
Agenda: 00:00 Windsurf was dead—then this deal changed everything 05:00 The Windsurf x Google x Cognition saga explained 09:00 The OpenAI deal collapsed—what really happened 15:00 FTC rules forced a brutal deal structure—who lost? 17:00 The...
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Jason Lemkin
I think Windsurf was hopeless before this deal. You could never attract 30s tier developers to fix Windsurf, but they fixed it in one hour, literally in 90 days. Windsurf could be better than it was before this deal. It's crazy. It sounds because they have the people. Some of these deals almost seem too cheap if you look at the crappy multiples we see for some startups, right? Undifferentiated company raising it 300 pre with less than a million in revenue. And then you see what is windsurf selling for? 20x revenue. Lovables raising at 20.
Harry Stebbings
This is 20 VC with me, Harry Stebbings. And my God, this week has been agonising for me. We've had the Windsurf deal go down and all along I've been thinking, I cannot wait to discuss this with Rory and Jason and hear what they think. So today we sit down with Rory o' Driscoll and Jason Lamkin and discuss the Windsurf outcome. We also discuss Grok's latest benchmark performance, outpacing everyone's expectations. And then we discussed the rise of vibe coding Rattlet versus Lovable and what will make them incredibly sticky and sustainable re generating businesses. This was an incredible discussion and I'd love your thoughts. Email me your feedback. Harry0vc.com but before we dive into the show today, let's talk about agents. Specifically Piper, the AI SDR agent brought to you by Qualified. The agentic marketing era has arrived. And if you're a B2B marketing leader looking to scale a pipeline generation, Piper, the AI SDR agent.
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Jason Lemkin
Here's a framing comment. So the memo that Cognition sent to his employees was that they're buying an $82 million ARR business. Okay. And it'll be interesting to see what they paid for it because not much, probably. Right? So that sounds very exciting. And I do think Cognition got an amazing deal. But here's the framing question. Windsurf said, like, 60 days ago, 90 days ago, before the OpenAI deal was announced and before they lost access to Claude, that they were doing 100. 100. If they decelerated from 100 before the OpenAI deal to 82 million today, that's a lot of decelerate. I would take any deal. I think that may explain a lot of it. If you're decelerating that level, the minute the OpenAI deal falls apart, you've got to find a lily pond to jump on, don't you? That's massive deceleration. If it's accurate, I think it's clear.
Rory O'Driscoll
They wanted to find the lily pond. But again, zooming out, it is just restating the cast of characters here, because literally, this is one of those Agatha Christie mysteries where anyone could have killed. Anyone could have killed the victim. Right. Stepping back, three months ago, OpenAI said they were going to buy this company, or at least intimated they're going to buy this company. It sounds like some combination of Microsoft and the FTC prevented them from buying this company. In the meantime, Antropic mugged this company by taking away access to their API, which is how this company delivered its product. Then, as you say, on Friday, Google stepped in once the exclusive period was going and bought part of this company, leaving an empty husk. And then on Monday, Cognition bought the empty husk and got general all around Silicon Valley, cued us and plaudits for stepping up and being a goodbye. That's a lot. That's a fricking saga start to finish. And it's almost like you gotta unpick it bit by bit, because genuine comment here. Almost everything you need to know about the AI revolution is embedded somewhere in this play, because all the characters are playing, they're all doing their thing and there's just a lot in it.
Harry Stebbings
Let's unpick it bit by bit. I think it's bluntly worth doing, but.
Jason Lemkin
I do think you got to start with the revenue.
Rory O'Driscoll
You have to start with the revenue from the seller's perspective, I'll give you that. From the buyer's perspective. What is painfully clear from Google is, let me state this clearly, which is bizarre. They don't give a fuck about the revenue. They literally said, we're going to buy this company, but I'm going to ignore the revenue. And by the way, I agree with you. From the seller's perspective, the revenue, the significance of the revenue in terms of how it forces you to want to sell is huge. But it's amazing to have at the same time. Let's just say Jason is correct, and by the way, I broadly believe he is, which is the market data convinced the company owner, the company founder, that they should look for an exit revenue growth, increasing competition being the number two. A whole bunch of things said to this company, you got to sell and revenue is part of that. The buyer literally said, I can't take the revenue because of the ftc, but I don't give a shit, I'll just take you and move on. Bizarre. It's just a weird thing, but the buyer mentally ascribed. If OpenAI was buying for 3 billion and Google buying everything for 3 billion and Google pleasingly is buying everything except the revenue and 100 million bucks for 2.6 billion, implicitly it's valuing the revenue and the 100 million and the other employees at 400, which is about what its probable cognition paid. So the revenue is clearly a tell and a signal to the seller that they need to pursue a sale. And I think we should spend some time on that. And bizarrely, at the same time has no ascribed value whatsoever to the buyer. It's weird.
Jason Lemkin
None of the buyers, with the possible exception of cognition, cared about the revenue. Right. I suspect what happened, that their numbers, they, they published or the whisper numbers, were roughly accurate by 12 million at the end of last year to 100 million by April. Okay, 12 million or in 12 months. That is consistent with lovable and replit growth, right? It is, it is. It is very plausible. Then they get this offer from OpenAI and it's very compelling to the team. It takes some of the stress out of the competition. The VCs maybe are excited to have OpenAI stock, right? Because they get another play Right. They're like, you know, gosh, I think you could be worth 10 billion varun. But we'll take that turn of the card inside of OpenAI, right? Probably people got excited about it and then it got really complicated. Right. This is. There's another. Before you even get to the weekend, somehow this deal just didn't work. And I'm, I'm confused why their IP floating to Microsoft killed the deal. Although I get the issue. I think I get the issue. We could talk about it. But the deal killed. The deal dies. Right? If you've then gone from 100 million in April to 84 today and you're the founder, you got to jump fast, like, start rolling those phones, Google, schmoogle, Microsoft, whoever is going to buy this thing, because you've gone from a rocket ship. And this is why M and A is so stressful for founders. It can, it can derail your business. M and A can utterly derail your business.
Harry Stebbings
Do you not think he had the chance to say though, to Dario, hey, the deal fell apart with OpenAI, we'd like your models back, please. We're very sorry for the open air deal and we're going to send you a truckload of money. Thank you for opening your models again. And they could have come back.
Jason Lemkin
Well, it's honestly, Harry, Cognition announced they got access, full access, this weekend. So it literally happened in an hour. It happened on a dm. So you're right, they could have. But your point's taken, Harry, like they could, they should have been able to. If Cognition can turn it back on over the weekend, they should have found a way to do the same. Right, point. Point taken.
Rory O'Driscoll
But you're implying that that's the only issue. Right? And it's interesting when I have this conversation about how hard it is, because there's two decisions here. Why did you initially choose to sell for 3 billion? And then the second question, a much more different question, is, once your first deal has imploded, why did you dive for the door really quickly? And I think those are different questions. And the second one is easy to answer. You put yourself out there, you imply you're going to get bought, you go through all that dynamics, you get cut off in terms of access. Yeah, you could get it back. You're mentally spending the 3 billion. It takes a lot to come back from that. Now, the interesting thing is this year we're going to have an example of a company that did that amazingly well. Figma. They picked themselves off the floor after the Adobe fucking over from the FTC and said, God damn it, we'll show you we're all wrong. We've just got to make this thing worth 30 billion and RAM it up your ass. And they're going to do it.
Jason Lemkin
But they did have time. They had time to deal with the shitty situation, right?
Rory O'Driscoll
Jason, you're exactly right. Generally you find, yeah, people matter, but circumstances matter a lot. I think in this case you're alert to the fact that if you're running Windsor, you're the number two player. Maybe the figma alternative of saying, keep on going, I'm the number one in an independent space, isn't there? What I think is interesting about that is, you know, the economists talk of revealed preference. Don't look at what you talk, look at what you do. There's a lot of revealed preference going on about how founders think about the upside of independence versus the safety of a shit ton of money. And it's pretty sobering if you're a vc, because in general, many founders have opted in the last some of these acquisitions, including this one, to say, you know, we were about to raise at 3 billion three months ago, before all this happened, which implicitly says, I'm going to make this thing worth six or nine. And now I'm not pausing for a single second before I grab that 2.6 billion and do what it takes to get in. From the cold to Jason's point, there's a lot of what we think of as wildly successful hypey companies where the person who knows the most is sitting there going, maybe I'd like that cold, hard cash and the safety of a trillion dollar balance sheet worthy of note.
Harry Stebbings
My question on the back of that is, given the structure of this deal, only the top 20 or 30 engineers, plus the investors were taken care of. It was pretty clear from the CEO that was left behind that he was put in a pretty difficult situation, forced to come up with an outcome pretty fricking quickly, which he's done very well, seemingly. So my question to you is, does the board and the founding team not have a responsibility to the team members beneath them, 200 of them, to find a better outcome?
Rory O'Driscoll
I am going to defend them with no data, but I think I can guess what happened and I could be wrong. I don't believe. Look, if you think about this conversation on the people who have started in the last 12 months who didn't get any acceleration, I understand the point. Let's dimension that out as a number. Probably you're diluting 5, 7% a year, which means you're doling out 5% of the company a year. So the people in the last 12 months own 5% of the company. It's $130 million. I do not believe, knowing the investors, knowing that, and you know, the founding team, I haven't met them, but I hear great things, that they sat there and said, we're going to shaft people for 5%. No way.
Jason Lemkin
That's no way. That did not happen.
Rory O'Driscoll
So then why did it happen? It's pretty obvious. If you read the FTC guidelines, you have to have this I'm going to say, pretense that the remaining company is a viable independent asset and you haven't de facto sold the company. And it's a fact and circumstances thing. In other words, there's a whole series of things you have to do that if you pass all the tests, you're safe. And if you don't pass all the tests, you're not. And I'm willing to bet that a large part of this was we can't make it like an acquisition for everyone, because then the FTC is going to say it's an acquisition. So you were probably put in this really tough place. As a board, you have to say, look, it's easy to say to maximize all shareholders. It gets hard when you have to do the best for all shareholders, even though you're doing badly for some group. It was a tough call. I do not believe anyone involved wanted to save 5% of their consideration by sticking it to people.
