SpaceX closes the $60 billion all-stock takeover of Cursor. Your gross margin problem is my revenue opportunity for my Colossus cluster. Pessimists sound smart, optimists die rich. OpenRouter, $7 billion acquisition by the Irish Polson Brothers. It'll be like the Scale acquisition. It will be the start of something that gets bigger. I don't even think this product will exist in five years. Anthropic turns its first profit on $11.5 billion of Q2 revenue. You can't add expenses below the line fast enough to stop yourself making money. The only thing that matters will be the growth rate in the '27 and '28 projected revenue. Someone who was hired with a million-dollar package in '23 ended up making $51 million four years later. On the consumer application side, Higgsfield raised at a $5.5 billion price. And then you have Lovable raising at a $13.3 billion price. Guys, we've talked about these companies a lot. How do we think about them? Ready to go.
Boys, we are back. We have some mega news this week. SpaceX closes the $60 billion all-stock takeover of Cursor, minting thousand-x returns for the likes of Anthropic, Partovi, Neo. OpenAI's startup fund is a mega winner who invested six to eight million dollars very early, which, Rory, I thought of you when you said before about Elon Musk giving Sam billions of dollars through gritted teeth, and many others thrive, and most importantly netting huge returns. What do we have to say on this one? It's the closing of an already announced deal. Thoughts?
I just had three thoughts on it. One is it's just super, you know, we've been doing this show about 70-something weeks, you know, or so on. So much has changed in the middle of it, or maybe a third of the way in. It almost seemed like Cursor was dead. You know, no one's portfolio companies were using it. I don't even remember if Claude Code existed when we started the show or not, right? It might not have. It sounds so crazy. I'm not sure it had launched, right? So Cursor was super easy. LA rockets to half a million in revenue. Half a billion in revenue. Claude Code comes out and all it seems like everybody's moved like Cursor's dead, right? Cursor goes multi-model really early. It changes everything and rockets to a $60 billion outcome. I mean, forget about that. It started as an email client, right? That fun little thing from Hacker News. I mean, God, what a — I can't imagine what a roller coaster it was on behind the scenes. This was not actually 100% linear progress to $60 billion. Um, pretty, pretty crazy. I think the rate of the rate of change and the one thing I just kept thinking is, um, and it's tough, it's how important it is to be beyond agile, because I think so many teams would have given up on that journey, right? Oh my God, Claude Code came out, I got to build my own LLM, I got to do like — and it just, I mean, I, and it's just, it's so hard to keep up with the rate of change. And there's probably been three different Cursors since we started other than the email client. That was my main thought. The second, someone, is how it ended up not even being that expensive by the time the deal closed.
And you say that because it's going to be at $6 billion end of year and then you're paying 10x, or you mean it because —
Yeah, paying 10x forward revenues. And it went from something earlier in the show, it looked like it would be gross margin negative, right? When we started the show, it'd be like, well, Cursor is a joke because they're selling a dollar worth of tokens for 80 cents or 50 cents to the world. Of course it works, right? This was the classic thing that VCs would mock when we started this show. And it was true, right? Turn around everything from open weights and everything. It's a pretty darn good business model selling at 10 times forward revenue. I mean, that's a — Elon got a — Elon was a shrewd buyer.
I'm intrigued why Zuck didn't buy it. He's building the model capabilities with Alexandr and co. He's missing the enterprise capabilities. This would have solved that in a similar way that it solved it for xAI.
Interesting tangent. And yes, if the logic is, hey, you've got a whole bunch of compute but not an obvious business on top, the two people for whom that's true are Meta and SpaceX. And you're right, SpaceX did it and Meta did not, right? So that's, yeah, at a high level, it's a fair point. But one of the things we pointed out in the agenda is SpaceX could move a little more exp — they didn't do one of these weird acqui-hire things. They just bought it like a regular old corporation. They didn't have any antitrust — I mean, they actually filed for antitrust, they got quick clearance. They didn't have any compelling issues with that. I don't know if the seller would have had the same confidence that the seller would have the same confidence that Meta would have gotten through, right? Just given their DOJ — they just probably are going to have the DOJ more kind of crawling through what they do. So that would be one argument. It may also be, to be very direct, no one else had the stomach for the bet on the way Elon does. And I mean, yes, Meta is relevant here in terms of fitting the characteristics of lots of compute, no compute business on top, but Elon has the biggest advantage, which is the stock is trading high. They're doing what, 20 — I mean, it's $8 billion last quarter in revenues, call it $30 billion growing, round up to 50. What the hell, you know, right? It's still 40 times revenues, right? Picking up a big asset, as Jason says, at, you know, 15 times current revenues, maybe less than 10 times year-end revenues, dirt cheap for him, right? A net accretive day one in a way that probably wouldn't be as true for Meta. I haven't thought about it all that much because frankly, until you mentioned it, I hadn't thought of that. But this was, I mean, one of the things for me is if you zoom out and just reflecting back on Jason's comment on the gross margin negativity, right, that's true. That story was true when it happened and it's still true today. There are challenging margin issues, right? And when you reflect on the journey, you kind of — the negatives that you can cite along the way tend to be true. They're correct. Those were real. And it's a question of the positives. And when you look at an investment, the positives in terms of market trajectory just outweigh the negatives. I mean, it's easy to sound very kind of financially smart and say, oh, in the end, everything has to generate free cash flow. This doesn't have gross margins, so quote, in the end, it's worthless. But it's wrong because along the way, when you have a market that's exploding like coding, that's a huge market. Remember, this is the biggest market for AI. Like 70, 80% of Anthropic's trillion-dollar market cap is predicated on this, right? If you have the number two player in that space and you're growing hyper-fast, then even though, yeah, you got gross margin challenges, the buy, especially in a kind of optimistic forward-looking market, the buyer's going to look past that and say there's only one or two ways to play in this space at a meaningful level, and it was just a perfect fit. Right? In a very, frankly, in a very different capital markets, it could have been a very different story. You know, oh my god, there's no capital. Oh my god, the gross margins. Oh, no free cash flow. Maybe you have to slow down and do a very different trajectory as Cursor. But in this market, they were able to go balls out, for lack of a better word, have those tough gross margin stories, and then find a buyer who not only was willing to look through it, but actually had every incentive, every ability to solve it because he's like, your gross margin problem is my revenue opportunity for my Colossus cluster. So it just shows, yeah, the issues, the negative issues didn't go away. They just got swamped by the optimistic take. And that's why, you know, it's the old cliche we talk about, you know, pessimists sound smart, optimists die rich, right? Those guys had — Jason said it — there was probably some very tough days, but they had the guts to keep moving forward. And because the market's huge and because frankly the environment is risk-on, they've had an amazing result. Good luck to them, you know.
