on Replit. 12 apps used 700 ,000 times. I built product, but I don't code, right? That's a whole nother TAM. But that's 3 % to 5 % of US GDP.
9:33I mean, if we're talking about a trillion dollars. Well, that's global. You said global developers, right? Okay, fair. But most of the money will accrue to US companies. Any software business is 50 % US, even though only, you know, what is it? Okay, so that's 2 % of GDP, right? Most of us aren't even going to be working in five years. So 2 % of GDP is necessary because no one wants to work. No one wants to be a hands-on keyboard executive. No one graduated from college that I know wants to work, right? So 2 % sounds low to me. But I'm going to call it, it won't be 2 % or anything like it, but it can still be huge.
10:08Yeah, you multiply$100 million by$5 ,000 a pop and you get a huge number. You can narrow this thing down to quote unquote serious developers. You get, I think, three or four in the US, right? A really serious, I'm paid to code eight hours a day, five days a week. You can still multiply that by five grand a year and get a huge company. So I think the aha here is, I mean, I'm just kind of going back to the question, call me boring. The Harry question is at roughly 30 billion for a billion in revenue is this crazy, right? And the proof of it that I struggle more to get the con side than the pro side, because look, the pro side is revenue and revenue growth rate and probably tab.
10:45If something's gone one to a hundred a year ago, and it's gone from a hundred to a billion this year, it's hard to imagine with that, you know, Newton's laws of motion require it to go to three or four billion next year. So suddenly you're in this thing at 10 times NTM revenues. So on revenue and revenue growth, and we just did it on TAM, all of these are great. So if you're trying to come up with an argument against, the two ones I hear are profitability and moat. And I'd love to talk about those on TAM. Maybe you have some insight on that. Let's talk profitability. you had a whole bunch of, oh my God, the gross margin and these things isn't great.
11:17Sometimes you hear it isn't great. Sometimes you hear it's awful. And obviously all that money is flowing to Anthropic and we'll come back to that. But it is also noteworthy. They talked about building their own model, which of course would allow them to capture that revenue. So I don't have compelling data on that, but I'd love to hear people's thoughts on profitability, gross margins for these businesses. My pushback on the con side would just be the emphasis and the focus that OpenAI and Anthropica placing on Kodaks and on Claw Code, and then your alternative players like Cognition. I said there's two negatives, and I'm going to list them, profitability and durability.
11:49And profitability is you make money, and durability is someone else going to take your money. And I think those are the only two issues, which is amazing. Just think about it. It's a$30 billion market cap deal where on a revenue and a revenue growth in a time perspective, it's big resounding yeses. Revenue scale, hyper growth, huge market. Yes, yes, yes. So you're right. The two are profitability and then competition slash durability. So let's do them in turn. Because I think they are linked, Harry, you're right. Because the odd thing about the current business is the direct competitor is also currently their supplier of the raw ingredient that makes 50, 60, 70 % of their product.
12:25It's a very weird platform risk kind of deal. And maybe you can just lump them in together. Because look, with 100 odd so employees, it ain't labor that's killing them. It's the cost of the tokens, which money they give to the company who also has a competing product. So Tom, I'd love to hear your thought. How do you think about Cloud Code versus Cursor? The way I'd put it is as the models improve in performance dramatically, people switch. Gemini 3 just came out. It's a little bit better than Cloud 4.5 Sonnet on coding. That's what matters to this audience. When there's a lot of improvement, people switch.
12:58I mean, I want to see, is the Cursor model a whole lot better than the Cloud model? 4.5 comes out of OpenAI. Great. I I want to go for one. I want to check out that model on Codex. But as the improvements in coding start to asymptote, I'm going to stay where I am. I'm going to stay where I am because there's memory and it remembers how I program and it remembers my linting, which is how many tabs I put into each particular function. I think we're at a place where agentic coding is no longer on this extremely steep improvement path. And so people will stay where they are because the cost of, so I have a hundred tools in Cloud Code.
13:31Cloud Code wrote all of them. And now I have this whole setup where it does all kinds of stuff for me. And sure, I told Gemini this morning when Gemini 3 launched, look at everything that I've done in Cloud Code and migrate it so that you can use it. And it'll migrate. But I will only do that if I think that the benefit of the migration is significant. If you look at the distribution, initial distribution of cursor, what fraction of people are really going to switch, especially once the enterprise business starts to come in, because Fortune 500 will pick one, standardize, buy effectively an ELA.
14:01and then the switching diminishes. And so I think they'll be able to improve margins. And so as long as they're able to continue to grow, I bet they hold on, I don't know, five years from now, 75 % of their audience, something like that. And so to your point, Rory, on like just inertia in the business, it will be there. What I don't get, here's where I'm ignorant. And here's where the difference between Replit and Lovable is so different, right? Replit and Lovable, frankly, are using cheap models. Most people don't know or care and they're well marked up. The margins are north of 50, the gross margins, okay?
14:29We're not bouncing back and forth between the latest Gemini and 4.5, right? In fact, Replit defaults you to an N-1 model unless you want to pay more, okay? And it works fine for that use case. What I'm still remain ignorant of, even as we're talking about, is I think Cursor has a moat and has switching costs and enterprise ELAs and others will lock in. But ultimately, even with mixing in their own model, which may not even have that much higher margins, right? They'll have higher margins, but how do they get to 60 % gross margins? How do they get there, right? But I totally get how Replit and Lovable are already at 50.
15:04Yeah, I mean, I don't know either. But I mean, so we've met a bunch of different companies and they're taking big models and then distilling them into small models. We've done this internally. We've taken Cloud Code, which is, I don't know, a trillion parameter model. And then we've taken a 20 billion parameter model and said, Cloud Code teach this little model how to call tools. I mean, this is a venture capital firm. Yes, we have a great head of AI, but we're not a research lab. And we can get to 97 % equivalency on that tool calling distillation with a model that's 150 at the size. Anyway, the point is, I think there is so much efficiency to squeeze out of these model architectures because there's just a lot of fat in these systems.
15:38Candidly, I don't know if any of these companies achieve 60 to 70%. I mean, we all know publicly traded software companies' previous era was 70%, 72 % gross margin. I don't know if we ever get to that place. But the other point is, do they need to? You don't need to. Absolutely. You're exactly right. because those companies were selling workflow software with big sales force, lots of integrate. Here you're selling a tool that people can turn on, use themselves. You got low sales and marketing costs. In the end, things are valued on a multiple of free cash flow in the end, in the limit. And I'm kind of with you.
16:12I think that as I listen to this whole discussion, if we buy the durability thing, in other words, most people won't switch once you ask them to talk out, then the only quote negative is this gross margin issue. And I think you're right, Tom, is that if the only thing between you and, you know, 50, 60 billion dollars is your ability to chip away at a digital product where there's a ton of optimization to be done, my guess is you'll find a way to get it. It might be 80 percent, but if you can get to 60 percent GM and sell a billion dollars in revenue with 100 headcount, you're going to be kicking off cash.
16:45Totally. And then, you know, Microsoft also said they were producing compared to 12 months ago, they're producing 90 percent more tokens per GPU hour than 12 months ago. So yeah, that's the rate of efficiency gain. So one, two, and three in this space in five years time, who is going to be the top one or two and three players and assign a market ownership to it before we move on? So I think Codex is going to have 60%, Anthropix is going to have 20%, and Cursor is going to have 20%, for example. My gut would be Cursor because they're there and they're ahead. GitHub because they'll bundle and it's Microsoft.
17:18so a whole bunch of corporate America will just go with that, especially. It's like the Zoom versus Teams discussion. And there'll be bundled people. So that's those two. The third, you have to put Entropic in because they're relevant and our cognition just because it's slightly different, which leads me to assume Codex isn't a huge player here. I mean, I just did that on the fly. But I think that you throw out Codex, which is OpenAI, obviously, but you look at people who have a natural lock on the space. You have the people who are first, which is Cursor. You have the people who can bundle, which is Microsoft, at the enterprise level, at the distribution level.