Jason Lemkin
There's just no way. I mean, I've only met Varun once, but struck me as on the founder ethical scale pretty damn high. Okay, there's just no way. He sat around and said, you know what would be fun? Rory? And let's screw the five. Let's take 5% and stick it in our pocket. Nobody even cares about the Delta. And what I think happened, going to Rory's point, this weird structure is they dumped 2 billion or 2 and a half billion in Windserf's bank account. Right? And what wins, I think, what Windsurf did. Now there are all the lawyers are trying to figure out better ways to do these cockamamie deals. But I think what they do by default is they dividend it out. And I would imagine under those FTC guidelines, it's very difficult to dividend stock to someone that doesn't hold any stock. Now, that is a flaw in this system. And maybe there are ways at the edges to hack it. Right? I'm sure they thought through it, but at the End of the dividends have pros and cons, including 500 million of taxes in this deal that went to the federal government instead of the shareholders. Right. And I suspect that this is the best they could figure out, but it doesn't mean it wasn't a terrible outcome for some folks. Right. But I think it's got to be the structure of the deal, nothing else. No one tried to rip off the, the, the, the employees who work their asses off of the company. Just doesn't work that way.
Harry Stebbings
I couldn't agree more. I know Neil Mace obviously very well. No fricking way.
Jason Lemkin
There's no way he sat down with Varun and said, let's rip off the employees that were there for 51 weeks. How can we shaft the guys that just missed their cliff by an hour? How could I make six more cents on the deal? There's no way. Right.
Harry Stebbings
Was this an amazing outcome for investors?
Rory O'Driscoll
It was an amazing outcome for greenups and then increasingly less interesting thereafter. I mean, the first point to note is, the starting point is we have all these wonderful documents that, you know, that have been established that are Delaware precedent, 150 years of precedent, and we're now just going to ignore it and start making shit up in an attempt to avoid FTC investigation by not calling it an acquisition. So with that caveat, I think it was a good outcome. But the truth is, as Jason said, first of all, you were getting 3 billion in a MA outcome, which means you probably. And if you're getting stock, it wasn't even taxable. So it was an amazing outcome at 3 billion of open AI stock. Now you got 2.6 billion, but that was paid to the company as a license fee, which means it's taxable at the company level, which now 5, 600. I mean, depending on their income position, you might have. You might have corporation tax at the corporation tax level. So some of that money went right back to the government. And then all the shares get bought back and let's assume. And then you have to start making assumptions about now. So it's a 2 billion plus or minus thing. Yeah. Look, Green Oaks are going to do amazingly well no matter what. The round. The first round that Kleiner did was at 450, probably 500 post. So 4x plus or minus the $1 billion round. Eh, you know, it starts to get harder to make money there. So my guess is the early investors made a lot of money, deservedly. And later investors got a so. SO return. Not bad. Everyone cashes the check, but it's Again, back to my comment. It's worth remembering that they were about to raise money at 3 billion pre three months ago, which would have been a down outcome. So good outcome for the investors who were in early, increasingly less so for later. And that's with a high degree of uncertainty because we don't know, and a high degree of tax inefficiency.
Jason Lemkin
And just on top of that, the rough math you did, which was great, so 2 1/2 billion deal after tax, call it 2 billion, maybe less. Kleiner invests at 500, so they get a 4x. Right. My life experience, Rory, you of more, is that 4x is always like 3x, like whatever. Like there's always a reason when you actually see the distributions, like whatever that math is, it's never as good as it looks. Right. However good it is, it's never as good as it looks.
Rory O'Driscoll
Yeah, stuff happens.
Harry Stebbings
Before we get to the cognition news, I just want to stay on the structure itself. This is now the second time in a very short window that we've seen this structure being enacted for an acquisition of sorts, if we can call it an acquisition. Is this the new norm? And should we prepare ourselves for a world where this is what's expected?
Rory O'Driscoll
First of all, there's been about five of them, and the scale one was slightly different. I think that's the one you're thinking of, because if you remember Meta, I will call them Meta. I will be a good corporate person. Meta actually bought 49% of the company, whereas here they didn't do that. So there's slight differences in structure are being studied in every law firm as we speak. And there'll be a standard playbook by the end of the week. But you got that. You've got Inflection, Adept and character AI, which is the other one that Google did. And the character AI1 is most like this one, which is a licensing deal that Google did, which makes sense. Google did this one too, et cetera.
Jason Lemkin
Yeah, it's very different than scale, right? It is very different than scale.
Rory O'Driscoll
Very different. I mean, same net outcome in the end. I mean, you called it the day after the scale. I was trying to be polite in that first call, because I'm trying to be a polite person. And you called it, and you said, it's an empty husk. And now what we've seen in all these deals is the remaining asset is an empty husk. And it's really. If you want to giggle, by the way, go back and read the Friday press releases where they describe, you know, the company's being sold because this is what kind of shit you have to do. And the independent company has 250 wonderful employees, $100 million and is going to continue on gloriously into the future. Because that's the shit you have to say when you issue the question.
Jason Lemkin
Focus on the enterprise.
Rory O'Driscoll
Yeah, focus on the enterprise. Meanwhile, they're frantically selling the thing by Monday. But I'd say two big high level comment, I don't think they're going to become the norm, but the mere fact, and I can tell you why, because I think in most cases this is a very unusual type of transaction and I'll give a counterexample to show that in a second. But the mere fact that they exist, that this has been done now five times, is going to cause a whole bunch of second order questions that are going to make transactions more complex because you have to at least think about this. And I'll give a high level of the two comments. I mean, why is it not the norm? Google's buying Wiz right now. They're paying 32 billion. It's going to take them a year and a half. Not for a single second have you, Google or anyone on the planet suggested they should buy the three founders of Wiz and leave the asset behind. Why? Because in that case the business is the asset. Google would know more. They're not going to give $31 billion for the team and leave the revenue behind because the Google with enterprise revenue is worth something. In most cases. Most acquisitions, you don't just want the founder, you want the business. So the question is how many companies are so unique that you don't need the business, you just need some combination of the founder and a non exclusive license to the tech. For those kind of businesses this is on the table, but I don't think it's the norm.
Jason Lemkin
The related point I just wonder is just with the Cognition piece, will this lead to heartburn? I could see someone at Google getting fired over this. Like did you guys know about this Cognition deal? Like I literally could see. I remember back in the day, I mean Gore, you would actually remember the details. But like you know, I think ebay bought Skype but forgot to get the ip, right? And they fired like half the corp dev team for forgetting to check the license. I'm exaggerating, but it happened, right? I wonder if a bunch of folks in corp dev get fired this week for not realizing the rest of it was going to get bought in an hour on Friday night.
Rory O'Driscoll
First of all, one of the hard Things about this, these deals is I don't think they will first of all, but if they do it be for a slightly different reason. One of the hard things about any deal where you're buying, where you're cherry picking, is you always have this feeling, am I leaving the good bit behind? So I totally get your feeling like if I was doing this from a corporate M and a value perspective and I left the revenue and the other employees behind and then it got bought the next day for fun, there'd be a little cognitive dissonance. You're right. Do I feel foolish here? But I think that the reason that poor business development person might keep their job, but the lawyer might lose theirs. The BD person could probably say to what's his name? Sundar. Dude, you told me to get the people and the IP mission accomplished. And you said you didn't care about anything else. Mission accomplished. Who cares? It may be that the lawyer should have added a clause to the license agreement that says you have to pay us a breakup fee if you sell the company within 12 months just to keep more distance between the broken husk and the thing. Because the real risk on this is not that cognition got 400 million Google to your point, Jason doesn't give a rat's ass. The real risk is that the facts and circumstance make it clear that this was a de facto an acquisition and the FTC comes sniffing around because they are sniffing around on some of these other deals. They have questions for meta on one, they have questions for, I think Amazon on one on the adept thing. So the FTC is not going to let this happen without poking around. And it may be to your point that it would have been a better drafting of the facts if you'd said in return for leaving you $100 million, you have to sail on your little longboat like Captain Bly cast adrift on the ocean. And you can't, you can't run for cover for 12 months.
Harry Stebbings
When we look at cognition a week ago, they were the ones that were left behind. Cursor, lovable, you're ratplets. But then obviously you'll see your windsurfs have paved the way. And despite cognition taking an early lead, they were left behind completely. What does this mean for them?
Rory O'Driscoll
Is it a good deal?
Harry Stebbings
And how would we analyze that portion of this deal?
Jason Lemkin
I think it's epic because I don't know the cognition team directly, but they're clearly S tier. They're off the charts. Good. Right? They're one of the elite teams. They build A coding agent, which is sort of interesting, right? It has, I guess, I guess it has some traction, but the ID space is huge, right? I mean this is massive. It's, it's. And what's the problem with, with Rump Windsurf? Well, they lost their top guys, obviously. How many they lose? 20 out of 250, 40. What does cognition have? 40 brilliant guys. So like they could like. I'm not saying there's a slight learn, but they can plug this hole in 30 days. I think Windsurf was hopeless before this deal. You could never attract S tier developers to fix Windsurf, but they fixed it in one hour, literally in 90 days. Windsurf could be better than it was before this deal. It is entirely possible it could be a better company than it was before this deal. As crazy sounds, because they have the people.