And on the Meta thing, it's just a detail. I guess it's a parallel universe question, but I mean, Zuck would have had to pay $80 billion, $70 billion in like a week to do the deal, right? That'd have to be very core because don't forget Cursor, what happened was Cursor was about to close around $2 billion at $50 billion, right, from Andre and friends. And Elon — Elon did what you have to do in that situation. What does it take? So he bid $10 billion more, right? You've got a deal at 50. I mean, Zuck did Instagram and WhatsApp like in an hour on the back of a napkin and paid high, right? But I think Elon did even better. What's it going to take? They were already working together with Cursor, right? They're already working together. We're going to do the round at 50. How about 51? No. How about 60? How about 60? Okay. And well, the deal might not happen. Well, what if we pay you $10 billion if it doesn't happen? Well, okay. I've removed all the objections from the deal and I'll let you run the company the way you want. Right? I think it was three points and they shook hands and did the deal. I mean, Zuck can do the same thing. He's done it at least twice, but you got to want it bad to do it, right, at $80 billion. And he would have had to move even faster. I mean, Rory's, of course, right. Elon had the ultimate stock and currency to do this deal, right? And the ultimate match. But to do any of these deals, I think you got to be Elon or Zuck because you got to just strike this deal in a week at $60 billion. I mean, it's only a handful of people can do this, right? I don't even know. Only a handful.
Agreed. And you know, I was reading, you know, Noah Smith, who's kind of a dem-center but moderate centrist blogger who's not an Elon fan, just wrote a great piece about a year ago that says only a fool denies that Elon Musk is wildly effective. He is, you know, regardless of your opinion on the merits of it, he's one of possibly the most effective person on the planet at getting [__] done when it comes to industrialization, physical AI, and AI, right? And you know, from a standing start a year ago, he built the cluster and then he bought the product to sit on top of it. And he took SpaceX from literally a year ago being a really amazing rocket and satellite connectivity story to being, as the S-1 says, at least in terms of the quote future prospects, 89% an AI story. I mean, you saw his tweet, you mentioned it a year ago, you know, I've underestimated — some version of underestimate AI time to go. He went from a standing start to owning more compute than pretty much anyone else and owning a product, the most important product to fill that compute, in less than a year, just over a year. That's just wildly effective management. Just it's world-class in getting [__] done. The other small factor, just thinking about it, we can move on, but imagine you are Michael Truell, right, and things are going pretty well. You've got a term sheet from — you're what, 24? You're a paper deca-billionaire. And Andreessen and Nvidia and Thrive want to put in money at 50, right? You're not that cash-motivated. You could take out a billion, right, or 500 million, right? Things are going okay. These are very rare deals, but even though working with Elon in a year might turn out to be terrible, right, I would much rather initially work for Elon than for Zuck personally. I would do it like — Elon is the guy I want. If I had to work for somebody, it'd be Elon. I mean, he is better than me. This guy is [__] rockets. He does everything. And Zuck's firing everybody and going crazy because he doesn't have an LLM. Not that he isn't one of the greatest entrepreneurs, but I wouldn't want to work for Zuck, but I would want to work for Elon. And that actually matters. It may be a mistake in M&A as a target, as a CEO, because we've all — when we've been founders on the other side, we've made mistakes here, right? I tell ad founders to ignore it. Ignore the brand. Ignore what you think the job is today because you have no idea in 24 months what the hell you're going to be doing. But it is incredibly emotionally important to founders to land in something they want to land in, right? And I would not want to land at Meta today. If I was Alexandr at Scale and I got $24 billion and I had a tough business, maybe. But this one, man, I'll take Elon over that one.
Do you think Amazon or Meta go, eh, we'll take Cognition instead? Is there a knock-on effect for the second player in market, which I think arguably now would be Cognition?
There's actually a quality of absolute imperative to do something. You know who has to, and I think SpaceX had to because they had all this compute and it looked like they had to fill it. Now subsequently they've also been able to rent that compute to Anthropic and Google. I don't think it's nearly as existential for different reasons to the two you named, and I'll name one for whom it is. For Amazon, you know, they're in the AWS business. I mean, they got lots of contracts with Anthropic. They basically have the compute for Claude Code. So they're basically getting the inference-side revenue for that. They don't own the model, but it's important, but not imperative. They've never done a $60 billion deal that they're starting now. Meta, that to me is more, again, unlikely. And the reason they didn't do it earlier is their core business is an ads business. It's freaking amazing. This is literally — I have a wonderful ads business. It kicks off north of $100 billion. I've chosen to do this new AI thing. We can pretend it's strategic, but it's really I just freaking really interested in it. I don't know if you have to do another $60 billion deal on top of that one. So not as imperative. I think just to put it out there, I'm going to name the company for whom this market matters is Microsoft because you remember he's now long since gone and owns a basketball team, but Steve Ballmer would jump around the stage, sweating, screaming, it's developers, developers, developers, right? And the fact that they've lost that connection with developers, that GitHub is now a trailing-edge product, is to me over the medium term pretty significant loss. I mean, operationally the numbers are fine. It's a well-run company. But if you wanted to name people who should want to own a leading state-of-the-art coding product in this brave new world, clearly the number one person is Microsoft. Now the antitrust issues would be a longer discussion, but I don't think — in other words, I don't think owning the developer is existential for AWS. I definitely don't think it's existential for Meta. It's 100% existential over the medium term for Microsoft. There was a fantastic tweet that said Satya should buy it and then make Scott the CEO of Microsoft. I thought that would be a rather ridiculous thing to replace himself, but I actually thought Scott would be a rather brilliant CEO of Microsoft.
