Benchmark vs a16z: Why Stage Specific Firms Win

Panel discussion (Jason M. Lemkin, Harry, Rory) about venture strategy and why stage-specific (focused) firms may outperform multi-stage mega funds. Key empirical claims compare hit rates (Benchmark vs Andreessen), plus debate about whether large "bundled" funds can sustainably win given emerging AI-driven market shifts, changing liquidity (acquisitions/secondaries), and founder incentives.
Questions this video answers
~63 Series A's with a ~10% hit rate (across ~14–15 years).
~454 Series A's with a ~2% hit rate (same period).
A potentially confirmed acquisition reported at ~$3 billion.
Chapters
Benchmark did something like 63 Series A's and had a 10% hit rate across 15 years. Andreessen did a 454 Series A's and had a 2% hit rate. Now, in absolute numbers, they had10.5 billion hits and Benchmark had six in those numbers is exactly the dilemma of the Mega Fund versus the Focus Fund. The Focus Fund is better at hit rate, has more as a percentage and lower as an absolute number than the guys cranking through 454As. That's all you need to know.
Ready to go, Boys. This is the highlight of my week. I love these chats. It's terrible. The team are like, harry, why do you enter these ones? So much more excited than the others? And I tell them it's because Rory's going to call me a hypocrite and bash me again and it's going to be so fun. So thank you both for joining me again today. And we're, we're just going to dive straight in wind surf. Potentially confirmed acquisition of $3 billion. Literally like half an hour ago. Tweets going out. How do we feel about this? What changes? What does it mean? What should we take from it?
Aurora, you probably have better thoughts than me. I'll tell you. It's funny. The world is changing so quickly these days, right? I mean, I can't keep up. And when we talked about this a little while ago, I thought 3 billion was a lot. This is. I'm not being facetious. I thought 3 billion was a lot. When I saw the tweets again, I thought, it's not that much. I'm not kidding. And I don't mean. And I'm not kidding because, like, everyone is just hunting these mega outcomes, right? Every, every junior engineer from OpenAI is raising a 10 billion pre. And I'm like, 3 billion sounds like. And listen, best product, best CEO, best everything. There's nothing to do with the company. I'm just, I'm just so a nerd to these numbers. It's like 2021, when you would say no to a $3 billion acquisition for a project management tool, right? That was Kanban. It's like, I, like, I'm anesthetized. I'm just. Is anesthetized the right word? I'm anesthetized to these numbers now that aren't like in the tens of billions.
I just think it's a great country and a great business. This is a place where you can go and three or four years ago, do a startup two Years ago, kind of half pivot into a visual studio kind of fork cranked like crazy and. And build something that gets sold for 3 billion bucks. Isn't that amazing? I mean, it's why this business is fun. All you have to do is just get it right. And Bob's your uncle. Three billion quid. It's a great outcome. Good for them. It makes sense for both sides. Jason's entire analysis last time is correct. It's 1% of the market cap to play in one of the largest use cases for AI and one that the core constituency of developers love. It just makes total sense for OpenAI. So congratulations for the team and for everyone involved.
Do you worry if you're a shareholder in cursor now, Obviously, you've just paid $10 billion. Distribution is everything. Touchpoints to end consumers is everything. I do not want to stand in front of the OpenAI train. Do you suddenly slightly worry if you're a cursor?
If you're going to worry now, you might have thought of that before you turned down the offer, if there in fact was such an offer. So it's too late to worry now. You know the time to have checked your manhood was before you turned down the big number. Because whenever you turn down a big number, the first if, as I say again, a rumored big number, whenever you do that, whenever you get to that point where you're turning on a big offer, one of the questions you always ask yourself is exactly your one, Harry. How will we feel when it crosses the tape that they bought the number two and now we're hanging out there? So whatever regrets they're having or not having now, you know, it would have been more useful a while back. My guess is they're probably using the following logic eventually this. When you're the number two and you get the heavy squeeze from the adjacent acquirer, it often makes sense to fold because, you know, because otherwise they might buy the number one and then you're done. When you are the number, the growth.
Stage, and I think it's a good thing if it takes a little pressure off. It is.