17:54You have the people who can bundle at the model level, which is Entropic. And then you've got the clever guys out in the corner. It's a crowded space. I don't know if you put OpenAI in the top three in this space. I agree with Rory. I think it's a very astute assessment. I think Cursor has 40 % to 60 % share. I think Microsoft, they really need to step up the product. They really had it. They had the market locked up and then I don't even know what the agentic Microsoft coding product is. And it's definitely not the tab autocomplete, which is the last time I used it. But maybe it's bundled within VS Code.
18:25But they can come out the way they did with Teams and just come out of nowhere. And so if it's in five years, yes, in year four and five, are they probably the number two player? It's right on the money. And then you have Anthropic is just so good on coding. And it seems like that's where they're focused. So that's one, two, three, 60, 2020, something like that. I could provide a slightly different perspective. The latest version of Replit V3 blows everything out of the water. It's not just night and day. It's what's more than night and day. It's Pluto and Mercury. Okay. And in V3 now, I'll just give you an example.
18:58Agents talk to agents. It calls in an architect and reviews my code. It calls in a different agent and finds bugs. It calls in a different agent to review what it has. It has an unlimited context window that appears to go on for months now and remembers everything we've done. My point is the rate of change is so high in this side of the things that I'm not betting there won't be someone else in 18 months that'll blow everyone out of the water. Do I think someone can invest what Anthropic and OpenAI can invest? Hard to imagine how much have they raised? A lot, okay? So I don't know that you can build that, but in terms of building a layer or on top of other models, there's a level of disruption to come I don't think we've even touched on yet.
19:35You know, it's just so much different and so much better. So for example, for me, like the biggest issue, now that this rep, the agents are so good, right? And so autonomous, I mean, this is true for all of software. The biggest issue is QA. What if there was a version that could truly do all functional QA agentically, right? That would be another step function, right? Then I'd be 10 times more productive. I think these, all these leaders are too big to go away, but I mean, if 30 kids at Cursor can build this a billion, are you sure 30 kids? Because AI is not static. This rate of change is so crazy.
20:07I know Gemini feels like 8 % better than four or five Sonnet, but in a year, what we can do with it, we may underpredict what we can do in a year. I wonder, is that correct? There's one world which says the window opens with new technical discontinuity, and there's three or four years where it's up for grabs, and then things start to coalesce and settle, less because the technology is not continuing to train, but more because enterprise, it's time I said, come on, you make a decision, you get locked in, you know, a corporation buys for its people and then just things, market share becomes harder to move.
20:41And yes, another step function revolutionary change in the AI underpinnings and the models could cause that to happen. But my base case is that it will start to coalesce more and that market shares will become less subject to flux. In other words, people will settle into their rough market share. And that's been typical for most markets. There's this new wild period. But after about three or four years, you grab what share you can. And then in most other markets, then there's a long 10-year, 20-year period where even though the market doubles, trebles, 10Xs, the rough market share at the start is the rough market share at the end.
21:18But I don't think we've ever seen software get remotely this good this quickly in our lifetimes. It's like two orders of magnitude faster. Software used to get better maybe every five years. You'd have a major release and it would have an API. It would integrate with Looker. That would be the big deal this year. We got our Looker integration working. Now, this isn't like even 10x faster. This is like 20 or 30x faster than 24 months ago. Arguing back is that Intel doubled every whatever 18 months. And, you know, market share didn't move for 15, 20 years throughout the entire life cycle of the CPU.
21:53Mass performance increase on its own often isn't enough to cause market share shifts once they get embedded in. Intuitively, four years ago, no one did coding using AI. Now everyone's doing coding using AI. There was a four-year period where everyone had to pick their AI coder. Once you've done that, are you just going to lie back and say, the AI coding company will just make my shit better? As Tom said, is that, is he going to be in the market to shift two years from now, provided they all stay roughly comparable. I think it's at least plausible that the balance of probability is no. Sorry, Tom.
22:27No, no, no. I'm trying to figure out the right blog post for this debate. I think it's the bacon and the skillet debate, which is when does the fat congeal? Yes, that's cute. Right? Right now, everything is hot. Everything's moving around. There's a lot of sizzle. And then all of a sudden the heat comes off and then everything's fixed, right? And it's just, it's much harder to move through. Yes. I love it. And when does that happen? I think that's a debate. Like when does it happen, right? Jason's perspective is, well, that probably doesn't happen for a while because the skill is going to be cooking on 10 for a long time.
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23:00Let me give you another version of that. So we rolled out Agent Force for Salesforce. We're probably one of the few organizations of our size to have rolled out Agent Force. The interesting part is we took the prompt from another AI agent that we trained for months and we gave it to Agent Force. We iterated it with it for about a day and it worked just as well. The point of the story is these moats are real, okay? But if I could move that prompt and all that learning from one agent into agent force, don't overestimate your moats today. It's just the meta learning. They're there, but I think they're lower.
23:33So just on that point, let's talk about commoditization, right? Like we talked about moats at the beginning. The markets are growing incredibly quickly. And so you have technologies there. You could see rapid commoditization and deflation in pricing power. I'm hoping. You're hoping we see that? I think 100 grand per agent, there's only so many that I can buy. I need theories fees. I need a little bit of that theory fee stream to increase, to go beyond 12 agents in production. And let's just ask that quick. I want to drill down on the word deflation because there could be two meanings to that word.
24:07One of them, the BLS meaning, Bureau of Labor Statistics, and then the other one, the terrifying one. The BLS meaning is, oh my God, this year I get a million tokens. next year for the same price, I get 2 million tokens. At some macro level, I've had more increase in value. I'm still paying roughly the same amount. It's not catastrophic. It's not an implosion, right? That to me is what's happening right now. Agreed? It's roughly that trajectory. But you hinted at something that if true would be something more than that. It's where you suddenly see price erosion. Price wars. Price wars. What if there's a price war?
24:41And it's worth pausing on this because it's the only bad scenario. And we never saw that in SaaS. We never saw, with a few exceptions, I mean, I remember bots had to compete against Microsoft, which was free, but most of the time there wasn't. What you're possibly saying, Thomas, is a year from now, the product manager on Tropic says, screw it, I want to win in cloud code. I'm going to go from$100 to$50 a pop. The guys have to respond. Maybe it's because people are embedded. Some product leader says the only way to change that is to go down in price. Yeah. And it's not number one and number two in the market.
25:13is number three, four, and five. They say, we have to win significant share. How will we win share? We win share by underpricing. And then what happens? But that's not new. There's always been low-end versions of every product we can think of in the market. I'm not saying it's not new. I'm just understanding the point. There's always been a low-end CRM. There's always been a low-end everything in the market. There's always been a$5 a month version of CRM. It didn't stop Salesforce getting to almost 50 billion. But to your point, Jason, if I can take a prompt out of one agent and put it to another.
25:39Yeah, it's riskier. Your point is it adds to the risk because that portability from the product, or even using the low-end clone in CRM, but adding that enterprise-grade, having the prompt work just as well, that's very disruptive because then maybe I actually pay the same for the AI, but the core CRM, I pay$5 a seat instead of$300. Well, and then the time to ship the feature to compete is much less. Go ahead, Rory, sorry. I've got to take two extremes. I mean, to kind of encapsulate this price work comment is that subscription revenue enterprise software that's embedded with a whole bunch of integrations like Salesforce is almost immune to price wars.
26:16Even if the other shit's cheaper, you're like, I'm not going to rip it out. Right. So there's some maybe mild price pressure, but they're indifferent. The other extreme, I've got a classic product DRAM. We don't remember, we don't talk about the DRAM wars now, but commodity memory semiconductor chips, right? They glut and then they go short every six, 12, 18 months. And your pricing spikes 5x and you're loyal to Samsung for 30 seconds. And then, you know, it's an embedded product. So the end user doesn't care. And six months later, the prices have gone down to Tom's point, not kind of 10 % decline, but a 50, 80 % decline.