My experience with big-company M&A is that the idea that — Harry, what did you say? That you feel like you've got — someone else feels like they have to do a deal? What was the term you used? Sorry.
You feel like they've got to — folks have to jump in to respond to Cursor, that everyone else —
Yeah. Yeah. My experience is that doesn't happen. It doesn't actually get everybody else to say, hey, I've got to go buy Cognition. My experience is that usually the other thing happens. I wanted to buy Cursor. I lost Cursor, or I didn't even know I lost Cursor because Elon swooped in. Now it pushes it up my existing priority list. That's how number two and number three get bought. Not because there's a panic for land grab, but because I didn't get what I wanted, right? That's when you got to be really thoughtful as number two, because that's when you get bought as number two and number three. Really, when just number one just gets taken off the table. It's not so much a land rush. It's just I thought a lot of times acquirers are like, I thought I had more time. Maybe Satya is like, I thought I had more time with Cursor. Like Andre, do it at 50. I could do it at $100 billion next year. I wanted to wait and see. And they thought I had more time, you know, and they didn't. So then they go buy number two. A couple times I've said on the other side, I don't know that it creates such a strategic arms race that everyone just gets picked off instantly. That might be a VC partial myth.
There's another mega acquisition that happened this week. It's not quite the $10 billion that was reported, but OpenRouter, $7 billion acquisition by the Irish Polson Brothers. Rory, your brethren. Um, yeah. I mean, what an incredible journey. Alex Setlur, CEO, who I just had on the show, he founded OpenC before. It's obviously the leading LLM routing company. Raised a Series B. It was a $1.3 billion valuation just four months ago. So it's 5x that or CapitalG. It's a 12x for Menlo. And how do we think about this? It's widely reported. Now it's confirmed.
You can see intuitively how Stripe gets there from here, right? Is that, you know, when you look at their existing business, it's kind of a — they get paid a small percentage of the money flow to manage complexities in collecting cash via cards and also by ACH. And here they're going to get a small amount of the money flow to manage the complexities of picking models and running, you know, as an enterprise using a single API to run, you know, tens of maybe hundreds of different models. So kind of I can see at the conceptual level it totally makes sense. And a lot of lift recently has come from — even on their payments business has come from just their customer base being so AI-forward that every time you spend money with OpenAI or Anthropic on a credit card, they get some of that money. So I can totally see how they get there. And again, it's some version of the same thing as the Cursor comment. You can do the old intellectual, oh, what are the barriers to entry for this business? Oh, over the medium term there'll be lots of people and there's a ton of weenie router companies out there and everyone's building one. But it turns out in an early land grab when people are moving, you know, remember the meta market here is growing 10x a year. If you take Anthropic's growth rate as the big picture comment here, right? If you move early and you build a useful part of the infrastructure, right, you will probably find an acquisition at a price that doesn't make any sense on a DCF to you basis, but makes huge sense to the acquirer because OpenRouter — just like Elon will turn Cursor into cash flow far quicker than Cursor could have turned Cursor into cash flow. I'm willing to bet Stripe will turn OpenRouter into money probably quicker than OpenRouter could do on a standalone basis. So these kind of — this is what happens in a crazy market is that if things slow down, a lot of these — the acquirer would run the buy versus build and say there's no hurry, we've got five years. When things are moving as fast as they are now, you're going to see, in my view, until such time as you see the correction and the acquirer currency diminishes, you're going to see a whole bunch of people like on shopping say, screw it, I want to be in world models, I'm just going to buy the card, I don't have time. Screw it, I want to be in — you know, Stripe, screw it, I'm huge in payments, I want to be in the AI inference flow. Quickest thing I can do is spend $7 billion, some of it stock, get these guys and be rolling in a week. This is what you see. You saw it at early internet stage. You saw it back in times even before that. That would make you cry, Harry, if I even mention them, right? When things are moving really quickly in a buildout, you just see these kind of amazing acquisitions where the value to the acquirer dictates a very healthy price. And it's one of the reasons why venture works. You go right out there in the risk continuum, but if you time it right, you know, you can get these kind of returns. And you know, well done a16z. Well done, Menlo. Well done, CapitalG. It's a reminder, you know — one thing, I have a couple thoughts if you want to get into — but it's a reminder, you know, how weird revenue is in M&A because if you're bought by PE, like revenue and top and bottom line are incredibly important down to the significant digit, down to cell G38. Okay. If Workday goes private, exactly what its DCF will look like in 2032 is so important. The weirdest thing about M&A with big companies is revenue is so important to argue over multiples and the price. Like it's so important to price, but it's irrelevant because it's all about what Stripe can make out of OpenRouter, right? So it's just such a weird thing that your revenue going into big M&A actually doesn't matter at all, even though it's probably the biggest input to price. But then it's irrelevant — like Stripe, what's OpenRouter doing, $70 million, $80 million today? Stripe does not care for that money, right? And so you often see acquirers will abandon even the existing revenue to do the revenue. It's just such a weird paradigm. But I would just — two things. Rory's right, Stripe actually appears to be very good at acquisitions. It's how it accelerated into crypto and otherwise. They're good at it. The flip side you could say is maybe they should be better at building these themselves, right? That's the grouchy version. Why didn't you build it? But if you're good at M&A and this is 5% of your market cap plus cash, right, and you want it tomorrow, it makes sense. If you're good — you have to be good at M&A though, right? And then you do it. The counterpoint is I love OpenRouter. I talked about it on the show like six months ago. I'm a customer. I'm a user. It was brilliant. It was one of these pieces of software like ElevenLabs which is just instantly easier to deploy. It's just elegant. It was just a beautiful piece of software, but it's pretty niche.