And I'll give you a different example of that that actually sticks in my mind more. Right. Thrive invested in Instagram and like literally four or five days later, it sold for 2x, right? In one sense, 2x is not the target return, but if you look at the PR for that, that is the sound bite that leads almost every Wall Street Journal description of them. Right? Because it just looks so amazingly savvy. You paid 500 everyone thinks you're an idiot and two days later someone sells for a billion, right? So there's a little bit of. It's not just about the numbers sometimes it's about how it's perceived and what it does for you as a firm at that particular point in time. I think that was an amazing entree for those guys. They looked so sharp and then obviously they built an amazing franchise on it. I think the Loom example, it's a different one. I think that was, oh my God, we paid a high price in 2021 and I'm going to be saved in 2023. Thank you God. Right?
Loom was a great exit. I mean that one I was like kumbaya guys, well done getting that out the door. I think I messaged Scott at last and being like, dude, you could have paid 35 more. Just give them a billion like you did like 965. Come on.
Some there some weird story there somewhere. Maybe they, maybe they're careful not to push too far, Harry.
Maybe a billion would have been gauche.
I also think you asked, you asked Harry a while ago. We do this about how many 10x deals you've done. Right. And I think part of it when I think a lot about these conversations and I think if you're a seed investor, yeah in the early days it's all good, right. The checks are smaller. But once you have a 10x er. Right. You do become risk averse. Right. Because it's material. Especially if you have a double digit millions fund. Like that's a big deal, right. And you don't want to lose that. You don't want to lose it.
But as I think some more that may be true. But you know the class, I look back and I go, letting the winners run is the first golden rule, you know. And so when you. That's probably a mistake then being overly risk averse on my winners, I mean I look back and I go when something is working, it's the military doctrine, reinforce success, starve failure. If you've just had a big 10x markup, if you've got Sequoia late stage in providing you don't know something about the deal that should smell like the deal. Because remember a 2x from here, which is all maybe what a 3x it was Sequoia 1 turns your 10x into a 30x. Right. Writing your winners is one of the key parts of making the math work, which we're going to talk about later. I agree, I've been both sides of that. I Know the fear of oh my God, I remember my first big win. I'm like, oh my God, let nothing go wrong. You lie awake at night, the night before the ipo, you're literally thinking everything's going to end. Will this fricker get done? And then it does. But you look back and you go, I'm thinking of a specific deal. We took some money off the table early. I look back and I go, I probably could have 2x to 10x which to state the obvious, is a 20x and that's a big difference.
It's funny, Brian Singerman always taught me the value of the final double or the next double.
Absolutely.
6 to 6 to 12 billion in company trajectory actually can be 12 months of work that is double your returns in a portfolio.
Often he's exactly right. And what I say, kind of going back to some of the saying last time, almost everything about PE is better in terms of making money than what we do. And the only thing we have in our favor is that every once in a while, Maybe once every five years, you find yourself with a 10% ownership in a thing that's already worth billions of dollars and is compounding like crazy. And you just got to lie back and say how far is this going to take me? All the way to tens or hundreds of billions of dollars. And that's the outlier that you just don't get in PE that you do so occasionally get in venture. And he's exactly right. That doubled from there. So much easier than grunting it out from a million to 5 million in arrival. You did it as a CEO to 10 million in ARR. Then the shitty year where you only go to 16, then you re accelerate a little. Oh my God. And now you've taken 10 million and turned it into 25 million of value. Whoop de do. It's let your winners run.
I totally agree with that. We mentioned that kind of bluntly, the sheer size of returns needed since our conversations have started. I have completely changed my mind on who is going to win venture in the next 10 years. And just roll with me because I want you to discredit this. But fundamentally we see this shift from public markets and IPOs to private markets with mega funds like Lightspeed, GC, Thrive, you name it. Okay. There will not be many more of those. The majority of your sovereign wealth funds, mega players have chosen their provider, their partner at that stage. And there are five to seven of them. And so there are very few places for the OpenAI's anthropics Gleams Ripplings of the world to go. And outcome scenarios are bigger than we've ever seen with trillion dollar companies becoming more normal than ever. Oh my God, these guys are going to print billions is my takeaway. And on top of that their cost of capital is so low they can shit on me and you and do 10 on 100 for a seed round as they've done twice in the last year. To me, I think multi stage win the next 10 years.