26:52And they're a commodity and someone's now buying them from Hynix or Microchip for, you know, one-tenth of the price. Those are the two extremes. And we mentally always assume that most software products are, you know, Salesforce are a bit below it, less sticky than Salesforce if it's lovable, but still in the sticky category. If anything like that semiconductor DRAM product type commoditization took place, to say that would be ugly would be an understatement. It would be terrifying. I mean, beyond terrifying. If GPUs became more like DRAM, it would not be pretty out there. No, and it hinges on how easy is it for a mid-market or an enterprise to switch?
27:30What abstraction layers can they impose as a business? You could imagine, look at Iceberg within the data ecosystem, right? Right. Snowflake captured compute and storage. And then an open source technology came in and made large enterprises realize, I want to control my own data and I want to store it. So Snowflake, I'm going to take this out of your business and I'm going to hold on to it and I'll selectively give you access to it. So, Jason, what if you had a database of all those prompts and you fed them in selectively into different agents? You can. Two thoughts. One, it's just tough. The fact that we have, we essentially have 12 AI agents running now at Sastra, more than humans.
28:03And we have five sort of SDR, BDRs running from different instances and different vendors. I've been a Salesforce customer since the beginning, but now they've turned it almost into a database for us because we interact with the agents. We don't log into Salesforce. We don't talk to Salesforce. We talk to AgentForce or Qualified or Artisan. Some of what you're saying has already happened to us. That's why Salesforce has to win with AgentForce because these agents are the most important part of the stack. It can lead to a lot of portability, portability of data, or even just portability of value.
28:32To me, that's what I'm learning. It's portability of value. Old school guys have to win the agent wars or the value just leaks out of their platforms. Even if the logos are retained, the value is just leaking, slowly leaking out every week. Yes, they would be in the category of the thing you sell, the existing product you sell as Salesforce is still wildly sticky, but nobody cares and all the extra money went elsewhere. So you just flatten out and obviously your market cap reflects a 10 % growth, not a 50 % growth. Yeah, but if you somehow you can, monetize these agents. And that's interesting, you know, going to the deflation question, the other interesting thing, what I've learned from the GTM agents, right?
29:09I think there will be a price war coming, but right now there isn't right now. They basically all cost a hundred grand to start, but the cheapest entry price is like 50 to 70 grand plus like 25 grand of an FTE to get going, right? A forward deployed engineer. So you're talking about a hundred grand to get going. There's not, they're not rampantly discounting it for a lot of reasons. If that price world would become, then all of this massive ARR quotes we're seeing in these vendors would deflate rapidly, right? Instead of being a$100 ,000 product, they were a$2 ,000 product. It would be tough in venture.
29:42Look, I don't think it's going to happen. I just think it's important to raise the question because I suspect maybe in one or two categories, this does happen where you start to have - I think that's the right statement. It could happen in other areas more quickly. If it's going to show up, it's going to show up in core API pricing. It's going to show up in coding agents that's going to show up in the lovables. That's where more likely. But if you're out there charging$100 ,000 a year for your agent with super happy customers, this is Tomás's point. They're great. It's working great. It's wonderful.
30:07But I can take that prompt and just a little bit of history, just a little bit of abstracted data and move it to a 10K a year tool when things are a little less frothy and when AI budgets are a little more stable, moving that 100K or 200K to a$20 ,000 a year agent might be appealing. I remember looking at churn in SaaS companies and the number one predictor of retention was the number of integrations. Because going back to your point, if it's easy to rip it out, you will rip it out if it's cheaper. And if it's hard to rip it out, you won't bother. So I agree. If you are just literally, I mean, your concept of a database of prompts and you are interchangeable, then it's like, you're right.
30:45It's a big sign saying, cut me now when you have to save 80 grand. But if you're integrated to five things and you're like, oh my God, we'll have to talk to IT, then screw it. But can I, Harry, I want to talk about a totally different topic, but on the same topic, as it were. I want to come back to your therapy, Harry. Do you feel irrelevant? Right? And I think - Yes. Yeah. And I think there was a fun point in that, because this is a company, Cursor, I think, has had at least maybe three rounds this year. And the first round was above a billion. I mean, I think one of the most noticeable things about this year, and I have a start for it, is the number of companies doing multiple rounds, obviously, it's significant step ups in the same year.
31:21Can I just touch on that? Ramp was 13 billion. Ramp, 13 billion at the start of this year. Now it's 32 with the latest round announced yesterday. They've seen four rounds this year. I looked it up. Ramps had four separate financings this year. To give a statistic on that, we look every year at the newly minted unicorns for that quarter, because that's mentally the outer edge of where we play. So I'm like, okay, why do we miss?
31:46And Why Q3, 15 % of them already had a step up. And now with Cursor, some of them had two. If you think about the velocity of step ups, that's almost, normally you think your financing is 12 to 18 months. 15 % of your companies within six months that you entered at a billion, above a billion, have already had a step up. To your point, it seems it's a high velocity, big numbers, and it looks like a remarkably easy game from this. I'm sure it's not. But you're right. You look there and you go, let me get this straight. You put in 100 million and a billion and you have a 15 % chance of being worth 2 billion within six months.
32:24Why not do that for a living? I mean, I think that's what you're saying, Harry, effectively. Buy ramp in January 13, sell ramp at 13, 26 in May. I'm saying is my insertion point fundamentally challenged because it is just so much easier. And you say, oh, it's not easy, Harry. It absolutely is. Like with the brand. It looks easier. With the brand and the platform that we have, access to a certain extent is the core challenge for most. Respectfully, I could be doing 10 to 25 million dollar checks into these high flyers, like your Harvey's of the world that we've discussed before at length, and we would be able to get them.
33:01And I could get the step up. But no, I go back to the craftsmanship of seed and the building companies in the trenches with entrepreneurs. And I'm thinking, why the fuck do I do that? Well, I'll tell you what's interesting. watching Bessemer, who's wildly successful in cloud and B2B, right, for generations, just co-lead the last ramp round. And, you know, they did Anthropic, what, a year ago, right? And that's probably up 10x, right? So they did 100 million or something into Anthropic. Canva, so late. Byron, I love Byron. Well, Canva, I think, this is my observation from afar. They did Canva in 2021.
33:36And then I think maybe they had a little bit of shock. They're like, wow, maybe that's a great one. Maybe we overpaid. Now they're in the money on it. But then they did Anthropic, which seemed expensive. said we should look it up. And then going from that being conservative, but wildly successful, then going to Anthropik, then going to ramp at 30 billion saying, you know, the classic post, we're so excited to partner together now. Bessemer must think that is a low risk investment. That's what I'm saying. This is a venture capital firm that's been around since the 1800s, right? Or something like Bethlehem Steel or Bessemer Steel or something.
34:05They think ramp at 30 billion is the best play in the market. I don't know what theory thinks, but it's to your point, right? This is not Tiger or SoftBank rolling the dice. This is Bessemer saying rampant$32 billion is a safe bet. Kleiner and Mamoun doing Anthropic at$180, another example. I mean, one of the interesting thing here is that a large number of the folks who these kind of rounds are not the late stage crossover people who to some extent got snookered in 2021, you know, have licked their wounds and crawled away. It's actually the great, large, early stage, now multi-stage firms who are going, looking at the same map we just selected in Cursor, and they're saying to themselves, risk-adjusted, is this just a great place to put my money?
34:50If you have the scale of capital to be relevant at that stage, because, you know, you maybe can show up, Harry, because you're a media celeb with your 25, but normally they want to talk to people with 100 plus. If you have a fund that size, so far it's been a very excellent place to put one's money, and many of the big, what we would have called early-stage firms 10 or 15 years ago are doing it. You're right. It's the Mesimos, China, Lightspeed Lead, I think, the ramp round. This stuff is working. I always used to say to my outpies, the late stage business is either the best business in the world or the worst business in the world.
35:22And there's nothing you can do to determine which it is. When prices go up, putting in 100 million and having it go to 200 million with no effort on your side, that feels as good as life is going to get. And obviously, when prices go down, it ain't so much fun. See 21, 22 for details. I think the secret to success in that business is just being a trader. I was walking in the park with a multi-billionaire today who is in this market, and he is a trader, a ruthless trader. He buys at 60, sells at 180 in the same year, and it is absolutely a book that he manages. Not with the ride your winners, hail this unicorn founder.