In what sense, Jason? Just a genuine curiosity.
So let's talk — let's break. So OpenRouter, as I understand it, and I think it's right, is really strong in sort of developer-type tools where you want a simple way to pick a model. Okay? Because you can pick any model. You don't need to get on Fireworks. You don't need to set up anything. And it's really, really, really strong with chatbots where — like they don't have to be perfect. When you're talking with my digital Harry or digital Rory, you don't need perfect outputs, right? You can route between models based on availability, and those are their two niches. Now let's talk about workflows with a lot of reasoning for B2B when it has to be accurate. Like you're going to bounce back to one or two models because you can't have model drift. You can't be routing from Kimi to Qwen to 4.6 to Fable and all of a sudden your B2B workflow that has to be perfect drifts from all of them. It drifts. Even just going from like one Opus model to another, you see drift. You have to QA it, requalify it, fix it, test it. So for high-reasoning models, people do that — that frontier-esque outputs, right? People don't rotate through 11 models, and I don't think OpenRouter is the right product for that. And that's fine. They get that too. But I think Stripe is, hey, listen, any transaction on planet Earth, we can take 2-point-something percent. Fair. But it's not going to be true for OpenRouter. It's a niche. It's a wonderful niche product. But in the world of routing, which everybody does — Databricks does, Replit does it, Lovable does it, Vercell does it — it's a niche product with two really good niches. But this is the risk to Stripe is that they end up owning a niche, a successful niche product, and that's not — their DNA is not niche, right? It's just not the reason.
First of all, I do think that's fair because, you know, we internally agonized about this space and that was exactly what we were angsty about. And you're right, and your framing is exactly correct. Like the positive trend — let's spell out the positive trend — is as long as you have the frontier model trying to extract $100 billion in revenue from you this year and you're an enterprise, you're going to want a plan B, right? At least to keep the thing honest. So you are going to want some kind of routing. It's what you said that resonated with me, Jason, a little bit, which is remember when cloud was starting, people like, oh, I want to be multi-cloud. It's really hard to be multi-cloud here. Maybe I want to be multi-model, but maybe I only want two or three models, and therefore I don't need this kind of routing functionality. That is the risk. If your enterprise customer decides I need to flip between three models but not 10, then your value here goes down, right? I would imagine the positive spin is your value here goes up to the enterprise if you can build on top of just picking a whole bunch of normalization of all those options and try and commodify the model. So that's the kind of tension point. The more you can do that and the more you can service the people who don't care all that much, the better your business. But you're right, if JPMorgan says I want more than just Anthropic, but I'm not going to qualify 10 models, I'm just going to work with Poolside as my plan B and then offload the rest to something else, then you're right, then you have niche and you don't get that revenue.
Yeah. Like for example, like this week Rippling posted their view as a B2B player of what models they use. Right? And they had it all, and they said in the world across Rippling, we looked at two things that were best for us. Opus 4.8. It's an N-minus-one model, but it's well-trained with their harness. And then there's like — there's price-performance and speed. And then I think they picked whatever GPT-5.5 medium or something. And they said the rest isn't worth it for Rippling today. Now that could change in 60, 90 days. So they downspec to two at a time, and then they have to manage the outputs from these. And you may tune one set of workflows here, right, that are long-reason in another. And even if you're Rippling scale, you managing 12 models is too much. If you're a dev tool and let people pick, so be it, right? That's great for OpenRouter, right? Or if you want to build into your own product a fallback, OpenRouter is a 10 out of 10 for this. Like, let's say something's down, right? OpenRouter automatically falls back. But I think it's a niche product, but it could be a massive niche.
Yeah, I'm remembering the conversations now because you are right. The great thing about the core Stripe product is all payments are equal and all — and Visa is the rails for everything. That might be the case. Duly noted. Keep going on.
Yeah. Yeah. Rippling said GLM 5.2 because I mean one of the big questions will be how much pricing pressure enterprises can put on the foundation — the closed foundational model companies and how do they put that pressure on because I think it impacts a lot. Sorry, Harry, go on. In five years' time, will this be considered a successful acquisition or not? Bets on prediction.
I think it'll be like the Scale acquisition. It will be the start of something that gets bigger. Whether this brand exists or whether even this product exists in five years — I don't even think this product will exist in five years. But I think it will be — I think there's a high chance, more than 51% chance, it builds into a 20 or 30% revenue stream for Stripe, and that's enough.
But does OpenRouter as part of Stripe exist in five years? I'll bet you dollars to donuts. Five years is so much time, and it's such a niche product. This product itself, if it does exist, it'll be deep in a drop-down menu on the top of Stripe, like 11 layers down, because it'll be subsumed into their whole — the whole sort of token management platform, right? Their TMP.
I don't know. I think that's — I think Jason's answer resonates with me, is if it works, it'll be seen as a TAM expansion play. What's fun about Stripe right now is they're doing that acquisition, which is very much a, hey, we don't play in this space, let's put a stake in the new ground. And at the same time, they're talking about a PayPal acquisition, which is very much, we own this space already, let's buy these guys, fold them into what we already have, and just make a [__] ton of money consolidating, right? And actually, I think that's a clever strategy. I mean, I think they're actually playing a very clever hand. They're doing some things that, you know, there's probably a one-in-three chance that they have a massive AI routing business in five years, but if they do, that's a big second leg. While at the same time, if they get the PayPal deal done, that's the kind of deal you have a high — to Jason's point about if you're good at M&A and good at consolidation, you probably have a high degree of visibility that you keep those revenues, that you remove the entire G&A, you get more of a two-sided network because you have consumer wallets which Stripe doesn't have, and you know you've done core consolidation acquisitions. Doing them both together, provided you can pull them off, is, yeah, super interesting in terms of building enterprise value. And they're doing it all private. Again, back to the comment, doing what looked like public-company-size M&A and pulling it off while private. I know they got the investors to take Stripe stock in the OpenRouter deal. I think some portion of it was stock, and you know, the PayPal deal was more complex and probably requires more thought. But again, being able to do what is, I think, a $40-50 billion deal and a $7 billion deal issuing paper while private is pretty impressive. Stripe's Corp Dev team need a bonus at Christmas time. They are busy this year.