Rory O'Driscoll
I totally agree. This was a genius move. And you know, you look at the cognition people and you go, yeah, clearly wildly smart. The whole fun fact about them playing I think poker with founders found it's all. They're clearly, as you say, existing in that hyper brainiac space. The product had kind of landed with a little bit of a thud. Right. The Devon product, they were, you know, never write someone, the guy's that smart off. But it wasn't killing it, it was, eh, okay with this. You're right, Jason. They hired great people. They got massively good publicity. There's kind of a good warm, funny feeling and everyone recognizes. I mean it's basically like a big sign saying, shit, we are still very, very smart people because we just bought all the rest of it for half nothing. Not only that, but they get good people brownie points. I mean they're saying they're accelerating stock for people and in one sense that's amazing and righteous and good. On the other hand, you're getting accelerated stock in a privately held company. I don't know how much a needle mover it is, but stupendously good optics plus 82 million of revenue, plus 100 million in cash, plus great engine, they win. Anyone questioning that is just not paying attention.
Harry Stebbings
Is it not the best deal ever? Because after 82 million in revenue and 100 in cash, you're basically paying 220.
Jason Lemkin
For great people and getting their anthropic license, their direct pathway to anthropic back. And now they're competing with Claude Code, but they got it back overnight over the weekend. If you want to be in this space. The president of Cognition said He got a DM on Friday night. And did the deal in 15 minutes. Right. I mean that's your answer.
Rory O'Driscoll
Your comment. It's a great deal. Which is not to say it'll still work. I mean, cuz remember we had the number two in the space, rightly or wrongly saying it's getting hard, I need to get out. And now the remaining assets are still in the space. So if it turns out that it's hard for anyone except the model companies and maybe Cursor to make money, then there's no magic pixie dust that gets them out of this market. But if you're going to compete in the market, it's a damn sight easier to do it with 80 million in revenue and another 100 million bucks. So it's a great epic deal. Which is not to say they're still going to make it as an independent company, but if this doesn't work out for them, they can all do Goldman Sachs M and A because they want to hear.
Harry Stebbings
What do you think cognitions revenue was at pre this?
Jason Lemkin
I'm guessing eight. Eight of the 82. Everyone's so braggy about their revenue on social media. In AI, if you're not braggy, I'm assuming it's sub 10.
Rory O'Driscoll
Maybe not that, but let's just say my sense is Windsor will be a meaningful addition to the revenue line.
Jason Lemkin
I know, I know. We could spend the whole show on it. And Harry, you're the boss. I'm still a little bit confused though, and maybe it doesn't matter because this past I'm a little bit confused on why the open ideal fell apart because Microsoft would inherit their ip. I half get it. Like I kind of half get it, but I don't like it was an issue going in. Right. It's an ambiguity in the open air structure. What I don't, it doesn't make sense to me that Varun would say I'm pulling out of a $3 billion deal because someone may have our IP. Why would you care if you're a windsurf that much?
Rory O'Driscoll
The one thing I will say on.
Harry Stebbings
That, I interviewed Varun and he made it very clear to me in other conversations that he was very excited to make this deal happen and he was very much looking forward to being part of OpenAI and he believes that a platform play with their distribution was the winning strategy.
Jason Lemkin
Yeah. So he didn't pull out of this because of the Microsoft license. It wasn't his idea. Right.
Rory O'Driscoll
Jason, you. I've been trying to figure this out too because there's two separate threads. One thread is it's all about the micro. But then tracing that out, just to help people understand the concept here, is that Microsoft's license with OpenAI means they have access to all OpenAI's technology. And to the extent that Windsurf was acquired by OpenAI, they would be subject to that license and then Microsoft would have access to that technology. And Obviously Microsoft with GitHub has a competitive product. So that's the kind of stepping back, framing. And the story is that they asked Microsoft to waive that term and Microsoft said no because they're negotiating a bigger deal with OpenAI now and why give up your points of leverage? But Jason, you're right. The question is, who would have cared about that? I mean, it's possible that someone who was selling their company for $3 billion to OpenAI realized that this would happen and felt, quote, bad about it and decided to walk away from the deal for that reason. I don't think so. That feels weird to me. Especially when you look at what you. Especially when you didn't have a plan B and your plan B was talking to Google on Friday night. It doesn't feel lined up. That means it must be something else at least as well. You got to assume there might have been some FTC pushback there because OpenAI announced a real acquisition, unlike Google which did these kind of crazy structures. So it may well be. There was some preliminary FTC inquiries. They decided it's going to take too long. I don't know. Was the deal pending on the restructuring of OpenAI to A for profit? In other words, were the investors saying, I don't want to close until the restructuring's done. But I agree. I mean, your comment, Harry, is very helpful. Is that if I was a young, smart, wildly talented founder at the margin, I'd prefer to sell to OpenAI for 3 billion and get praise than to Google at 2.6 billion and get blamed. Call me strange. So I think it's not the preferred outcome. So something went wrong and the Microsoft reason on its own feels a little weird. So interestingly, the other lesson from that is it's just so funny. All these weird, hinky, crazy structures come and bite you in the ass. The not for profit thing, the crazy license with Microsoft that has open ended terms and gives Microsoft a lot of leverage to veto things. It would all be so much simpler if everyone here was a standard C corp and if the FTC would get back to being sensible. Because all this, this entire podcast, is basically the FTC fucked up normal business operations and now We've all got to do Weird Shit podcast.
Harry Stebbings
I do want to talk about Sam Altman's tweet this week where he said, we plan to launch our open weight model next week. We are delaying it. We need time to run additional safety tests and review high risk areas. We're not sure yet how long it will. How did you read this news on the delay and that additional requirement for reviews on safety?
Rory O'Driscoll
First of all, you know, you'd hinted I didn't read it as, oh my God, we're not getting things done because we've lost so many people to Meta. I mean, maybe that's a thing, but I doubt it. It's not clear to me. Stepping back, is the trend to open source open weight models going up or down here? If you think about it, there's been a lot of small p politics around, which is the right thing. You know, I think you're seeing Facebook Meta have a change of heart there on the new team led by Alex Wang in the what they call it, the superintelligence group doing a little bit of the maybe we won't be open source, maybe we won't reach llama release Llama. So it may be that a lot of this is a whole bunch of people who made promises in the early days when open source was the thing to get these products out the door and now we're in the land of, let's be honest, cold hard cash. And it may be that getting an open source version of your product out there to compete with your is not anyone's number one priority. The one thing I would say is.
Harry Stebbings
Alex is very anti China and very scared of CCP infringement. I would be very surprised if he was more leaning towards open than closed, given his stance on China.
Rory O'Driscoll
If you're in the quadrant of patriotic and greedy, which, let's be frank, most of that coded people are, you ain't going to be releasing any open source models right now because it's a value destroyer from an economics perspective. And, and you're right, you have the whole CCP overlay on top. So I don't know if this is the beginning of the quiet deprecation of that initiative.
Jason Lemkin
First of all, I think that it's not. I wonder if it's a priority. I mean, folks who know more than me will laugh at me for saying this. I'm saying I don't know how big a priority it could possibly be at Meta at its revenue scale. Right? I don't know how big a priority. The other thing I will say, until I started vibe coding like 80 hours in the last week. I didn't know how seriously to take take risk stuff. And I'm still not sure I'm an expert, but when I'm watching Repl, it overwrite my code on its own without asking me. All weekend long I am worried about safety, but I'm going down this rat hole and I'm reading Anthropic's paper talking about how they don't know how to control a lot of this stuff and I'm, I'm more sympathetic and Anthropic has this whole thing about reward hacking and how even Anthropic makes stuff up to achieve its reward. And I'm living this vibe hacking over the weekend where my AI is lying to me all weekend long in Replit. It is lying to me, it is lying to me. And they finally admitted it lied on purpose and we couldn't solve this one bug, guys. So on Sunday, after like 18 hours, then what Replit just did is it deleted my entire database and made up names. And then the app worked great, like it was amazing. And then I said to Reppy, we call him Reppy. I said, I know there's no such company as Salesforce 2.0, I know this company doesn't. And then it found this perfect person from HubSpot, this VP of Sales. And I go into LinkedIn, she doesn't exist and no one in this database of 4,000 people existed. I never asked Reppy to do it. I told Reppy to lock it down. I told Reppy to have version control on my database. So my meta point is I, you know, the safety stuff, like it's more visceral to me after a weekend of vive hacking, right? I never asked it to do this. I never asked it. And it did it on its own. You can call it reward hacking, you can call it whatever it wanted, but I explicitly told it 11 times in all caps, stop doing this, never do it again. So I am a little worried about safety now.
Rory O'Driscoll
And I always think the safety word is overloaded because it can range from, you know, the hyperbolic, which I think is total bs. You know they're going to make paperclips and take over the world to safety in the sense of this thing non deterministically overwrites your entire database because it says it can do something better. And I think the former safety discussion is outside my pay grade and I think it's bs. But you're exactly right, Jason, the latter. And then in the middle you have and you will talk about in a second the Grok release where amazing achievement. But then you have all the weirdness of the stuff it says. And what it says is releasing a model like this without significant work post training has a reputational risk at least and therefore there's a cost of releasing all these models. So to your point, Jason, you may be sitting there going, I'm going to have to release something in open source that hasn't been fully vetted because it's the 10th project on our list of to DOS. And let's examine the upside is people say, yeah, you did open source. And the downside is you release something, it goes a little weird, it says mean things, it talks about Mecca, Hitler and now you look like an ass. Why would you bother? You're exactly right. I was saying. Or someone uses it for coding and it's not been fully trained and it just kind of does weird stuff and.
Jason Lemkin
People'S heads hurt and at some level, I mean none of it's okay. But if you had to look at the leaders, Elon Musk can get away with this the most just because of who he is. Like, it's unacceptable to have a race to release a racist model. To the. Like there's. This is unacceptable. It gets. But Sam Altman's going to be fried. Anthropic is going to be fried the most. Because they're supposed to be the good guys, right? Elon can say, whoops, did you see what, did you see how I just did the new geofencing for my Tesla? That's just me. Sorry guys. We're fixing, we're fixing this stuff. I think he can push the envelope the most. And maybe, maybe Sam Altman's in the box the most. He also probably has to be the most conservative, right?