35:59It's fucking trading. It's the new public market. Yes. Guys, one huge fucking difference, which is my image. There's no liquidity to the downside. It is the new public market because these are companies that by any rational stretch could be public today. And Harry, you're right. In public markets, some people have a trading strategy and some people have a holding strategy. But the key sentence you're missing is you can't execute a trading strategy if they're private because when things go wrong, the liquidity won't be... When things go right, you can. You can trade on your way up, but it'll be a lot harder to get out of one of these investments on the downside because the liquidity will not be commensurate to the public markets.
36:37100 % but Roy, putting 25 into a, I'm just making it up, any of your chosen company at the start of this year, a ramp at 13 and then selling it at 32 now would not be difficult. No, no, you're exactly, let me repeat, on the way up, the late stage business is the world's best business. Most are on the way up. We have our YOLO segment, which you've taken the piss out of me before, Roy. They're all just riding freaking high. But apparently you might want to turn on your ticker for the last 24, 48 or 36 hours. But yes, in general, stats go up. I did. There's so much red, Rory. There's so much red.
37:10Duolingo. It's like Titanic. It's like, oh, it's all under the surface, you know? Two elements worried slash concerned me this week. Well, there were several, to be honest. One was the thinking machines at 50 billion, and the other was Teal and SoftBank exiting NVIDIA and just like what it means for are we top of the market? both of them potential signs for top of the market. When you look at those two, unpack either of them, both of them, but both kind of concerned me when I saw them. The only thing I would note it was from the media, Peter Thiel sold 100 million of NVIDIA. What's the dude worth?
37:45This is like me selling, you know, a tenth of a Bitcoin. I mean, it's just not. The estimate's been 10, 20. So you're right. It's some 1 % of his net worth. Though I will say it's been my life experience that people rarely sell stocks because they think they're going to go up. So at some minor level, in the 10 seconds it took to run that decision by the big guy, he said, yeah, you should sell that stock. But you're right. It's not like he's unloading when he was unloading his Facebook position. And again, I'll do the NVIDIA one. I don't think there's any data in SoftBank selling. They just need that.
38:15I mean, they're selling the profitable public company, NVIDIA, to put that money in OpenAI. This is a guy ramping up his risk. I mean, this is not a de-risking. This is someone saying, you know, that profitable publicly traded chip company just isn't risky enough for me. I'm going to roll out of this one and into OpenAI. I mean, my comment is you might well be right on the market top, but it isn't because of those two data points. The data points I'm paying attention to are in the credit market. So I'm looking at Oracle credit default swaps, triple what Amazon and Microsoft and others are. I'm looking at even in consumers, you're looking at, here's a data point.
38:49subprime borrowers in the past 60 days hit the highest delinquency rate on auto loans in recorded history. And then you have Blue Owl, which has frozen redemptions for like one non-traded BDC vehicle and it's moving it into another one, right? And then you have the first brand's default on private. So can we just unpack those? You said about the Oracle credit default swaps. Can you help me understand what's going on there and why that's important? Okay. Oracle has a big deal with OpenAI. Oracle needs to build lots of data centers. To build those data centers, they borrow money like a mortgage.
39:20They've borrowed money. And there's a thing called a credit default swap, which you might remember from the great financial crisis, which is the odds that Oracle defaults on its debt. They cannot pay their mortgage. Google and Microsoft and other major technology companies are at a certain level, which is basically the same rate as the federal government. And Oracle is three times that in the last three or four days. So the risk is still quite small. So the overall probability of an Oracle default is small, the magnitude of the move suggests a meaningful repricing of risk. I totally agree. And we're pointing out at the same time, the entire value of the core Oracle deal.
39:57Remember, we talked about it when the stock writes 33%, that it was crazy. That entire deal has been unwound. The market cap of the core company is actually below where it was when the deal was announced. And I think both that data point is saying the same thing, which is, Oracle, you've just underwritten a risky piece of business, so your equity is worth less, and I'm going to have to reinsure your debt. All people at the margin are going, maybe I want to be one of the first people off this pain train. And maybe I can, you know, ensure my risk, you know, hedge my bets. That's the tell here. And so is it this like big screaming flag?
40:30No, it's not. It's just a data point that people are starting. The market is starting to perceive an increasing amount of risk in some of these big contracts. And then you have the anthropic deals today from Microsoft and NVIDIA with a 15 billion investment and the circularity questions and all those kinds of things. So there's just people are perceiving more and more risk as the CapEx for data centers goes from 500 billion a year to 800 billion a year or more. Do you think there are any screaming flags from the last week? I don't think so. I mean, most of the hyperscalers GPU capacity is sold out for the next two years.
41:00They generate cash. The debt as a percentage of free cash flow is really small. The major red flags for me are customer concentration risk is higher than it's ever been. So NVIDIA, two customers for NVIDIA represent more than 40 % of revenues. 4 % represent more than 50 % of revenues. I went back and looked at the dot-com era, the networking companies. NVIDIA is 10 times more concentrated in terms of revenue than Lucent was. I think that's an issue. But most of NVIDIA's customers are super cashflow positive. Google and Meta and others are spitting out cash and they can decide to stop at basically whatever point.
41:34So I think it's all okay. How does this merry-go-round stop? It's a game of musical chairs where it collapsed and everyone falls on their butt and the seat. what happens, it's inference demand slows. And if there's a hiccup, if Google says we built this amount of capacity and we can only fill 80%, if that happens, then you see, yeah. You're about to learn something about doing this podcast on Tuesdays that you mightn't have internalized, but I'll tell you what it is. This thing comes out on Thursday and NVIDIA reports on Wednesday night. So we've now been pontificating. And one of two things is going to happen on Thursday when you listeners are listening to this, right?
42:11If NVIDIA is steady as she goes and it's doing fine with a few little warnings, we will look like balanced and rational people. If they pull the pin to the downside, we will look like the last man on the Titanic here, right? And it's terrifying because that's just the nature of the recording clock. But now to lash myself to that mast with you, Tom, I think you're right. And what you're not seeing is, and now I'm going to do something I hate doing this. You're almost, to some extent, I suppose, predicting something that by the time this is played, our listeners will know. What you're not seeing is mass collapse of demand or anything like that.
42:43You're seeing really strong demand. All the hyperscalers are saying we want to buy more. We want to build more. We want to invest more. The stuff is at the margins. The negatives are at the margins, which are the over levered people trying to do this. People are correctly worried about their debt. The people who have bought the balance sheet and the need for these products. On the other hand, the Microsofts and Google's people aren't worried at all. And in the middle, you have meta where it's like you can afford it. But why are you doing this, dude? So you internalize that. I doubt NVIDIA are going to get on the call tomorrow and say the man's gone down.
43:13So all should be fine for a while. It's to your point now, over the medium term, people are going, hmm, the debt that some of these folks are taking on, like the Blue Owls, like the Oracles, that's just a risky bet if things turn down. And I think we're at a point where if there's some wobble, the magnitude of the correction will be fast and brutal. Everyone knows we're kind of like the tachometer is at a red line. Like we are going as fast as we possibly can. In fact, we're going so fast that we are, as an economy, really uncomfortable with it. Like I was reading a macro hedge funds tweet last night, and he's talking about how because of the big companies borrowing lots of money, they're paying less tax revenues to the U.S.
43:57government. And those tax revenues are so significant that it actually will increase the national debt, right? Like this is where we are. We are going like a thousand miles an hour on a car that's designed to go$999. And so the whole thing is shaking. I totally agree. I mean, the fact that people argue about the depreciation schedules on GPUs and the answer to that question can move the entire U.S. stock market is beyond bizarre. But you're right. We are where we are. We're making this bet. And even a mild slowdown would be painful. My theory, the random comment is because no one can get the power to do these, we actually might be saved from ourselves.