They are busy this year, but isn't everybody? We mentioned margin pressure on foundation models. Anthropic turns its first profit on $11.5 billion of Q2 revenue. The business is getting better for Dario. This was also in a week where Gavin Baker said about Dario, saying he believes that they will be the final private company. Did you see this?
We did. And again, let's separate the hyperbole in the future from the facts in the present, right? It's not surprising they're making money, right? If you just go back to last year, right? They did $4.5 billion last year, and I think their operating margins — not operating margins, gross margins — went from negative the year before to like positive 30 or something like that. Right? On track, I think end of the year roughly 40, right? When you have decent operating margins like 40%. And you go from $4.5 billion in a year to $10 billion in a quarter, right? That — and you have 40%, that means you have $4 billion of gross margin, right? You can't add — and that's literally in two quarters. You can't add expenses below the line fast enough to stop yourself making money, right? So it's inevitable. I mean, yeah, they 12x'd growth, right? Which means they probably 14x'd gross margin if it continued to increase even slightly, and the trajectory has been increasing. You're not going to 14x headcount on below-the-line trading costs in six months. So yes, I'm totally not surprised that they are operating in composite. We had run numbers at the start of the year, and it kind of came to that conclusion. I mean, the interesting thing will be as they continue to grow, as they buy that expensive compute from Elon — if you remember, that has a big price increase two quarters, two months in. I'm willing — I doubt they will forecast for their IPO a base case of continuing profitability. I could be wrong, right? But this profit didn't surprise me. I mean, it's amazing performance, it's amazing revenue. I mean, revenue with any kind of decent gross margin cures almost all ills.
The other — I think the other question is, as we gear up for an IPO which could be very imminent, right, is how — what numbers does Anthropic get away with, right? So for example, you've got off-balance-sheet liabilities, right? You've got massive commits, you've got probably stock-based compensation like we've never seen in the history of mankind, right? So if you get asterisks and daggers on your numbers, they will be jaw-dropping, right? If they have to fully account for that, and some of that's non-GAAP, right, these off-balance sheets, if they have to fully account — if they're going to be hammered like a poor Wix or someone for SBC, and everyone's going to write up the horrific downside, right? But I think everyone's going to look through all the nerdy negative things you could see in the numbers. They're just going to ignore it, right? But I do think it's important that it get ignored. I think it's important for Anthropic it get ignored.
I think none of that [__] will matter, to use a technical term, right? The only thing that matters will be the growth rate and the '27 and '28 projected revenue because it's a little — I kind of weird analogy, but it's a little like — I mean, provided — we'll step back. Provided the revenue comes, everything else will be fine because you play it — if the revenue comes, then you'll need the off-balance-sheet stuff and you'll have the revenue to buy it. In other words, all these off-balance-sheet stuff are basically, I promise to buy a whole [__] ton of — a whole load of compute from you in two years' time because if my revenue grows 10x for two more years, I'm going to need all that compute. Well, if the revenue grows, you need the compute. You're happy to have it. In fact, you're insisting you get it, right? If the revenue slows down, then you don't need the compute. It all gets hard, right? So almost everything is going to boil down to what number do you want to write for the next two or three years, right? And then as you say, the stock-based comp, no one's going to care because the reason you worry about stock-based comp, it's because in a steady state like Workday — we can talk about that in a second. If you're giving someone $500 grand every year to show up and be a middle manager, right, they're probably mentally putting those RSUs into their comp, and they think to themselves, I'm paid 400 in cash and 500 in RSUs. And if you stop giving them the RSUs, they're going to want cash. So it really is a cash number. So in a mature business, I really, you know, it's totally correct to worry about SBC, but the SBC numbers here are going to be huge because all these people got grants and then it turned out to be worth way more than they ever thought. Right? And yeah, the classic example, someone who was hired with a million-dollar package in '23 ended up making $51 million four years later, right? That doesn't mean you'd have to pay the next guy $51 million. It means he just — he would have signed up if that person had gotten the million they signed up for. That's all the real economic stock-based comp. The other $50 million is just dumb luck. You got lucky, it's not a run rate. So I actually think it is okay in a hypergrowth company to look back past a good slug of the SBC and normalize it out. And conversely, it's not okay in a mature company. That SBC — stock-based comp in Workday or Salesforce, that's real money that people are spending. Though, and it's a little bit unfair because you're kind of giving the hypergrowth company a free pass, but they get a free pass. You get a free pass, and it's like we — it's the same thing we said about Cursor. You get a free pass on margin. You get a free pass on off-balance-sheet. You get a free pass on SBC. Provided revenue go up. Once revenue stop go up, all bets off. Once revenue goes up, all bets are off. All stops going up. Yeah.