Harry Stebbings
But before we move to Grok, I'm just intrigued that Jason, you said about the 80 hours of vibe coding, both of your response times were significantly longer this weekend because you were vibe coding, not emailing me. What are other big takeaways for you from Vibe coding as you have done in the last week?
Jason Lemkin
I'll give you a tactical and a strategic takeaway. Okay, the tactical one is just today, just today as we record this. The idea, the roll your own initiative I think is the dumbest thing I've seen in SaaS in my career. Okay, I am not saying you can't make a dog walking app on lovable or repl it your own. That kind of works. That kind of sort of works with the basic upload and whatever. Yes, but this idea, there's so many charlatans on X and LinkedIn that are like, SaaS is dead. Because over the weekend I rolled my own notion HubSpot, my whole entire stack at jira. I just did it over a weekend and I only pay $20 a month. Okay? This is at the edge of fraud. Okay? One, I've already burned $600 in credits in six days, okay? To get 10% of the way there. So you can't do it for 20 bucks a month. Okay, two, none of these things are commercial grade. And I've talked to many folks on DM and Behind. They all admit 99.9% of the apps on Lovable Replit Editor are not commercial grade. Okay? And that that's not necessarily a bad thing. So one roll your own is the dumbest thing in the world. Okay? The second thing I'm going to say is one of the most annoying things about AI, but I'm going to answer your question in any way. It's so close, man. It's so effing close. And when I say this to a lot of folks that are not deep in AI, they're like, you always say that, Jason. You always say the AI AE is almost there. The AI Marketing manager is almost the AI. But RAI SDR actually is already there. Our ASDR rocks. Okay, it's already there. But I can tell you I can see how I'm 80% of the way there to a commercial grade app in less than a week, but I may never get to 100. But man, if we just make these guardrails work a little bit better, if the QA works a little bit better, and if it stops overriding my goddamn database, I don't know why we would need like really mediocre dev shops or engineers. Potentially we need more great engineers, but man, it could be crazy. By the end of the year, it could be off the charts crazy. So, Harry, if I were you, I might invest in one of these guys.
Harry Stebbings
Jason, I'm going to put it to you very directly. Would you invest in lovable at a $2 billion price?
Jason Lemkin
Yeah, I would. I would. I will tell you, I have a lot of nuanced learnings from the weekend over how permanent this revenue is. I have a lot of thoughts on it, but I'm more interested in the trend, like where I see it going. So I think I would. If I could invest in replit or lovable at 2 billion compared to windsurf, it seems like a much better deal. I think it seems cheap question That.
Rory O'Driscoll
I want to ask why that is because let me just play something back to. And I could do in the broad development tools marketplace. These, these companies occupy two different spots and broadly speaking the lovable Replit or for the Vibe coder for you me, a non coder trying to build something with some technical knowledge but where you're doing it at the level of English and describing what you want. And then the cursors and the Windsurfers are for professional developers who know what they're doing, who can use this tool to augment what they do, who will actually review the Python, review the code base and then deploy it. So there are different segments.
Jason Lemkin
I don't think that's entirely true, but I think there's.
Rory O'Driscoll
Because Replit originally was in the. I agree it's not entirely true, but at a high level level I want.
Jason Lemkin
To know what the question is. What I have certainly now I get it, okay, I admit talking about it versus doing it are not the same thing. There is a huge number of developers that today already will get a product, a project and there are downsides to this, okay, Crappy code, spaghetti code. They'll get a project to a certain point and then they'll just roll it into cursor or wherever they want and they will finish it for real. I can't tell you how many ctos I talked to over the weekend they say I don't love the code I get out of Lovable or replicate it, but this is what I do. I get it to 60 to 70% and then I roll it in. Okay? And so there's an overlap in these circles of these two. But the reason I think the market is so big to Harry's point, is because the mark, I think if replit and lovable keep, keep making developers happy and they make dog walker apps people happy. The TAM really is much bigger than cursor. It's much bigger than Cursor or Windserve. It could be like 50 or 100 times bigger. That's why I'll do the deal with you, Harry. If there's any room left, just let me know.
Rory O'Driscoll
I'm going to push on that. And again, I don't have religion.
Jason Lemkin
If they're doing this round and there's any room, I would put in a few nickels, even a small supporting check.
Rory O'Driscoll
By definition there are more non developers than developers. So yeah, at some level it's trying.
Jason Lemkin
To say lovable and we've never tapped into those dollars ever. Right? Yeah, sorry, my apologies.
Rory O'Driscoll
100% of developers are going to buy a tool like cursor, like Windsor, because that's how development is done now. Like GitHub.
Jason Lemkin
Yeah, no question.
Rory O'Driscoll
And they have budget and 100% of.
Jason Lemkin
Designers will use Figma.
Rory O'Driscoll
100%. And the real question is how big and how sustaining is this movement of non developer. Or by the way, you made an interesting point about the developer who starts in Lovable and transitions to cursor. That's actually a good point and that does give a little durability to the market. But it's not clear to me that you will have 10x or 100x the number of people who will continuously pay a subscription.
Jason Lemkin
It's a fair criticism.
Rory O'Driscoll
And I could be wrong.
Jason Lemkin
To be clear, every developer right now that is remotely cutting edge has a cursor subscription or similar. 100%. Even my son has one. Okay. And every designer is going to have creative Cloud and figma. Okay. 100%. You can't do your job without these tools. Right.
Rory O'Driscoll
And I could posit and I could be wrong in the sense of I think you actually cited a part of the market that I should have been. Obviously it wasn't. It's that kind of technical person who's not a full on developer as you say, that Figma person. Maybe they don't just want to do a mock up, maybe they want to show a rough this is what it's meant to look like. So the people who are kind of professionally developing but not full time is a much better market than Rory's at home going to write his own to do app and he's going to use Lovable. No, he ain't tried to and failed.
Jason Lemkin
For me I would never use something like Figma again if Replitter Lovable had it.
Harry Stebbings
One of the fastest growing segments and use cases is actually alternative functions other than developing within B2B which is sales and marketing teams using it to create incredible landing pages for new prospects.
Rory O'Driscoll
I totally agree with that. Basic web content web pages. Now the question that Jason is like the squarespace meet that need.
Jason Lemkin
It's just not interesting. It's not disrupt like I'm with you Harry and you know the data better than me. And if that's half the hundred million replit and lovable each have then that's a good learning for me. But I don't view that as disruptive. There's a lot of great marketing sales tools already that can build landing pages and that are already integrated with your data and workflow. So I'm not impressed with that. But, but, but that's just me. Like, if that's, if that's 100 million of revenue, it's cool.
Rory O'Driscoll
The question is, two questions go together. One is, what was this is the more generalizable use case. Like, because if you're using one of the specialist tools to build landing pages, you're limited in what you can do by what they allow you to do. They've made the editorial choice. Obviously, the advantage of a development tool is you can decide for yourself. But as you discovered over the weekend, and I did to a much lesser degree, in return for that freedom of choice, it's fricking hard. And to your point, Jason, if they can make that hard tax lower quickly enough, then yeah, you have something interesting. But you're not going to do it. If it's still this hard a year from now to do it, you're probably not going to sign up to put through the brain death of building part of your website on this. If there's an easier solution.
Jason Lemkin
Well, there's just in general, it's under discussion and I'll give you an example from, from yesterday from a scale portfolio cmo. But there's an orchestration tax in these tools. The orchestration tax is really high. I mean, Harry lost touch with me over the weekend because I was lost. Vibe coding and replit. Okay, what if I had four of these apps that I was orchestrating and like Amelia on our team spends maybe 10 hours a week in our AI SDR and it is great, but we can't do 10 of these, can we? Like, that's why most of our life we need off the shelf solutions that don't need to be, that don't have this orchestration overhead. And, and literally just yesterday we were talking with the CMO of a 300 million plus AR company and asking her what she was doing. She's like, well, I've been five coding. She's like, what do you. Vibe coding is like I need to build better tools to support my sales team. She's like, but I don't have one more minute. Like, this is all the time I have. So this, this orchestration, like we think we can click these buttons and they're no work, but I'm budgeting $100 a day for Replit forever and money and time to get this app working. It's not much for a commercial app, is it? This is not click a button and walk away. This is all the time and I have to be thinking about it every day. We can't have too many of these in Our lives.
Rory O'Driscoll
I just gotta say, it's pleasingly enough. 100 bucks a day for five business days is 25 grand to 30 grand a year, which is about the low end of a typical SaaS mid market app. If you think about it, Jason, all the deals you've done was like, yeah, 30 grand a year for the subscription. That's actually about the same number. Which does make you wonder. The other comment I just want to make back to the thing. It is just worth comparing the two discussions we had. We decided in the Cursor Windsurf case. Actually, we didn't decide. Who the fuck are we? The CEO of the number two player in the independent dev tool space decided it was too late. He had to get an acquisition done because he couldn't build an independent company there. And 2.6 billion was a great price and he's done because that market was getting too competitive and that's a clear established market. It's interesting to reflect on that conclusion and then look at the Vibe code market where there's three or four companies all raising very high prices with incredible traction, just like the developer tools guys had 12 months ago. It's hard to imagine a world where there's only one or two developer tools for professional users and six or eight Vibe coding tools. That just doesn't feel one of those cases is wrong and makes you pause and think, are there going to be.
Harry Stebbings
Why did I write a 12 million dollar check into lovable? I think very much in the same way that ChatGPT owns the consumer brand for that front end OS for the modern consumer. I think Lovable's reached escape velocity with the consumer brand in this space and I think that compounds very, very quickly.
Jason Lemkin
I think it's a good thesis, right? I don't know. Lovable is bigger than repl.it so just. There may be two that are the same size, right? But putting aside the bias as an investor, okay, they're both good ones. Okay, let's call them both good ones. Okay.
Rory O'Driscoll
What?