44:33If no one has to say there's no inference demand, then everyone just says, well, I would love to build that extra 10 data centers, but we just can't get the power. So we'll just gradually slow down the ramp. Maybe it'll kind of just slow a little bit less ostentatiously than if someone gets on a conference call and says, we built another brand new spanking data center, we turned it on and nobody came. Because that's the moment, as Tom said, where you go, hmm, maybe the other 20 we have in the works ain't going to be worth much either. Maybe our inability to connect power will save ourselves from overcapacity.
45:03And that's my upside case, people. What do you think the chances that we actually just continue smooth sailing into the sunset and that we don't hit a air pocket, a challenge for the next three to four years? What if we're overestimating? Zero, maybe 10%, 20%. I'll be more. Jason, what is - I think the past moves so much more slowly than the present in B2B. But if we go back on our history of SaaS, which we all can do, we had a lot of minor bumps on the way to the peaks. OK, we had we had a meltdown in 2016. We've all forgotten. I think we're SAS fell like 30 percent or 40 percent in two weeks.
45:38It was right during SAS or annual. Right. So if you go back and you kind of squint on those charts, you'll see massive corrections that then we fully rebounded to right until 2022. So why wouldn't we have micro massive corrections like on the way to us all living in a data center, which I think we all are. I think data centers are the new cities. We're building more data centers and offices, I think. But why shouldn't we have 30 or 40 % corrections along the way? We should. We should. How could there be no bumps, right? Maybe Oracle can't get its debt refinanced. Maybe those core wave contracts aren't quite what we hoped, right?
46:11Maybe it's something small. Maybe Nebius just has a bump and it creates a contagion in the market. Or Microsoft has some issue. I mean, why should we not expect three to four little 30 to 40 % drops? We've seen it before in our investing lifetimes. I'm trying to imagine what a house would look like with a white GPU fence. A white GPU fence? Thanks for your data. Oh my God, that's the real end of the day. The new American dream. I'd rather come. A white GPU fence. That's right. With a Made in Taiwan sign on it. How much more American can you get? It is coming. There'll be more agents in this country than humans soon enough.
46:47Oh yeah. No, for real. It's going to fundamentally change our lives. That's the part we're missing. When there's more agents than humans. Linking it back to Tomas's comment, though, unfortunately, what they don't do is pay their car loans. This is back to the comment on where the wider economy is. But just one comment on that crash comment, Jason, and I remember 2016. And I even saw a tweet that showed the Nasdaq since 1981, and they were saying, hey, it's all fine. And they did a little pointer to the 2001-2002 crash and saying, look, in the scheme of things, it's nothing because the line go up and to the right.
47:23And they're entirely correct. But I really someone tweeted back and said, yes, but it took 16 years to get back to par. And the longer your time horizon, the more indifferent you can be. But if you find yourself the wrong side of what was in 2001, a 70, 80 percent correction, I think plus to that in the Nasdaq, it can hurt for a long time. So my kind of public service announcement is, if you find yourself feeling pretty nauseous about the de minimis crash you've lived through in the last week, so 4 % to 5 % down, maybe 20 % in the second thing sucks, you should just look long and hard at your asset allocation and maybe put a little more in cash.
48:02I'm doing that. I got a little scared and I was like, hmm, Roy, what are you doing here? No, when you're scared, you seriously don't look. This is the best. If you've been around for a little while, you have to learn if you're scared, don't look. That's the only thing you should do. Don't look. It's the best advice. If you're scared, don't look. That is the theme of this YC's batch. I can tell you this week. I'm being serious. I mean, I've never seen such exuberance around a batch. I'm getting emails. They're always the best batch ever, Harry. That's the obligatory tweet you have to start doing.
48:31We've raised the$5 million round and now we've opened up the next note for the next note on the note of the note. I cannot tell you the exuberance there is. And they're good companies but holy shit the fear of public markets and impending doom oh it has not reached early stage baby it's like 50 million post standard are you seeing the same are you nervous like me i'm like guys i don't want to also a question for you advice i feel like it's like you're so lucky to have a meeting with me and i'll determine if i should ever take your money Harry and I'm like I haven't even met you am I being too romantic the thing is this when money is scarce conditions toughen up and frankly VCs get pretty hard-nosed about allocating the capital you got to expect that when money is plentiful entrepreneurs behave the same way so some part of what you're describing is legit now the test of character is how you behave and how you act interpersonally in those times you know when money is scarce I think as a VC you have to allocate capital carefully, but you don't have to be a dick.
49:34And in the same way, you're right. You see some behaviors now where it's almost like an interview to an interview. You're like, okay, I get what you're doing and you have the hot company, but knife is long. I think the best way to approach this is try and be a human being most of the time, either as an entrepreneur or a VC and recognize it's a massive multi-period game. But at the same time, you can't deny that the market is the market. And right now that market is wildly pro-entrepreneur and railing against that, how you are being romantic about that. It's a waste of time. Okay. So I have a question.
50:04What are the odds do you think that U.S. venture capital market hits half a trillion by 2030 in size? What's it now? So when I started in 2008, it was about 8 billion. In 21, it hit about 300. And today, it's about 275. 100 % chance. 100 % chance. Maybe more than 100. What's north of 100 again? Okay. So if that's the case - I'll tell you why, but keep going. Yeah. Okay, so let's assume that's the case. Then venture capital or the cost of venture capital continues to decrease, which means valuations continue to increase, which means capital increasingly commoditizes. Put it this way. You would be correct, Tom, on the data that you put forth.
50:46I'm going to add one more data that you missed. What was your first year? 2008, how much was in the business? What did it say? What was your first number? Eight. Eight. What you missed was in 1999, four years beforehand, there was$100 billion in the same system. So it went from$100 billion to$8 billion. Basically, since then, it's been an upward line. I remember I was in the business from 94 on. I remember in 2000, you literally could delete 75 % to 80 % of your address book because you're never going to see them again. They're just VCs who are gone. So if you extrapolate the line, you get to$500 billion.
51:17You're exactly right. If you allow for a call, maybe you don't. Well, but here's the thing. It depends on what you mean. I'm just looking at Excel's global scape they published this week. They had a nice chart. Tomas always has the better data, but they said this year they're estimated$184 billion in venture capital invested this year by their definition. OK, the peak was 2021 of$183 billion. So one more billion this year. OK, but half of the$184 billion is into four companies. So is that venture capital? If that's venture capital and AI grows at anything like the rate we've discussed, of course, it will double.
51:49Maybe 110%, 95%, but only 74 % went into the rest, which is half of 2021 and consistent with 2020. So it could be that YC is overloaded and these four to five names are overloaded, but the rest, the money says it's not overloaded. It's not easier. Yeah, it's money from the public market that is fighting its way to those shares, irrespective of the venue. That's what you're saying. So we have this bimodal market where YC and maybe NIO and a few others have huge benefits and they've earned it. Right. And then the massive names have earned it. And then we've got 900 unicorns that are never going to IPO.
52:27Poor guys. We have nine. We all have one or two in our portfolio that are at nine figures in revenue that are still growing and will never IPO. And there is no P buyer for them. I think we really have to define what venture capital is to fully answer your question. But if you include Anthropic and OpenAI and XAI, it's got to double, right? SpaceX, it's got to double. Ramp doesn't even make the list. Poor guy is at$32 billion. Maybe they'll get there. They're only consuming a few billion. It's not enough. And so what we're basically talking about is a huge concentration of those dollars at the very, very late stage.
53:01I mean, these seed rounds of a billion at five pre - Absolutely. None of it matters. What it means is, to be clear, and Thomas, that was actually a helpful intervention because made me realize something clear. The answer to the question, will the industry double in the next two years? You hinted at it earlier on, it's a function of if the return is there, then it will double because money chases returns. That's the first statement, right? If the returns continue really good, more money will come in until eventually the money kills the returns. That's the way the movie works. So the question is, will the industry double?