Yeah. What would it take in usage for Anthropic to hit the $200 billion in ARR plan for 2028 and then $600 billion in, you know, the next year? The simple version is how many knowledge workers are in the world, right? How many folks can take a subscription? Being generous, is it a billion human beings, right? So, you know, if Anthropic has 100% market share at 200 bucks, that's $200 billion. If Anthropic has 300% market share, that's $600 billion. I don't know, Rory's thought more — the $600 billion seems complicated, but, you know, our demand for AI is only just begun. You can see $200 billion, which is the number, right? Once you start getting to the $600 billion number, it gets really hard because no one ever looks at the big number, and I've just been doing some work on this, right? No one ever steps back and looks at the big numbers total. I mean, you said a billion knowledge workers in the world — absolute bollocks, right? There are 80 — I mean, hard-nosed comment here, US is typically 50% of the world's software budget because we're 50% of the world's high-end knowledge workers. You know, we're 25% of the world's GDP. So at a minimum, if spend tracks GDP, we're only — it's only 4x the US. But every software company is typically 2x US. Why? Because the rest of the world can't afford the same software we do because they're poorer and they have more people at lower wages and less software. That's why we have crappy internet when we go to Europe, right? So the truth is, the hard-nosed comment is this: you probably take the US knowledge worker spend and double it. There are 83 million knowledge workers in the US, right? And then roughly 86 physical labor workers. So that's what you start with, and you start cutting it down. And I literally was doing the math this weekend thinking about it. You start cutting it down real quickly, right? The truth is, you know, knowledge workers includes everyone in healthcare. I don't think we're going to — you know, we're not going to replace the nurses. It includes the teachers, right? The sweet spot — the sweet spot of the whole damn thing is there are — yeah, there's about 1.8 million people doing coding in the US, including then QA and all the other — there's around 5 million people that do software-related [__], systems admin stuff, all the rest of that, and they get paid in total, grossing up, about $600 billion a year, right? $200 billion means you're replacing a third of them. That's a lot, right? And remember we said this before, the single most important ratio — and I asked you about what you thought it was, Jason — is what's the ratio of software in a steady state? What's the ratio of salary dollars to AI dollars? Right? Because that's what's — you know, if it's 50% of salary dollars, you can easily get to $200 billion. $600 billion is hard in coding. Well, you can't get there. If it's 10%, then it's hard to get $200 billion across the whole thing. So it really boils down to in the steady state, how much revenue, how much of the — how much software — because if software is the tip of the spear in terms of max adoption, what do you think for every $100,000 you spend on an engineer or $200,000 you spend on an engineer, are you going to be spending $100K on software — $50K, sorry, on AI, $50K on AI or $200K on AI? That's the number.
We are. No, you're right because the last 60 days, every single scale-up is capping their AI budget for real. It's not just — it's not just Ubers of the world. Everyone's capping it because it's grown truly exponentially, right? Everyone's capping it. It's $6 million a year, $8 million a year, right? I think it'll land at $100 grand per engineer equivalent. I think that's what we'll — I think we'll give each of our best engineers $100,000 of tokens, and in return we'll cut the size of our dev teams 30, 40% effectively. It won't exactly work out that way, but close enough is how it's going to work out. So there's a hundred grand here for running inference 24/7 with 10 agents in parallel.
For what it's worth, I actually agree with that. That's what my mental model too, and that points to a total — and let's assume it's not just dev engineers. Let's give the sysadmins, the QA guys. This will do the same thing for everybody. Same thing for everybody. You get 200 grand of wages fully loaded, including all the benefits, and 100 grand worth of AI, but we cut 30% of you. That turns out to be terrifyingly about a $200 billion plus or minus market in the US, and no one ever —
Well, yeah, I mean, that's Anthropic — sorry, that's Anthropic's estimate for next year. But my point is this: if you count all the heads and apply the Jason math, you get $200 billion in the US, which probably means you struggle to get $350 billion worldwide. That's the TAM. And then you've got to go beyond software. And there is obviously revenue beyond software, but it's nowhere near as fertile. And the percentage isn't going to be anywhere near as high. But it's funny, it's exactly the number I come out with because you see the ramp data that says, you know, the top 1% of their sample, which in turn obviously is a biased sample of tech-forward people, are spending 7K, and then the median is spending like 100. It's amazing the dispersion. And 7K times 12 is only 84K. So the top 1% of the most curated group you can imagine in terms of tech spend is —
Spending, and that's 1% for all employees. So you're right that that's the pointy edge of the most optimistic spend is 50 cents of salary dollar.
I think we're going to get to 100,000 in the investments I've made that are the best ones, the ones growing faster, but that are pre — like especially ones that are pre-2023. So they have a frame of reference, right? They literally are shipping two to three times faster. Only recently — only recently. That was kind of last year, right? People would say that, but it was all performative, like token maxing, right? I had two board meetings in the last week where they finished the roadmap for the year. They're into 2027.
Okay, these are my fastest growing — two fastest growing, but not brand new companies. They finished the roadmap. They're well into the 2027 roadmap. So, you're going to spend a hundred grand on your team to do that, but it's adding up to so many millions, it's overwhelming. So, I do really think there's some — this 100,000 makes a lot of sense. You could justify more or less, people will ratchet it, but I think it'll be the new normal and you'll cap your team and it'll all be — that's just what the CFOs will do, right? 100 grand of inference and you get to hire this many engineers. Um, but the idea that they're pulling their 2027 roadmaps in, it's not just performative. It's not just PRs. Like you want to invest in that up until the maximum where it works, right? But the absolute numbers are just getting really big.
I gotta say, man, if you're not that way, you're losing today. If you're not into your 2027 roadmap, deep into it by August of 2026 in the agentic world, your team is not good enough to survive today. You got to make — this is your last chance to make changes. You should be deep into your 27. I'm not saying — listen, if you're OpenRouter, you didn't even have a 27 roadmap. It didn't even mean it because you're just remaking it day by day. But if you're running the classic playbooks of these — I can get this much done each quarter, this much done each month, and you're not into 2027, you're going to lose to the competition. You got to be honest. How deep into 27 are you? Not deep enough.