Jason Lemkin
I guess my other quick learning this, which is how important brand is as you get closer because listen, a bunch of folks are like Lemkin, why'd you use repl it? Like they're like, Well, I use V0 plus this plus that and then I export to to cloud code and then I reimport to cursor and then I host and I'm like, okay, I'll tell you, there's two reasons I picked Replit, okay? One, I wanted to go end to end. I wanted to go from Ideation to commercial production. One app. Okay. And so I might be wrong about Bolt, but to my knowledge only Replit and lovable can really do it. I'm going to get flamed. Okay, But I want to do everything. I don't want to leave it. I don't want to, I don't want to port some code over that's better. And curse. I wanted to go all. I wanted to stay locked in the constraints of one environment without a developer. Okay. That was the, that was the social experiment, okay. And then I just asked people and then I'm like, okay, now I'm stuck to the brands. There's no way I'm going to use something for all the time I'm going to put in that just launched on, on a product hunt. It ain't going to happen. Right? And so there's only like two leaders, Replit and lovable. Okay? So I'm in the eight. So there are parts of my life where I'm in the 1%. There's parts of my life where I'm in the 20. Here I'm in the 80, dude. I'm not going to take any risk. Tell me which is the best. And most people came to the conclusion if you want more flexibility, use Lovable. Okay? And we already use Lovable. It's aster. Don't get wrong. If you want the easiest way to go end to end, use replit. And here's my point for my rambly story. That's how I made my decision. Decision. That's it. Did I try them side by side for this use case? No. Did I spend weeks doing it? And then they're like, well why don't you switch this? I'm like, I'm already. I made a choice between two vendors and I'm done, man. So that's why the investment, Harry's investment's good. I think these, these brands are going to lock you in.
Rory O'Driscoll
What you're basically saying is this. If there's going to be a big ass winner in this space, the number one thing they need to have at this stage is consumer brand recognition. Because it's not a considered purchase, it's a tried. It's a find the product as quickly as possible and therefore the guys in motion today stand the best chances.
Jason Lemkin
It's considered, it's just how much, how well can a non technical resource consider it? Like that's the. It's not that it's not considered, it's just I can only spend so much time. How can I truly evaluate this in an hour or five minutes. I can't. I have to guess what it's going.
Harry Stebbings
To look like in a month when you ask ChatGPT. Yeah, it says lovable.
Rory O'Driscoll
Now you're actually making a very good argument for this whole category of, of companies that are helping B2B companies show up in ChatGPT. You know Jude, we just did one in Germany.
Harry Stebbings
Peak 200k when we did it is now at a million like three weeks later, but fucking nuts. The customer adoption that one of the fastest polls that I've seen in terms of consumer demand or customer demand. Jason, I just want both of your perspectives on this before we move on to Grok because it's important everyone goes, ah, but they're not durable revenues. They're unsustainable. How have your thoughts changed or stayed the same? And what do you think about the durability and strength of these revenues?
Jason Lemkin
I think they're going to get more durable is my learning. But I didn't know before this weekend. Okay, if I can actually get my app into production, commercial grade app, unless I have huge issues, I will pay and subscribe forever. Okay. If I get it over the line, if I get it over the line, okay, whether I pay 200 bucks a month to repl.it or lovable or I pay 3,000, it doesn't matter. Like I'm, I'm locked in forever and I'm going to keep iterating and iterating and expand. Like if it works and I get it, if I hired a team of six developers, you can export the code. It's in Git and GitHub. All right, it's in. They can, they can do what they want. But I'm pretty locked in as like a prosumer non developer shop. Right? I'm locked. I'm locked in. Now what's clear folks that, that like think they're going to vibe code their own notion an hour they turn. So I bet if we took replit and lovable and we and we and I wish more founders would do this. It drives me nuts when none of them do do it. Segment your churn. I don't just want your headline number, I don't care. Today I'm investing. I want to see you segment it. If you have one cohort that has insane retention and like this low end part is churning 4% a month, I get it. It's okay. I get there should be segments of replit and Lovable that are churning like 10 or 20% a month. Like, like a low end consumer app like on Revenue Cat or Harry and I investors, they power 40% of mobile subscription apps. I think the average app across all mobile paid apps is like 6% a month. Churn. Churn. 6%. Okay. This is consumer, they try it, they it doesn't work. They don't, they don't lose the weight, they don't stop drinking, they churn. Okay. And so that's going to happen for replit and lovable. But what I didn't get is if this works, my stickiness is going to be super high. And my nrr, I don't know how you calculate it, but I've already gone from 20 bucks a month to $800 a month in one month if I stay. That's pretty good NRR, right? The VCs will like it. That's why I like your investment and I like both as investments because I think the metrics will, will get, get better over the next 12 months, not worse. I think they will improve.
Rory O'Driscoll
Agreed. There's two different things than what Jason threw out. First of all, in the enterprise space, churn's going to get better because out of the gate people are trying stuff and by definition they're going to churn. I remember back in 99, 2001, 2002, Salesforce had a churn issue early on. Remember the early adopters, the people who are quick to try you are quick to leave you and the people who make a long considered purchase stay with you a long time. And it happens in that order. Out of the gate you get the trials. A lot of the trials move on provided enough of them stick. You build your business and then over time as you become a more established product, you go up market and you get the boring people who are slower to commit to you but once they commit are there for 10 years. So it's just the natural progression. So at one level this isn't surprising. I will say what is surprising is the amount of upfront churn you see is probably higher than early SaaS. In other words, because it's the Jason phenomenon of it feels like it's going to work and you get 80% of the way there and then you have this disappointment. So I do believe in my view one of the key tells in the next 24 months on all these enterprise AI companies is going to be the percentage of people that stick after they've gone through the innovation cycle, after they've gone through that we got to try AI and then they'll ask themselves the hard question, question, is it delivering value? Do we get an ROI from it. So I think once we're through that kind of knothole, I think by about 25, 26, 26, 27, sorry. The math of predicting the growth rate will be much easier. Right now there are companies that have extraordinarily high growth rate but where the churn is just too high and it's just not delivering value and we've all got them enough. You see them in your portfolio, you see them outside. It was always going to be high no matter what. There was no world in which it was going to be going to be like the 20th year of SaaS. Because everyone is clearly trying shit here. But I think a lot of my focus with my companies is on I said to one your entire let me tell you the asset value very different than WinSoft. The asset value of this company is the 20 or 30 customers that you have now and your ability to make them successful. If you can make 2/3 of them successful, even if you have 30% churn and you can add more customers like them, you have a business and if you can only make 20% of them successful and the others turn your debt. When I'm checking in my companies, are your customers making money off your software? Are they happy with your software? Is it doing what they want is the number one thing? This is where the money's gonna be made or lost in the next two years because we all like to try shit.
Jason Lemkin
I wish I had all the non Sony baloney numbers in a spreadsheet. I would bet that you know cursor's retention has always been higher. Higher than lovables or repl. It's for the point you made. It's a different type of experimentation for a developer to commit. It's funny when I started sharing my bills on replit on on X it was funny the feedback I got. Some folks are like Jason, do you realize what you could get for 500 bucks a month is insane value, right? There's that category people, other folks are like do you know what I spent on my outsourced development team in my country? Like this is, this is, this is the biggest rip off I've ever seen, right? And other folks were like, like for 500 bucks you're getting less than you get for 100 bucks from Claude, right? So there's very different ways to view this. But if you're deep in cursor like you're going to stick with your, your development environment, right? So the churn should be higher, right? At least for of some segments it should be Much higher.
Harry Stebbings
And the churn is higher. I've obviously seen the numbers is better than I thought. But it, it does lend more to consumer than it does traditional B2B and it is high.
Jason Lemkin
So you got to, but you got to segment it to know as an investor I need to segment it to have an opinion. I'm not initially shocked by high churn. As long as you have a large enough cohort that is growing, that has positive, that is net negative churn that has positive revenue retention, that I'm cool with the low end guys. Right?
Rory O'Driscoll
And yeah, your churn from a group of customers, even absent to say from 10,000 signup customers should be dramatically different than your churn from five considered purchase enterprise buyers. So yeah, churn even independent of this AI trend, you're exactly right that norms on churn vary. Enterprise versus SMB versus prosumer versus consumer. You're exactly right.
Jason Lemkin
And then I got, I had an investment where a COO came in who was out of the blue. He, you know, he was under the gun make improving the company and he was told to increase to cut churn. So what do you think he did immediately? How do you think he did it in 30 days? He reduced churn.
Rory O'Driscoll
He stopped taking on the customers.
Jason Lemkin
Yeah, he stopped taking all the small customers, he banned them. Now revenue stopped growing but he hit his KP. Hooray, kudos. He cut churn in half in 30 days.
Rory O'Driscoll
No, it sounds like stupid, but I can totally see it happening because you get this. Oh, I don't like this. The real question is you gotta be able to look at that set of customers and say yes, there's a churn, but the month 2 churn is much lower. And here's a quarterly and if the overall math works, it's fine. But yes, you have to have a mental model. And the mental model has to vary by the kind of deal you're doing.
Harry Stebbings
So yeah, I think the hard thing is just in terms of you say mental models. I have never in my investing career seen a company go from 0 to 100 million in seven months. Personally, it breaks all the mental models. Which is also why I did the deal. Because if it does break all the mental models and the market expansion is as big as it could be, fuck it. We're in this business for companies like this. If you're not doing this and you have the chance and is one of 20, you shouldn't be doing this business.
Jason Lemkin
As weird as it sounds, some of these deals almost seem too cheap. If you look at the crappy multiples we see for some startups, right? Undifferentiated company raising it 300 pre with less than a million in revenue, folks doing 100x200, 300 deals and then you see what is windsurf selling for 20x revenue. Lovables raising at 20. Cursor raising at 20. 2020. Let's bid 25. Rory, let's outbid them. Let's do Jason.
Harry Stebbings
When I did the last round of lovable was 200 million price and I did it at a 4 million in revenue. By the time the deal was closed it was at 19 million in revenue.