53:29It can be reduced to a simpler question. Will the returns be good? And then the aha that you guys just gave me, the two of you is, the interesting thing to a rounding error, that question really resolves itself to, will the four or five companies that constitute 40 % non-diversified of that industry be good? If OpenAI and Tropic and all yields the return that everyone obviously hopes they do, then already you've taken half the risk off the table. Everything else does roughly okay. Even if some of the old stuff doesn't work out, a lot of the old stuff doesn't work out. The 40 billion in OpenAI from a pooled return perspective can swamp up 40 separate unicorns entirely, boof, gone.
54:07So basically you could be right. If the concentration works, it's all going to be fine and the industry will keep on chugging. If the concentration doesn't work - Yeah. So what you're saying is if OpenAI trades up at IPO, it's roses for everybody. More on topic than OpenAI, but those kinds of things. Remember SpaceX too, which is worth 300, 400 billion. It definitely helps a lot. The way that I always see that actually is in meeting LPs because of the amount of LPs that is sitting there with positions in Stripe and SpaceX and the names that we mentioned. And I think you forget the downstream multiplier recipients of all of these big names to literally dentists in SPVs now in a lot of them.
54:45And poor dentists, but it's just thousands and thousands and thousands. It's back to what Thomas said earlier. This is where we find ourselves. Who knew? But this is it. The bet is on and the bet is single, singular and utterly correlated. Why do dentists have so much time? By the way, it seems like they finish work at five and they just go home and figure out how to invest their cash. I've never seen a group outside of tech more obsessed with tech investing than dentists. It's because they have a non-insurance governed market. It's a cash pay market. Dentistry is a good business because you get your crown done and you pay cold, hard cash.
55:19They don't have to deal much with insurers. They just make good money. If you go to your dentist, they're all good businessmen. They have 10 chairs running. They have 10 hygienists. You get five minutes with your dentist. He charges you a ton. It's a great business. I try to avoid dinner parties, but my biggest fear, I go to when I'm sitting next to a dentist. Not because I don't want to talk about his or her business. I don't want to talk about tech. Can you get me into Tomas's latest deal? Can Harry get me into perplexity? Can you ask Harry if I can get into perplexity with the dentist? Oh, my God.
55:51Rory, after all these weeks of Harvey and Lagora and me chatting about Solve, you go and do a deal in legal tech, baby. GCAI raised from scale at a 550 post money. Well, weren't that price sensitive, were we, Rory? What are the top lessons then, Rory, from leading this round? I'm really interested, given that we've talked a lot about it. Sure. And look, I'll say something. I didn't expect to lead this deal. We were doing references on another company in the broadly the same space. And we just got customer love for this product. It's just that simple. We just got customers saying, I really like this.
56:34It's again, I don't like making this show about, you know, our own deals because I think people respect the fact that we're all not trying to talk our own book. So we'll keep it tight. The name says it all. It's GCAI. It's AI for the in-house legal team, which is different than AI for corporate. corporate law. We talked to customers on a related space. They all knew GCAR. They all liked it. The adoption was huge. The barriers to adoption were low. It really dealt with what the GC does in their daily business. So that's how we got to the company. It was just great references. We like the team and attraction.
57:07I mean, no more complex than that. The company is growing really fast, barely able to spend the money they raised. So you're in it. It's profitable and growing very quickly. How did you get comfortable with future financing partners, given everyone is out of market being an investor in Harvey or Lugora? Because they won't touch this. Yeah. So we do see the slightly different market. But the more important point is this company is wildly cash efficient. They haven't spent the last round. I mean, we have a very elegant distribution strategy. So I don't think we're looking at a whole bunch of huge raises.
57:37I mean, one of the key issues, stepping back, making it less about the deal. One of the things we are thinking about as you're leaning in a little on price in some of these companies. I want to at least pay attention to burn. What you don't want to be is a high price, big burn deal. So I find very attractive. And some of our recent deals, actually two of the most recent pre-deals, have all been hovering around cash flow positive, despite trying to invest more, because the organic demand has been such that you've been able to sell enough to frankly fail to invest ahead of revenue. And I think if you do have a downturn, I think that's a nice place to be, right?
58:11A little more demand led, a little more PLG led and a little less massively expensive. And you weren't concerned about the king making? I think that I do buy the idea of leaders, first of all, that can become the leader in the industry. And that's a big advantage. Going back to what we said earlier about durability of lead. I even do buy the fact that money can be important, especially in the big burn deals. I do buy some kind of employer level king making, you know, if you seem to be a hot venture firm in the valley. But step back in the wider US. I don't buy this idea that because X company got money from YVC, that the average corporate buyer cares all that much.
58:51They want to solve their problem. So I'm not a believer in king making big dispositive when you have great execution and great customer love. I think the customers decide we're in a capitalist economy. And the definition of a capitalist economy is the customers decide whom they choose to do business with. And on average, customers are rational. They're going to look and they're not going to say, oh, this software is crap, but Sequoia invested. I'll buy that. They're going to say, which software do I like? That's how capital is meant to work, Harry, in case you're unclear. OK, so Stripe does tender all time high of 41 bucks.
59:22Love your thoughts. Yeah, I mean, we have a new public market. This is wild for me, right? I went back and looked at Microsoft needed like$50 million in trailing revenue and six quarters of profitability to go public, right? And the cost to take a company public was a couple million bucks. To do a late stage financing, I mean, what is legal cost? What are you doing? What is legal cost on like a Series D? Like a million bucks? Probably less on a D. But actually, I think once you get into the employee selling, it gets a lot higher because you have a lot more transaction costs. So let's call it a million.
59:52Okay, what is the average cost to take a company public in the US? According to, I think it's KPMG. The transaction costs. Well, it's 7%. It's 6 % to 7 % of the raise. And the raises are now$200 ,000,$300 million. So, yeah. It's$25 to$30 million transaction costs. And so there's just no... Why in the world would you pay that amount of money to raise around the capital? Why? I mean, it's like getting a million-dollar mortgage and having to pay$150 ,000 in legal fees. The only reason you would, Thomas, is the point you made earlier, is if the capital you get is cheaper than the capital you get private.
1:00:26it. And as you pointed out, in fact, it's not. No, because now there's illiquidity premium, right? There used to be, I remember when I joined the venture business, I was taught about the illiquidity discount. Private companies should trade at a discount relative to publics. It was always, you were taught it was 20 to 30 % to the public multiples. That's it. That's the discount. It should be for late stage. Right. And now, now there is an access premium. Harry mentioned this. And so have we completely inverted? Is the access premium now 20 to 30 % above public? It probably is. So for a company's perspective, it's a cheaper cost of capital with a lower transaction cost.
1:00:58Yeah. Why wouldn't I do that? And then the ongoing service of that financing round is significantly less burdensome to the business because quarterly earnings and all that kind of stuff. And so you really only have to go public if you need to raise a quantum of capital that is so massive that the privates cannot support it in some form or another. Do you think that even is a blocker? Why would you not be able to raise billions privately? OpenAI are proving that you can. I guess you're right. I guess they could raise in the private. And we have a liquidity mechanism now where you can trade in and out, not quite as efficiently, but still pretty efficiently.
1:01:31Right. And it's a form of regulatory arbitrage, right? If you think about it that way, it's a whole lot easier. So the reason that you would actually go public maybe is bluntly because you need dumb retail investors to supply you with cash. It's the capital market of lasters to work. I think I love the access premium thing. I think there's a small number of companies who, even at super scale, have this desirability and cachet such that they can continue to raise in the private markets. Right. You know, I think Stripe's a good example of that. Obviously, the AI models. I don't think it's true for most companies.
1:02:06I think, you know, let's take Navan. They just went public or come on, Roy, the Service Titan went public this year or maybe late last year. Right. Great cloud companies. But, you know, they're not going to raise 10 more private rounds because it's not wildly sexy. They're both just perfectly good businesses. So they didn't have access to this. I love the expression, access privilege, access premium private capital. They couldn't get done. You wouldn't be able to do a$200,$300 million employee liquidity for a company like that. It's just not desired enough to bring it back to Jason's company. Your dentist doesn't get excited about being in service tight and private.