Yeah. Jason always gives me these terrifying sound bites that I go back and think about because I'm, you know, we did this survey, you know, we tend to be fact-based people. We did the survey of all our companies and we saw similar to the ramp dispersion, which is some companies all in, some companies, yeah, adopting but still, you know, dramatically less spend per head. I can't remember the average, but it was dramatically less. And you know what I didn't do, and actually now that I think about it I should do and I will do, is go back and say if you can touch a strong correlation, which you believe you should be able to, between output and spend, you can justify the spend, then you're right, then you should be saying to the laggards, you're just going to fall behind. If it goes out at 2 to 2.5 trillion, would you be a buyer?
And first of all, I want to be clear. I don't think the software market is definitionally the end of the TAM. I think the average knowledge worker won't have 50% of salary and thing, but they'll have a meaningful percentage. So the TAM is, you know, significantly bigger than just developers because you have lawyers, but I think lawyers won't look — the guy who's pulling 2 million a year as a partner isn't going to be doing 200k's worth of tokens, right? He's definitely not going to be doing a million dollars worth of tokens. A lawyer would die before they gave a million dollars of tokens instead of a million dollars of take-home pay, right? So the market is bigger than software, but there's nowhere else that's such a sweet spot as software. So, I don't want be limited to 200, but I'm going to answer your question. I think the really challenging thing — I'm going to jump around it a little — is I definitely want to be first out rather than second out in terms of going public, especially if you have some kind of near profitability story or bouncing around profitability. I think it's a far more attractive strategic position to be going out as Anthropic in the fall with a 'we've been profitable, okay, we're unprofitable again, but we're the winner in the enterprise' than going out next year where maybe the growth rates have started to slow both for Anthropic and the public markets. And if you're OpenAI trying to access the markets, then I definitely think they're in a strategically more challenging situation.
I think they've just capitulated to it. My guess is like you — of course you want to be first, to your point, right? I think OpenAI has had to get their house together more. Executive turmoil, apparently a great last 30 days, right? But first half of the year slower than its previously junior competitor, right? They've had to do so much. Say, listen, we're going to go public second and then we're going to have a comp out there and the comp is what it is and we may not trade with the hype that SpaceX and Anthropic did and the world will not end. Like we will trade at a very precise number, we will know what we're going to go out at, and the world will not end if we trade at 1.3 trillion. I just think that they've given up on worrying about that. Um, because ultimately Rory's right, it's much better to be first. But in the long run, it doesn't matter, right? You're just going — if you don't need the capital, it just is what it is. But Jason, that's — I'm going to push a little. That is the sentence. There are no two companies on the planet that need more capital than these guys. In a world where you do need the capital, being second sucks, because I agree in general you are correct, right? It doesn't matter, you know, two companies go public plus or minus a year and a decade later no one cares, right? We've definitely seen that over the years. The thing that's challenging in this particular case is both companies still have enormous many-hundred-million, billion-dollar capital needs. In that situation, I would much prefer to be first.
I think you're right. But as you fear there,
But the thing is, let's say whatever, pick your number. Let's say Anthropic is public at two trillion. It really doesn't matter, right? OpenAI is going to be able to sell stock at a discount to its implicit valuation before it goes public. There's still enough capital. Let's say they're both worth two trillion, right? Implicitly, and OpenAI is going to be able to sell stock next year at 1.8.
People will do it. And especially if you have no stock as CEO in your own company, it's okay to sell at a small discount.
Yes. Agreed. And look, I'm not catastrophizing here more than any. But I think the interesting thing is if you're the smaller market cap company and you have the bigger capital need, which right now OpenAI does because they have a more ambitious capital need target. Now, would you prefer to be the guy trading at one and a half trillion who only needs to raise 100 billion or the guy trading at a trillion who needs to raise 300 trillion? At some point these things become troubling. And yeah, price clears all markets. This is the best new technology market we've seen in decades, ever perhaps, and if you are the founder in that market and even now the number two, you're going to attract capital, but you just don't know the terms under which it happens. And going back to my comment, I think you will regret not being able to access the capital markets this year. Who knows.
It's not that — of course I agree, and I don't want to spend too much. My only point is the media and social media make a big deal out of this, right? Who goes public first and who does better. I just think Sam and the team have said this is our fate. Like we've talked — they could go public tomorrow, right? There is enough people to buy these shares to go public. They've decided that while this isn't perfect, right? This is the best on the board and we're going to live with the — like it's not the end of the world. Like you can't solve every problem tonight. They got to solve bigger problems, right? The cards are the way they are, right?
Jason, you said about management team churn. The churn, for those that don't know, most recently was Denise Dresser, who was the CRO, who left, and Dali Rajic has replaced her. For those that don't know Dali, he's one of the most respected CROs. He was a freaking master at Wiz, and I think the best CRO or sales leader in the business, who's Chad Pet, says he's the best of the best. So, I'm feeling a little bit more confident for their Codex and enterprise division.
Yes.
Yeah. It's just a lot of change. Listen, I don't know anything inside. I just think Greg Brockman took over, right? And brought in the Wiz guy. Just had enough of this Salesforce crap, right or wrong, right? Um, actually, if you look across all of AI, a ton of Salesforce executives have been recruited, right, to come in and help because — and you can make fun of it, like I used to make fun of how back in the day Salesforce hired Oracle executives because they took shots at Oracle, but you need folks to know how to scale. There's not only — So, what is Salesforce at? 45 billion run rate, right? 50 billion, right? I mean, Anthropic's past that now, right? OpenAI's past that. So, you don't want to hire kids. You want to hire someone that has some idea how to play. So, Salesforce is about it, right? Uh, that is — but if you step back for a minute, I'd rather have someone from Wiz that is close to technology, right? That is in a hyper-competitive space rather than asking how many seats of Slack you want. It's just a very different go-to-market motion, right? It's very different.