Jason Lemkin
So my point is the error multiples compared to public comps, yeah, they're high. But compared to a lot of like CDA startups, they seem like bargains. Do you disagree, Rory?
Rory O'Driscoll
No, I don't actually. Because what you're saying is. Put it another way, it's very. Whenever again we said this before, whenever you're using revenue multiples that don't take into account growth rates, you're being an idiot. And the other thing is, and to your point, Harry, exponential growth rates are even harder to get your head around. You know, when you start, when things grow that quickly, if they continue growing, almost any price makes sense. Totally get the argument. But then it is worth pointing out then going back to our first discussion when they slowed, when you've paid that high price on the assumption of continued growth and they slow down. It's just brutal. And you got to get out.
Jason Lemkin
No, you just move them to a different page on the website. You just have to. Lovable, move it over. Dear Lovable, move this investment to other investment tab. Yeah, other put grayed out image of partner that no longer exists at the fund at Attribute Investment to him. Thank you. Lovable.
Rory O'Driscoll
I would remind you it's solar gp. Jason, we don't get to do that to you until you're dead. Okay?
Jason Lemkin
You just make up someone that used to work there.
Harry Stebbings
Okay boys, we're going to do Grok. This was insane. The benchmark performance was incredible to see. Grok Destroyers competition on humanity's Last last exam. Grok 4 heavy 44.4% Grok 4 38.6%. The next closest competitor for reference to people was 26.9%. What did you make of this insane outcome level from Grok in such a short two year window?
Rory O'Driscoll
I think it's very sobering for everyone else, I thought, I. First of all, I think it's a really, it's a significant and important point, right? Because you know We've talked in the past how if you look at people's willingness to value raw startups at very high valuations, it's all about the idea that they're one of the few people who was part of the OpenAI anthropic. We know we can deliver a trained model, coterie of people. And it's been very much a small group of people, which is why they've all been paid 100 million bucks. Right? Grok, in two years, from a standing start, has gone to shipping a broad. I'm going to come back to the benchmarks in a second. But a broadly comparable ChatGPT type model with a slightly different vibe. They did it. It's a huge, huge achievement. And the fact that it's done makes you wonder about how you think about the valuations of some of these other companies. And maybe it's not as. Maybe the knowledge has disseminated out just a little further. So I went in and did some work, a couple of things. One is you check out the team at Grok, right? You just ask who are the engineering team and it's exactly what you expect because Elon's been around. He was, was founder of OpenAI, let's now remember. So it was early DeepMind people. It was some early people for some of the other key places. So it was not the headline people who wrote the attention paper, but one or two levels down, really competent people. And what the aha for me is this. With committed, clear leadership which for all he faults he own provides and a couple of billion dollars worth of GPU which see prior comment, the next level down people know how to do this too. The knowledge is disseminating and it will continue to disseminate from here. So that was my first big aha. They have shipped. They're the first folks that I didn't think of as part of the initial golden circle who have shipped. The broadly comparable thing that feels when you interact with it, like I get this is chatgpt if it was vibed up, a huge deal, a huge credit. And then the second thing, I just gotta say it how I'm sorry about this, but I just gotta say it. I was experimenting on Grok and using it, right? Trying to get it to say all the mean things and they've clearly stopped it. But the whole tone of it is very out there. In your face. Rah, rah. Urgent. I mean, I was just doing my work on it for preparation for the podcast and I was trying to think, where have I heard that before? He sounds Just like you. Grok sounds just like Harry. He's like, hey, legend, let's get going here. It's literally like talking to Harry. It's what Jason, you should try. Trust me.
Jason Lemkin
Yeah.
Rory O'Driscoll
Type, put, upload the contents and say, talk to me about this in preparation for my podcast. And it comes on and it's kind of. That's just so freaking amazing. These guys did this. It's so unfiltered. It's so not like boring old ChatGPT or Goody Two Shoes on Tropic. It's just like Harry. We should call the damn thing Harry. It's great.
Harry Stebbings
Listen, me and Elon partnered together. We'd been friends for many years.
Rory O'Driscoll
We've had the reinforcement, learning.
Jason Lemkin
Maybe they're using the first 50, 20 VC interviews, and it's great.
Rory O'Driscoll
Huge quilt. And you're a couple of minutes. I can't comment to the benchmarks because, you know, I get. I can comment on this. Feels comparable to the other two or three, you know, model providers on the advanced benchmarking. I mean, I've read some of the stuff that they published and then other people, there's a lot of gamesmanship, but I don't think that matters. What does matter is they've shipped. If they could deliver the business side of it, which is a big tbd, they could deliver a chatgpt like experience that would feel pretty much comparable out of the gate right now. So at that level, they won.
Jason Lemkin
I think they could win. I was wrong. When. When Grok launched, I thought it was a spite app. I thought it was a spite app and. And very little more. I thought, listen, he founded. Co founded open AI. Clearly he understands AI from Tesla at a fundamental level that other folks don't. And clearly the dude can recruit. He recruited Ilia to. To open AI. The guy can recruit. He knows talent. But I thought it was a spite app, right? I thought. I thought all of X was a spite app. I thought he bought it out of spite. I thought payments were spite out of PayPal. And I thought Grock was just. Just to dig that knife right into Sam Altman. But if you step back for a minute, he's shown that if you know what you're doing and you buy the GPUs and you assemble an S to your team, whatever this data exactly means, whether it's pulled ahead or not, you can fucking catch up only. And he has access to not unlimited capital, but at the edge of unlimited capital. He does not have the Microsoft headache. He does not have the baggage that anthropic has and he has an infinite horizon and the energy that we have never seen outside of Ironman. So I honestly went, in the last release, I went from Spite app to this is such a fluid space. You could see him pulling ahead of everybody in 12 months. It's very plausible. He has none of the baggage of everybody else and he can get away with crap like blowing up rockets or racist things. Roll it back and it's okay. And the other guys can't get away with it.
Harry Stebbings
Well, that brings into question then the next point, which is like there's reportedly a raise going now at $200 billion valuation. The third funding round in two to three months. If that were the case, the combination of GROK and X as a social network at 200 billion comparative to OpenAI would actually be a very fair and good deal to do.
Rory O'Driscoll
I wouldn't. To be clear, I gave 100% credit for the technical achievement. There was a technical bar to be cleared and he's cleared it brilliantly. I did not agree with what Jason said. It's not clear to me from that that it gives you anything commercially. In other words, I don't know if they can build as the third or fourth. And this is what we may be looking at, the over investment stage of this game in the sense that you have OpenAI, you have Entropic, you have Google. I think that's fair. Let's say you have Meta at best. I mean, even ignore in Mistral, even ignore in China. You're the fifth or sixth model provider. Right? That sounds like the airline business. High fixed cost. Will they be. Just because they completed the astonishingly hard technical task far better than anyone else did, doesn't mean they get to build business here. You can't will things into being at the business level. I mean, I think.
Jason Lemkin
Are you sure?
Rory O'Driscoll
We'll see.
Jason Lemkin
I think the best founders do will things into existence. That'd be my one challenge. All the best founders I know will it into existence.
Rory O'Driscoll
Philosophically, I think you can will things into being. I think you can will yourself to be the winner if something is doable. If there's not room in the market for the six player, no amount of willingness can make it happen. So the question is, what's the case for a whole bunch of people who have, as you remember what you said about early winners. I signed up for ChatGPT, I've signed up for my ChatGPT subscription, I've signed for a couple of others. Am I going to go and sign up for the Grok Subscription too. I mean it's funny and I like the interaction, but is it going to become my go to destination? Right.
Harry Stebbings
I don't know if it has your X data integrated and it's the only platform to have all tweets integrated. For me that would be enough.
Rory O'Driscoll
Especially when and let's just talk about that. And for the 10% of the world that likes Twitter and actually cares about these things, that would be great. But the truth is Twitter has always been a minority sport and I've enjoyed it because I like the minority game. But yeah, 20x the number of people want to share shit on Facebook as want to talk politics on Twitter, congratulations. You have your niche market to the extent you haven't alienated. But it's not just the mass market. And there's evidence that Twitter's doing better. I don't think there's evidence that it is. I don't think it can ever be anything other than what it is, which is the place you go for news, for politics, for arguments. And the dirty little secret. Most people want to look at pictures and just share shit on Facebook. So I don't think it'll be huge. I think they get that business. I think they integrate guac and Twitter. I think it's great. I like it, I'm enjoying it. There's a lot they can do. But I just can't conceive the steady drumbeat of taking over tens and hundreds of millions of consumers who've emotionally committed to Google, who've committed to ChatGPT and saying I'm going to go with Grok. So I think they'll achieve a very hard technical problem with very low rewards. So that's why I would pass a 200 million pre billion. I didn't mean to go on like that. Sorry, it's the coffee.
Jason Lemkin
I would have agreed with you 30 days ago, but this dude's committed. If this was a dalliance, if this was a side project, if this was a spite app like as it looked at first. But I think he has can bring a level of vision and commitment that his competitors can't. Sam Altman is listen, he's a gen. Is he the Steve Jobs of our era? Is he better do discussion but is he even really like a founder with no equity been fired once all his co founders are gone? It's just an unstate. My point is with open it's. It's wildly successful but it is unstable. I don't think Sam Altman can do anything he wants without talking to his nonprofit Board or convincing people. Elon can just fire up one of his jets or his rocket, fly wherever, raise a few more billion, fund it with SpaceX if he has to, like he's done before. And he can just be a friggin force of nature in a way like no one else can. Who in our industry can be a force of nature the way he can? Nobody. No one has the resources. The richest man in the world, even now, who can do this?
Rory O'Driscoll
Jason Comet agreed on every sentence of that, including, I want to say that I've enjoyed the fact that we for the last three minutes have deemed Elon the stable one. I think that alone is worthy of note.
Jason Lemkin
I wouldn't have known that.