1:02:40So ultimately they had to go public because that was the lowest cost of capital available to them. And that is going to be true for most companies. there will be this small number of high taste, high premium Silicon Valley beloved companies that can push it off a lot longer. The only time Stripe will go public, and we've said this on a call before, is when the capital available in the private markets is too expensive. Okay. So let me make the case why I disagree with that. And I don't know if I believe this, but let me strawman it for a second, which is retail has had no access to venture for the last 15 years.
1:03:11It's been in technology basically where you want to be. And so now with upcoming changes in regulation. I can take my 401k, put it into an ETF. ETF goes into a fund to funds. Fund to funds invest in a venture capital. And as a result of that flood of retail capital, those dollars need to go someplace. Well, they'll probably end up going into the businesses that you're right, are not the top, like the Pareto optimum 80 % of secondary dollars where the market is effectively liquid. But those retail dollars are effectively going there. And they're still probably cheaper than the public market dollars.
1:03:45That's a fair counter. And it's true, provided the capital keeps coming in because it perceives the returns to be high, more and more people will be able to stay private. Again, the reason that capitalism has bankruptcy and downturns and pain and suffering and wipeouts is to stop the extrapolation to infinity. And until that happens, it's not going to stop. You're exactly right. If returns go monotonically up for another five years, eventually more and more money will come in. And all it will ensure is that when they do, in fact, go down, they'll just go down further. Do you think the supply of cash is dependent on the returns?
1:04:21I was with Hemant from GC. I was with one of the great investors from Co2. And they were saying the opening of retail is the next frontier of the supply of our business. Do you think the opening of retail is predicated on great returns, actually? Or are we just going to see it open over the next few years regardless. I think in the end when people lose money they figure it out. They may take longer, they may be last to the party. In the end the only thing that matters is returns. The only question is how long does in the end take? We're in an industry which has very long reaction cycles. You put in the money, you don't get single for five years, you don't figure it out for seven.
1:04:59The runway at which things can continue is very long. But we can see the opening of retail much quicker than the runway happening. And we've got CO2 with$3 billion now in retail funds. And we're seeing GC be very aggressive in opening up retail funds. That could come in the next 24 to 36 months, whereas that evolution of poor returns could be a five to seven year lag. You mean there's a mismatch between assets and liability? I mean, how many times have we learned this lesson? But I think you're totally, I mean, you look at Blackstone's real estate investment trust, they rent, I mean, huge retail, I think 21 billion, huge flood, and then all kinds of redemptions issues associated with that.
1:05:36So I agree with you, Harry. I think there's a tsunami of retail capital that's coming into venture, which is another reason to believe why the asset class broadly defined will hit half a trillion before the end of the decade, because they were liquid assets. They're not marked to market very often. The hottest ones, sure, it sounds like they're marked to market every four months, but the ones that the 2021 marks on the unicorns, they won't be marked to market both to 18 months, maybe longer. Tom, should we do a$10 billion retail growth fund? let's do it only fees only fees required only fees required on the on this fund you keep the you guys keep the carry you we want you to make money we'll just take five percent a year in fees yeah we just want finders fees that's enough we want you to capture all the upside i will say one hard nose thing this is all great until you've had to go in a room and look people in the eye and say you've lost the money right when i i did my own business when i was 21 and it didn't work out and at 26, I had to shut it down.
1:06:32I had to go into a room and say to people, all your money's gone. All these folks, we're talking all this great game, but there'll be a miserable part of this when you've taken these big funds and it was fun and you put all the money out and then you realize you've locked in a whole bunch of retail investors to a subpar return for a decade and that will not be fun. Just remember that. Hold that thought for five years from now. I'm not going to let you read the kids a bedtime story. Thanks for ruining that party, grandpa. What? I'm not getting fucking out. We were talking about 5 % fees on 10 billion, and you come in with, like, you've got to come in and, you know, throw water on the fire.
1:07:06You're going to have to have an annual meeting for 10 years and explain to them why you've made a ton of money and they've lost. Ah, that's why Jason doesn't have an AGM. You don't do that, me. Right, team, before we do a quick fire, are there any final topics that we need to discuss that I've missed? You know, just one since we have Tom here. I just wrote it up today on Sastr. You know, we're not ending the year with a great IPO market. We're not. When we started this show, 30-something shows together, IPOs were just coming back. And it looked like 2025 would be a pretty good year. Now, in some senses, it's a good year, right?
1:07:38But we're well off our peaks. And the number of deals is not what we thought. StubHub is a mess. We have some deals that are a mess. Navon's a mess, even though it's a great company. We're ending the year with an IPO whimper. It's kind of a bummer, despite, you know, cursor hitting$30 billion in 22 months. It's kind of a bummer. Yeah. Yeah, I think the lens may be outdated. And so what I mean by that is I think, so secondaries have exploded, absolutely exploded. So private equity, you look at private equity, total fraction of dollars in secondaries is a fraction of the asset class is about 25%.
1:08:11Historically, venture has been about two to three. Now we're kind of like 10 to 12. And so liquidity dollars, maybe another way of defining it is the total value of liquidity dollars, irrespective of liquidation channel, M &A, IPO, secondary. That's the stat that I'd want to see. And I bet that we're up meaningfully on it because just to the conversation that we've had this, you know, nobody wants to go. Nobody wants to go. Why would you go public? And so, yes, IPOs will remain a very slow way and probably a decreasing as like total share and count and dollars, except for when OpenAI goes public, will likely remain the less attractive liquidation option.
1:08:47You really believe that or are we just deferring these IPOs? You believe they'll never come for the top 50 names? They'll literally never go public? I mean, why? What are you getting? You just may exhaust the capital if you fall a little bit out of the top 30, just a degree out of the top 30, right? Right. But, you know, okay, so Goldman bought Industry Ventures, right? Leading secondary fund. Paid the highest multiple, I think, ever for an asset manager. Why? Because a lot of retail dollars coming. They need to go into the private asset class. What's the best way of doing it? Secondaries. And so I think there will be a mid-market secondaries market for not names 1 through 20, but names 2 through 200.
1:09:21And you made the point, Jason, before, 900 unicorns, they're never going public. No, but people will need liquidity in some form or another. But there's no liquidity for them, my friend. But there's some market clearing price for that secondary. I agree with that. I think you're right on that part, Tom. I disagree on the IPOs, but I think you're right. The 900 unicorns have to go to someone that were north of zero and south of$2 trillion. And somewhere between those two numbers, there's a buck to be made. And you're right. Someone's going to have to deal with the problem of cleaning up 900 companies and maybe turning them into 30 great companies merged up or acquired.
1:09:52Right. That's a buyout business. There's a buyout business. Some kind of restructuring business. I'm not sure I do agree though, Andy. I think in the end, the big exits will IPO and we're in the business of the big exits. I don't believe long term. I mean, the top 30 names prove me a liar today, but I think over the medium term, the IPO window has to reopen for the Mac to work overall. And it just has to become more relatively attractive. You are right that direct cost to the company of an IPO is higher than the direct cost to the company of a private round. But if you look at it from a systems perspective, the private capital has two and 20 free drag and the public's has almost 60 bps free drag.
1:10:30So from a societal perspective, there's no doubt in my mind that assets being managed privately have a far higher aggregate costs between cost to the issuer and cost to the investor than public assets. Yeah. But so I think that changes. I think the fee structure changes on these extremely late retail products. Then you could be right. Look at SPV fees. They're not two and 20. That's fair. The fees are significantly less. They're significantly less. So those late stage guys, the good news is your business is going to double. And the bad news is you're working for one in 15. Right. So I was looking at PE funds, right?