Jason, you said if you have not already hit your end of term or end of year goal in terms of product and you're not well into 2027, you're behind. I'm making assumptions. I don't imagine Workday quite at the cutting edge like two of your companies at 2027 already hitting those goals. And Silver Lake circles a $43 billion take-private bid for Workday. One of the biggest SaaS buyouts ever. We got two of the best SaaS minds in the business here, guys. What should we take from this? SaaS isn't dead. One of the biggest firms, one of the biggest buyouts. The stock popped 18% afterwards.
Wow. I think what you can take from this is that the 'SaaS isn't dead' thing is just too simplistic. I think what you can take is that a very financially oriented, wildly savvy buyer is willing to bet money that they can buy this at a constrained price, lever it and generate a return because the revenues are sticky enough to allow them to pay down the debt over five years and with, you know, reasonable multiple stability, sell it on and make a 20% IRR plus or minus. I mean, I ran the numbers. That's the bet, in other words. So, it's not quote dead, though. But what it is not is wildly exciting. What it says is this is the mature phase of an industry, right? When it's not about wild growth, it's not even about untempered growth. It's literally about someone saying this thing is growing at 13% year-on-year. We can probably, you know, we can buy this thing for — was it roughly five times revenues, 16 times trailing EBITDA. We'll probably leverage it, you know, two or three times, four or five times in EBITDA, but it's going to be a big equity check. And then you run the LBO model and you say, you know, you keep at 35% operating margins for five years. You use all that cash. It's roughly 10 — I think it's 10 billion a year in revenue. So, it's like three billion a year of cash. You pay down the debt and the interest. And, you know, provided you buy right, you can make 20% and almost a 2x over four or five years.
What you recognize is I look at that deal and I go, I'm torn because first of all, I think Silver Lake are wildly smart. It's very interesting when you run the sensitivities. If you pay like 20% too much and it dips down into the mid-teens, it's almost the exact opposite of venture. In venture deals, if you're in the right thing, it almost doesn't matter what you paid. You see Cursor for details. You see OpenRouter for details, right? This is the exact opposite. This is fine, precise financial engineering. If you're wrong by 20%, 30% on price, you know, your IRR dips from 20, which is totally acceptable at scale, to low teens, in which case you wish you hadn't done the deal.
Can I ask you a question? Precise financial engineering for a four to six year hold period. Six years ago ChatGPT didn't exist. Are you able to do fine, precise financial engineering in a world where we move so fast?
I don't think system of record is — I think it's a moat, but I don't think it's a ticket to growth. This is, I think, super important and it's something that everyone on X gets wrong. It's great to have a system of record, which Workday has. It means churn, even with AI and LLMs' help, is very hard to churn, or you just don't want to churn. But it sure as hell doesn't mean I want to spend more money with that vendor. That's their challenge. But it sure as hell means the five years are far more predictable than 95% than poor Monday, which we love, or others. We have no idea where Monday or even HubSpot will be in five years at the SMB level. We know pretty much where Workday is going to be. 10 years, right? Um, and so I think this growth versus retention is misunderstood. There is a little bit of upside in this deal, which may — I don't know if it's part of Silver Lake's calculation. The CEO came back, the founder, one of the co-founders came back, and Neil came back. He came back. He hired his successor when times were easy, just before AI. He brought in a great knobs-and-dials CEO, and, you know, like our friends at Daniel at UiPath and others, and realized it ain't going to work today. Came back. So, I don't think Silver Lake is planning on Neil radically changing it. But I think if he does, like there's real upside to this. Maybe instead of their 20% IRR, it could be a game-changer if he creates the agentic version of Workday. They at least have the founder back in the saddle doing it. And that would make me feel a lot better if I were Silver Lake that I have upside.
But it wouldn't be in the damn base case. And Jason, you framed the base case exactly correctly. It's like it's 5.3 times 12. In other words, what this says is financial minds will pay five times revenues for system of record growing at 13%. Anything that's not a system of record, anything that's not growing as fast, price accordingly right down from here. Because you're right, there's no way you'd apply the same kind of leverage to, for example, a to-do or a task management or project management software or a website building software. Right? In other words, what this gives you is kind of — maybe I'm trying to — what this gives you is a sense of what the baseline is for best-in-class LBO takeouts. Right? If you know, if Airtable — if the Airtable Bending Spoons gave you an idea of what it is, if you just, you know, if you don't have that kind of system of record, you get 2.7. If you do have — if you're vaguely profitable and in a space where, as Jason says, you can't predict five years, you get 2.7. And what Workday says is if you've got 30% operating margins, modest growth, but you're a system of record where you really can believe in the next five years, then if you're lucky you get 5.3 times revenues. That's the big-ass thread right now. That's the aha. And, you know, contrast just one last comment. Contrast that with the game for OpenRouter where they're going to get, I think, a trailing rev plus or minus 100. You know, they're going to get 70 times trailing revenues. Which game would you prefer to play?
Workday has something that makes it a better deal for PE, I think, than anybody else on the target list, which is that it is a somewhat closed system of record. Now Salesforce is out there working their faking tails off because they are a muchly open platform. You can build your own agents on top of Salesforce tomorrow. And a lot of the hot GTM startups are built on top of Salesforce. They're not necessarily only on Salesforce, but it's open. Try building on Workday. It ain't so easy, right? It is like LinkedIn, right? It is intentionally barely open. So, there are negatives to that, right? But it also means you're going to capture more budget overall in your ecosystem than you would for others. So it has more of a buffer against agentic damage to your growth than an open ecosystem has. Right? Open has negatives today. And so I would want system of record, churn impossible, and closed AF.
Agreed. I want the most closed system that can't churn because the reason system of records aren't that great is because if they're — you need your system of record, but if you're remotely open and you can produce a better agent yourself or a third party, a lot of the value will extract to the agent even if the system of record is retained, right? But Workday is so closed, they've got a leg up, right?
Jason, how open is Salesforce?
They are a toller, right? Like a Shopify, but they're pretty — Shopify and Salesforce are pretty open. You and I, the three of us can ship — we can use OAuth to ship a Salesforce app tomorrow.