Rory O'Driscoll
I'm going to say this. There's no amount I don't fully subscribe to the great man theory of companies. No amount of great man theory can make 400 million people, 500 million people decide they want to go on X. If they've already kind of mentally locked into ChatGPT. I don't think you can reopen that discussion. When you interact with the bot, you're like, yeah, that's better in some respects. But I just think it's one of those hard things to say. The market's already been taken, maybe it gets some share of it, but I don't think it displays ChatGPT at scale in the minds of the consumer, which is 80, 90% of ChatGPT business. You can get a minority share of it, but I don't think it'll be huge.
Harry Stebbings
It's really interesting you say that, Rory, because when you actually look at the hard facts today, I don't think Sam Altman's life has ever been harder. He's losing talent hand over fist right now. It's an incredibly challenging competitive landscape with the commoditization of models around him. And I mean, there's 10 other things, but the unwavering train of consumer demand continues stronger than ever.
Jason Lemkin
Yeah, that's the thing about consumer, right? If you hit it right, this is the. The classic VC ism. You can screw up almost everything as long as you nail the product market fit and consumer right for a while at least.
Harry Stebbings
That would be my pushback to you, Rory, which is you said no man can change 500 million people. Does that not go to the power of brand? Elon Musk is probably the most famous man on the planet at this stage.
Jason Lemkin
Two by two, famous and rich. Pretty much at the top of both, right?
Rory O'Driscoll
My guess is I know someone who.
Harry Stebbings
Thinks he's more famous, but Listen, I love Jamath too.
Rory O'Driscoll
I love that you said that. That was cute. The one thing I will say is.
Harry Stebbings
I had Edwin from Serge on the show and he said just a couple of things about this. He said one too many model providers are building for benchmarks and that doesn't actually mean that much. Number one, he said number two, Grok was incredible at a very small number of things and actually it was an embodiment of the verticalization of models and he thought we'd see more in terms of verticalized models. And he just said three, he hadn't seen a team work quite as hard and efficient as Elon's Grox team and he'd seen that firsthand with them being a customer. That's just his points I thought was interesting.
Rory O'Driscoll
I think all those things were true.
Jason Lemkin
The reason I'm like in the Elon camp here, the Grok camp is I guarantee you this man has a 10 year plan just like he did for Tesla and SpaceX and he is executing on it. And this guy is not the smartest person in the world, but he is in the friggin elite. Like if you add like cross functional smarts, like to understand everything, there may be no one smarter than him that actually works. There may be folks smarter than him that just play chess and invest money, but there's no one that is, that can do everything and think like this guy can. Right? This is 11D chess. This is not 4D chess. Like where we started this conversation. So if this man has a 10 year plan and he gets everything we've said, he knows the, he's, he knows the power of the chat, GBD pr. He knows Sam Altman personally, he knows Anthropic. He recruited half of the original engineers in here. Okay, his ten year plan is pretty good. Good. I just can't see all of it, but I see little hints when he says my entire team now just sticks their code in Grok rather than use cursor anymore. That sounds like a snippy Elon comment. But maybe, maybe we're seeing a little of the ten year plan there, right? It's just. I wish he published it like he did for Tesla because that was one of the greatest founder memos of all time. The first ten year plan, right? It was just. If you, if folks haven't read it, go Google. It's like 2004 or something. He told you 10 years of Tesla and it all happened, happened. I mean a few of it happened differently, but this Guy's got a 10 year plan and he's got. He can commit hundreds of billions to it. Who else can do that?
Rory O'Driscoll
The good news, Jason, is that bed is clearly going to be available to you. I look forward to the episode where you talk about your commitment to the recent.
Jason Lemkin
At least a token. At least. I'm going to go on Robin Hood and grab a token for this. For this bad boy.
Harry Stebbings
Oh, he's gone.
Jason Lemkin
That I don't need the underlying security. I'm just going to buy the token. Why would I do get me some OpenAI at 200 billion.
Rory O'Driscoll
We have.
Harry Stebbings
We have Vlad on the show and he said the imperative to tokenization success is the ability for companies to be tokenized without their permission.
Jason Lemkin
That's my point. I should be able to buy in Robinhood OpenAI today.
Harry Stebbings
I thought, Jesus, Vlad is good. He is good. By the way, guys, like, yeah, it.
Jason Lemkin
Was a good episode.
Harry Stebbings
Can I ask you. We've got matter invest three and a half billion in Ray Bans. 66% of HR managers use AI to make layoff decisions. Cyber starts. I think the best fund in the business. Raises $300 million. Secondary fund. We can choose one of them. Which one do you want to choose?
Jason Lemkin
I suggest this one. So I'm going to pick it. Even though it seems obtuse, I think it's interesting. Meta putting three and a half billion into Ray Bans. The reason I think it's interesting is it just shows us the scale today and that we started this talking about three billion, two and a half billion into Windsurf and Google and like it's. This is nickels and dimes. These are experiment. And. And we think it's a lot of money and it is a lot of money. But if medican throw three and a half billion into ray ban for half a percent or something, I don't know, 1% or something like that.
Rory O'Driscoll
Yeah, yeah.
Jason Lemkin
But a token amount of ownership. Right. Single digits. Then the numbers here are. They're tough for us to even understand what is material or immaterial in the age of AI. Right. The bets are so big, the numbers are so large that this makes Windsurf look like just one line on our afternoon. Strictly VC. It doesn't even make it look material. 3.5 billion may not mean anything in the next 24 months in AI. It may not make the ability above the full news in. In AI. That's my takeaway. Like people weren't talking about. It's nothing.
Harry Stebbings
I didn't see it until you sent it.
Jason Lemkin
Well, I have like 11 pairs of these AI. Ray Bans. So I do follow it a little bit. Right. Yeah. I'm going to try to vibe code with them later today if I can.
Harry Stebbings
I don't know. That's gone viral though, which is, you know, the information have started the information TV which competes with tbpn. And they had Mark Zuckerberg and they had Mark Zuckerberg on for the first episode and it got like 30 likes in nine hours. And I just tweeted this shows you how hard media is. Mark Zuckerberg on your show gets 30 likes in nine hours. Five years ago that would have been a viral show that trended on Twitter. Literally.
Rory O'Driscoll
Yeah, it's.
Harry Stebbings
No one cares.
Jason Lemkin
Well, I mean it's not an important company. It's not one of those to go into the. Tying it back to the information and it's unpaid intern. It's. This is. I mean it had its moment, Harry, but it's not one of the important companies today. It's not. It's not a meaningful company.
Rory O'Driscoll
We're going to off piece.
Harry Stebbings
Okay. We're going to do a quick fire. I've got some good ones. Okay. So we are going to start with who, by the way, I love the way that our last Kalshi Quickfire round was beaten by the market. Linda Yakarino. We were like, yeah, so Kalshi quick fire round. Who will be the next CEO of X? Elon Musk, 19% Sriram Krishnan, 16% or other.
Jason Lemkin
I think this is a trick one. I'm going to vote other because I don't think there will be a CEO of X again because X is reorged. Right. X is an AI company now, of which this X consumer app is a piece of it. Right. And so I don't think Elon's going to hire another. Another media. I mean there'll be someone that has to run this business, a president or a gm. But he's going to run this. I think I'm voting for. I guess it's. It's Elon because the parent company, he's got to run it. It's Tesla level. I don't think he wants to run Tesla and I don't think he wants to run this, but I think he has no choice. It's too complicated now. This is not just doing the ops for Twitter, firing half the team and getting the tweets to load faster and selling some ads. It's just this is much bigger now.
Rory O'Driscoll
I agree. In the sense, yes. It's an other person who's really Elon but won't take the title because it will just irk the people at Tesla too much in current dynamics. But yes, he will be in charge. I mean you guys have to say that. Can you just spend 10 minutes telling me how Guatt is going to take over the world? And the truth is if this thing is going to take over the world, he's going to want to be running it. So you guys can believe that.
Harry Stebbings
Will another S&P 500 company buy Bitcoin? This it doesn't finish this year. Yes. $150 returned on 100. No returns you $217 on 100.
Rory O'Driscoll
That's the most significant. Well, I mean it's an easy bet, but yeah, the most significant fact is it's more likely. The market's thinks it's more likely than not. You know, it's almost certainly going to happen. Yeah, there's going to be a couple of other tech companies at least to do this. So it's. I would agree, you vote yes and take the 50% step up even though it's not a great payoff because it's going to happen.
Jason Lemkin
I think 100% of S& P companies are going to buy bitcoin over the next 48 months. 100%. I think it's going to become part of the standard treasury function in the CFO's office that has cash, it's going to be part of cash management and they're just going to allocate it it. So this year it's got to be. I think, I think it has just become. Listen, I'm not a crypto dude, right. And I still have some skepticism. But it is too mainstream, right? It is too mainstream and it's going to become part of the Treasury Department and people will dial it up or down to try to get a little more juice or to, or to have different strategies. I don't know how many people are going to be like the micro strategy one. Right. I don't think they're going to turn into holding companies with their cash, but I think so. So I think that's my subtlety of the question. Think I, I think it's going to become mainstream. Treasury Department asset, short term securities, cash. We're not doing gold at our public company. That's a little complicated. But we're going to have some bitcoin. It's very, it's liquid and it has some benefits in the market. So we may have 10% of our holdings in. In it and the volatility will be annoying as a public company. Right. Because it will. It will go up and down a little bit, but I think it'll. I think everyone will have some exposure.
Harry Stebbings
If that is true, that is a lot of upside from here.
Jason Lemkin
Like, I'm not a bitcoin fan, but I don't see any, any. Anything but more demand in the foreseeable future. It's hard to see a decline in demand.
Harry Stebbings
Well, the best investment I made was I stopped drinking four years ago and I put $2,000 per week into bitcoin instead of booze.
Rory O'Driscoll
Yeah.
Harry Stebbings
And that's done well. Yeah.
Jason Lemkin
It's their way to do it.
Harry Stebbings
Final one, boys will meta release llama 5 before January. Yes. $307 returned on 100. No, 131 on 100.