1:11:06You can look at PE funds, the publicly traded ones, and you can see like the average fee load is something like 65 to 75 bips. and so at some point you'll see late stage funds and venture capital they'll have to approach that because they need to be competitive and so then then i think the math can work but i don't know i mean you know we're all just pontificating let's delete that we don't want to talk about reduction in fees come on we just said about a 10 billion dollar fund you want to do 65 bips i'm not come on you think jason's getting out of bed for 65 no we're craft people here we're craft people we're making artesian water we remember they're right exactly we're making they're writing 200 million dollar check so even 65 bips is plenty of money to monitor one deal they'll be fine dude jason needs to buy a place in yellowstone 65 bips ain't it come on we've heard about it country club material goods i'm starting to shed them but so but tom you think there'll be a perpetual secondary market like infinite secondary market for for top names because that would be very disrupt like that we can't prove that yet right but that would be utterly disruptive to venture as we know it if secondaries go forever it feels like it's true of spacex at least right Right.
1:12:11No one's expecting an IPO there ever. Are they? No. So, you know, I think so PE works. You buy and hold for three to five years. You package it up for the next person in the value chain. Right. That's how it works. 10 million EBITDA company. I get it to 25 as a result of acquisition and operations. I hold it for three to five years and I sell it to the next guy. And I think venture moves in this direction, except for a handful of very, very large funds. If that's true, then venture failed. Because if you look at the point of venture is that if you look at the top 10 companies by market cap in the U.S., you know, nine of them are venture backed.
1:12:40Those companies don't get PE packaged around. PE makes a lot of money moving mid-market shit up and down the value chain. And nothing is amazing, but everything is good. We're in the business of lots of things being utterly crap, some things being OK, but a few things being amazing. And the amazing set moves everything else. OK, so Rory, right, you find your nth fund returner. You find your nth decacorn. I don't know how many you have, but I'm sure you have many. And you know that it will take 15 years to get to liquidity. And so what you do is you decide, you know what, I'll sell a quarter of the position three rounds later, and then I'll sell a little bit more in the next round.
1:13:15And then I'll sell a little bit more in the next round. And I'll dollar cost my way out of this business. It may not look exactly like PE because it's not a full ownership sale. That's fair. Yes, I do buy that. It's not a PE sale. Basically, what you're saying is in this pretend public market that's still private, I act exactly as I would have in the public markets. I just do it at a different transaction cost to a different set of buyers. Yes, I buy it. That's right. I think that's what's happening. And unless the cost to go public and the premium that the public market is willing to pay, the trend is inexorable and the number of publicly traded companies will dwindle as PE picks them off.
1:13:50I think in 22, I calculated PE had taken private 12 % of all publicly traded software companies in a year. That was 22. Yes, they healed it up. And so if that continues to be the case and we only have eight IPOs, I mean, there's, you know, the number of publicly traded software companies, they're a dying breed. So IPOs will be for the A -. They'll be for names 50 through 150. Very, very good companies. 500 million growing 50%, but that can't do quarterly tender offers of billions a year. It'll be for the B-tier. Well, it kind of depends on how big the retail flow is in the secondary market. It may be for companies like 200 to 500.
1:14:23That'd be a gift? Oh, yeah. That'll be a gift. Thumbs up. But there are a lot of pieces coming into place where the probability is increasing. I do agree with that. I think every part of the trend is in your favor to prove you right in this assertion. I think the unknown is how people's response will be to a significant down mark, which we haven't seen meaningfully since 2008 or 2009, and in tech, really not since 2000 to 2002. So the two things were a meaningful down market where you're not able to trade the stocks because there's no liquidity private. We'll see how that impacts the trend. But until then, I think you're right.
1:15:01I think the trend is clearly going this way. OK, team, we're going to do a quick fire. He loves his Calci, Tom. It's a pain in the butt, but you got to do it. No, I love Calci. It's awesome. It's another new stock market. Yeah, yeah, yeah. Thank you. Optimism. Optimism, Rory. See that? We love Calci. Thank you. Would you rather invest in Cognition at$12 billion or Cursor at$29 billion? Cursor. Jason? Yeah, I don't mean to make, I usually go the cheap one, but the numbers are just God stopping with cursor. You got it. You got to go with it. All right. Harvey at eight billion or Lagora two billion?
1:15:33I'll go Lagora. And that's not knowing very little about the business is just entry price. I'm seconding it. I'm not yet. Listen, I'm only so smart. I don't see the$30 billion exit in the category yet, but it may be ignorance. I believe in the AIGC. I believe in that model. I I met her at the seed round. I think it's a great investment. Rory did. But I don't see the$30 billion exit to justify Harvey yet. But it may be my ignorance. Like if I had the numbers in front of me, I might say I'll do it at 12. But I got to go Lagoraf just for math. I'm backing Tom on this one. Oh, my God. We're in sync again.
1:16:06Entry price counts on this one. Funny because - Sometimes. It's an interesting point. Yeah, you're right. Because we didn't do entry price counts on Curso. Entry price counts when time is unclear. Winning is the only thing that counts when time is huge. So I think our two choices have been rational. Love that. Give me a quarter for when OpenAI will go public. That's not on the list. Well, think on your feet. Q3 26? Yeah, I mean, Q3 or Q4 26. It's stated next year, hasn't started yet. It's already end of the year. You'd want to be going into leaning into 27. That was a very good call. Yeah, sorry, we're wildly in sync again.
1:16:42I think that's a good idea. I think Sam will come up with so much alternative financing, it'll slip into mid-27. But I think that's the straw man today would be my guess. Like that's the plan, but there'll be so many other sources of maybe the government will guarantee it. Who knows who will guarantee the money, but I think it's going to get it. That's going to be the straw man, but it'll get pushed to 27. To be fair, we do now know from Intel that the price of a guarantee is 10 % of the fully diluted common stock. So for$50 billion, I'll gladly guarantee open AI myself. So that's been a price.
1:17:12That's a price call here. But if you can guarantee infinite compute, it might be a good deal. It might be a good deal. Okay. It's not like Sam's seen a lot of dilution. I mean, if I were running OpenAI, I would not be dilution sensitive if I had no shares. No, exactly. I would be growth sensitive. I would raise as much money as possible if either I had a full anti-dilute or no shares. I would raise everything. Funny thing you should say that, because we've talked a bit about this in the past. I like to say it at the time, but there's always something terrifying about someone who's in charge of a company who's just not money motivated or incented.
1:17:46And you're right, it is kind of bizarre. I always have this reassuring feeling when I realize my CEOs are motivated by dilution and money, because then you know what the buttons are. It must be weird to be in a board with someone where you're like, what are your buttons? Because you're right, they're not dilution. It's therefore world domination. And that's just kind of weird. I had one CEO in the beginning of my career I worked with. He had negotiated full anti-dilution as CEO through the IPO. He was re-upped in every single grant, every single everything. he was guaranteed his 7 % through IPO.
1:18:16Oh, wow. He was a good guy, but it did actually change a lot of motivations. He was an outside CEO that came into a cluster frack, okay? And that was his condition. He's like, I don't know how much capital this is gonna take to fix. This is not cursor. It's a real business, but I'm not gonna take that risk if you want me because I can't predict what it's gonna take to right the ship. He did right the ship. He did take the company public. It'll be nameless, but it did create a different set of incentives. Listen, team, I'm excited for us to be partners in the growth fund. It's going to be a very profitable journey that we have together.
1:18:49Transition from our normal early stage. Tom, you're going to have to let the theory LPs know that slight strategy shift. I know we said we were artisan, but we decided that volume was the way to go. Yeah, it's just so hard. You know, Jason told me seed was for suckers. And I was like, OK, yeah, we're making T-shirts, by the way. We've got T-shirts being made. Jason's face, seed is for suckers. It's brilliant. It's great. don't have to go to board meetings. You don't have to add any value. You just write the check and send some tweets. And get the step up. But before we leave you today, you've heard me mention Guardio before.
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From the publisher
AGENDA:
04:47 Cursor Raises $2.3BN at $29BN Valuation
11:36 What Gemini 3 Means for Lovable, Cursor and Replit
30:54 Peter Thiel and Softbank Sell NVIDIA: The Bubble Bursting?
48:54 Oracle Credit Default Swaps: The Risk is Increasing
01:07:22 Stripe Does Tender at All-Time High: Why the Best Companies Will Never IPO
01:19:18 Why Retail WIll Cause a Surge of Capital into VC Funds