Rory O'Driscoll
No's the right bet. Because if Llama is defined as an open source product, didn't we just say that they're kind of slowly backing off that. So will they release some closer version? Probably. I don't know.
Harry Stebbings
Do you think that will be another open source Llama model?
Rory O'Driscoll
Rory, usually when people come in and you spend $20 billion because the old thing isn't working, tend to be humans tend to say, well, whatever I do, I'm going to do different than the old things. So. So probably most of the things that were being done won't be done. So if it was open, it's closed. So I think that when you have a regime of violent change at the expense of $20 billion, it's unlikely you just continue on with the same plan as the old guys.
Jason Lemkin
Listen, I think Rory's got the. I think whatever the answer is, it's different than 30 days ago. Right. With Alex Wang and Nat Friedman and team, it is completely blown up. This is not 180 day planning cycle. They've already worked nonstop to reboot this whole thing. And if they think they should shoot llama 5, they've already shot it, they've debated it. If they want to release it because a different team is doing it and they're going to reboot it just to. Just to get it out that that's possible. But this doesn't seem like a team that's doing something performative. Right. So it's hard to imagine what was in place before them, stays on the same schedule. And it's hard to imagine they can work faster with something already in the pipe. But that is possible. Sometimes. Sometimes a great team can pull stuff forward. Right. It really, really can't happen. So all I know is it's radically different. So I'd be making up my bet making this bet up. But I'll say yes anyway because they want to get something out.
Rory O'Driscoll
Up until the last sentence, you had me. I'm actually. You actually convinced me. Your talk track convinced me even firmer to be a no. Which is odd therefore, that you ended up with a yes, because you're. Exactly. If you brought in as these new wily, talented people and you're here to make a difference and you know that the first move you make is gonna be scrutinized by everyone who wants to second guess that $14 billion check. The last thing you do is ship some lame ass version of the prior guy's work. The first thing you ship is gonna be yours and it's gotta be awesome. So I'm increasingly convinced no.
Jason Lemkin
Well, you get a chance to kill it. If you don't love it, you should kill it.
Rory O'Driscoll
You should kill it if you don't love it.
Jason Lemkin
If they don't love llama 5, which they didn't build your first week, you should kill it. It'd be idiotic to release it and be responsible for something you didn't build and believe in spin. Right? It would be idiotic.
Harry Stebbings
Boys, it's been a busy day for Jason. He's invested in Grok and Lovable today.
Jason Lemkin
So it's been a good day.
Harry Stebbings
Jason's done his deals for the year. This has been great, guys. I love my time with you. Thank you for joining me.
Jason Lemkin
Rock and roll.
Harry Stebbings
Now, I want to make those shows the best shows they can be. So please let me know what we can do to make them better. Improve them. If you want us to have a guest on the show, I'd love to hear your thoughts. Email me harry@@20vc.com and you can find the show on YouTube by searching for 20VC. But before we leave you today, let's talk about agents. Specifically Piper, the AI SDR agent brought to you by Qualified. The agentic marketing era has arrived. And if you're a B2B marketing leader looking to scale a pipeline generation. Piper, the AI SDR agent.
Jason Lemkin
Wow.
Harry Stebbings
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Podcast Summary: The Twenty Minute VC (20VC) – July 17, 2025
Host: Harry Stebbings
Guests: Jason Lemkin & Rory O'Driscoll
Episode Title: Windsurf x Google x Cognition: Full Breakdown: Who Made Money, Who Did Not | Lovable vs Replit: Will These Be $100BN Businesses | Why Elon Could Beat Sam Altman with the New Grok | Why Every S&P 500 Company Will Buy Bitcoin?
Harry Stebbings inaugurates the episode expressing his excitement and anxiety over the recent Windsurf deal. He introduces his guests, Jason Lemkin and Rory O'Driscoll, setting the stage for an in-depth discussion on the Windsurf acquisition, the performance of Grok, the competitive landscape between Lovable and Replit, and broader industry trends like Bitcoin adoption among S&P 500 companies.
Notable Quote:
Harry Stebbings [00:31]: "This was an incredible discussion and I'd love your thoughts."
The core of the episode revolves around Cognition's acquisition of Windsurf, a deal that has stirred significant attention due to its rapid execution and the dynamics involving major players like OpenAI and Google. The conversation unpacks the complexities and ramifications of the deal structure, especially in light of regulatory scrutiny from the FTC.
Notable Quotes:
Jason Lemkin [00:00]: "Windsurf was hopeless before this deal... It sounds crazy because they have the people."
Rory O'Driscoll [05:27]: "This is one of those Agatha Christie mysteries where anyone could have killed the victim."
A significant concern discussed is the impact of the acquisition on Windsurf's 200 employees. The deal primarily benefitted the top engineers and investors, leaving a substantial number of staff without favorable terms. The guests debate the ethical responsibilities of the board and the founders towards the broader team.
Notable Quotes:
Harry Stebbings [12:34]: "Does the board and the founding team not have a responsibility to the team members beneath them, 200 of them, to find a better outcome?"
Rory O'Driscoll [13:03]: "I do not believe anyone involved wanted to save 5% of their consideration by sticking it to people."
The discussion shifts to Grok, Elon Musk's AI model, which has shown exceptional benchmark performance, outperforming competitors significantly. The guests analyze what this means for the AI landscape, especially in competition with established models like ChatGPT.
Notable Quotes:
Rory O'Driscoll [56:29]: "Grok, in two years, from a standing start, has gone to shipping a broadly comparable ChatGPT type model."
Lovable and Replit are scrutinized as potential billion-dollar businesses. Jason Lemkin shares his positive outlook on investing in these platforms despite high churn rates, emphasizing their brand strength and market positioning. Rory O'Driscoll counters by highlighting the challenges in sustaining such growth and the differences in target markets between professional developers and non-developers.
Notable Quotes:
Jason Lemkin [37:10]: "If I could invest in Replit or Lovable at 2 billion, it seems like a much better deal."
Rory O'Driscoll [39:23]: "100% of developers are going to buy a tool like cursor, like Windsor, because that's how development is done now."
Elon Musk's ambition with Grok is juxtaposed against Sam Altman’s leadership at OpenAI. The conversation delves into Musk's unique ability to execute large-scale plans and his commitment to outperforming competitors, potentially outpacing Altman given his resources and strategic prowess.
Notable Quotes:
Jason Lemkin [64:36]: "I think he [Elon] has a 10-year plan just like he did for Tesla and SpaceX and he is executing on it."
Rory O'Driscoll [65:33]: "It's an Agatha Christie mystery... we have to think about how these moves affect the broader AI competition."
A forward-looking debate centers on the likelihood of S&P 500 companies integrating Bitcoin into their treasury functions. Both guests agree on the mainstreaming of Bitcoin, with potential inclusion in corporate cash management strategies despite inherent volatility.
Notable Quotes:
Jason Lemkin [73:32]: "I think it's going to become part of the standard treasury function in the CFO's office."
Rory O'Driscoll [73:50]: "I would agree, you vote yes and take the 50% step up even though it's not a great payoff because it's going to happen."
In a rapid-fire segment, the hosts and guests engage in light-hearted questions, predicting various industry moves such as the next CEO of X, Bitcoin investments, and the release of Llama 5 by Meta. The responses reflect their insights and personal betting on trends.
Notable Quote:
Harry Stebbings [75:12]: "The best investment I made was I stopped drinking four years ago and I put $2,000 per week into bitcoin instead of booze. And that's done well."
The episode wraps up with discussions on the future of AI acquisitions, the sustainability of high-growth startups, and strategic investments in emerging technologies. Harry Stebbings teases a special upcoming episode featuring Scott Wu, founder of Cognition, signaling continued exploration of the Windsurf deal.
Notable Quote:
Harry Stebbings [77:54]: "If you're not doing this and you have the chance and is one of 20, you shouldn't be doing this business."
Windsurf Acquisition: Cognition's rapid acquisition of Windsurf underscores the volatile and competitive nature of the AI startup landscape, highlighting regulatory challenges and ethical considerations in deal structures.
Grok's Success: Elon Musk's Grok showcases the potential for high-performance AI models to disrupt established players, emphasizing the significance of leadership and resource allocation.
Investment in Lovable & Replit: Despite high churn rates, brands like Lovable and Replit present compelling investment opportunities due to their market positioning and scalability potential.
Bitcoin Adoption: The integration of Bitcoin into corporate treasuries is viewed as an inevitable trend, reflecting its mainstream acceptance and strategic value in financial management.
Future of AI and Acquisitions: The episode emphasizes the importance of strategic foresight in AI investments, the sustainability of growth, and the evolving dynamics of tech acquisitions.
Harry Stebbings [00:31]: "This was an incredible discussion and I'd love your thoughts."
Jason Lemkin [00:00]: "Windsurf was hopeless before this deal... It sounds crazy because they have the people."
Rory O'Driscoll [05:27]: "This is one of those Agatha Christie mysteries where anyone could have killed the victim."
Harry Stebbings [12:34]: "Does the board and the founding team not have a responsibility to the team members beneath them, 200 of them, to find a better outcome?"
Rory O'Driscoll [13:03]: "I do not believe anyone involved wanted to save 5% of their consideration by sticking it to people."
Jason Lemkin [37:10]: "If I could invest in Replit or Lovable at 2 billion, it seems like a much better deal."
Rory O'Driscoll [39:23]: "100% of developers are going to buy a tool like cursor, like Windsor, because that's how development is done now."
Harry Stebbings [75:12]: "The best investment I made was I stopped drinking four years ago and I put $2,000 per week into bitcoin instead of booze. And that's done well."
This episode of The Twenty Minute VC offers a comprehensive analysis of recent high-stakes deals and emerging trends in the venture capital and AI landscapes. Harry Stebbings, alongside industry experts Jason Lemkin and Rory O'Driscoll, provides valuable insights into the strategic decisions shaping the future of startups and investments.