There's a lot in that and I'm going to have a go. This is where I, this is where I have the advantage, which our listeners don't, of seeing your agenda. And, and Harry, I love your start here, changing your mind at the last minute. It's good to change your mind when the facts change. So I respect that. But the agenda is intellectually incoherent then because you have this one which says the megaphones are going to win. And then the next thing we're going to talk about is Josh Koppelman's wonderful piece on Venture Arrogance Score, which would kind of argue for the opposite side. Then we're going to talk later about secondaries being the only liquidity which would also argue against. So a little bit of the work. We're oscillating on this question a lot, but it's actually okay because it is actually the biggest question. So it's okay that we're gnawing at this bone and even changing our mind week to week as we think about it. But because I got exactly half an hour's heads up that you were changing your mind, I think my summary would be on your thing. Are they going to win? I think I'm going to say three things and then we'll probably end up pulling them apart over the course of the conversation. One, I think they already have one because they have the money. Step one in winning is if you've got $7 billion to invest from 2024 on, forget we'll win. You have one, right? And you're in an excellent place, right? And then the next level of so winning, first is winning by having the money. Then the second thing is can they invest it profitably? Right? And look, they're all excellent investors. They, you know, very basic comment, they already they have between 50 and 60% of the capital, provided they don't under index the rest of the industry. They're going to have 60% of the wins. So when someone says oh my God, all these people have all the wins, I'm like, well, do they have all the Money. If you have all the money and you do all the deals, you get all the wins. It's just math, right? The real question, so for a long time to come, I think you described it exactly correctly, which is they're going to be able to, because they can do those later rounds, they're going to be able to option value a C deal and even option value an A and a B. That's just a dynamic you're in for a while. The interesting question over the long term, and it's only over the long term, is will that winning be enough? The Koppelman question. In other words, if six or eight people each have a $8 to $10 million pool of capital, can they all make money over the medium term? They will, in the process of figuring that out, trample on a lot of other people's economics. But the long term question, when the verdict will go back to the lp, is do those funds make enough of a return to warrant re upping in 3 and 5 and 10 years time? To me that's not as clear, Right. So my operating assumption as a mid tier firm in terms of size is for the next three to five years, there's great big walls of capital that will make a lot of investing very difficult. And even if it doesn't work out quite as well for those firms over the medium term, not because they're not great firms, they are. But because there mightn't just be enough money to go around. Even if that's the ultimate outcome, it's going to be, to your point, it's going to be rocky and to be very direct, a pain in the ass for the next five or six years. When you're competing against people who literally look at your Series A, it's like the Mafia guy. That's a really nice Series A you got there. Be a shame if it got broken. They're coming in on your Series A business and your seed business saying, hey, we can just roll over this thing. So a lot going on in that, right? So do you think on winning? I think in some elements they've won in some TBD and it's going to be a long, interesting sorting out period. That was a lot. Sorry, Jason.
No, no, you've convinced me. I think that, listen, whenever I get an email from a founder that has what appears to be those metrics, right, that on their seed they're going to get 10 million at 100, right? 10, 15, I just email them back, I'm like, I can't compete. I don't take the meeting. I don't, I don't, I don't talk about, I just say amazing, you look amazing. I'm, I can't, I can't do the deal right and once in a while they'll email me back and say well what would it take? And I'll just always offer the maximum that I structurally can and that's worked out a few times. But I give up. I've given up instantly. I fold in the before the firsthand because I agree right with you. I don't have the answer to the there's obviously the non obvious ones right because this, this, this money is attracted to the obvious. It has to be attracted to the obvious cand right. But you know that's why and I think that's why so many people glamorize inception investing which I ain't going to do. There's one thing I ain't going to do is and Morris, this is the other thing you have the most respect for is true inception investors that aren't bucket shops that aren't trying to get a thousand founders to go through and take 10% of their company. Because picking those inception guys, I mean.
They are doing inception investing harder than ever before. I actually lost an inception investing check this week to the two big ones. 10 on 50 for some good people out of a good company.
Well good people, I don't know that I would. When I think about inception investing it's not just good people out of a good company with lots of box checked is, it's not, it is technically inception but they've already, they've already checked several of the boxes. The real inception is finding the guy down the street from you. Harry at the carriage house that didn't go to college doesn't, didn't come out of stripe, didn't go to yc. There's nothing in that guy and, and spending months with them, getting to know him and saying hey this kid's going to be going to be here's, here's, here's 800K. That's too much work. No one works that hard these days, do they? No one works that hard in venture that I mean I've, I've known a few people over, over the years that work that hard but most folks are not working, they're not working that hard. It's easier to just pay 30% more than Harry. That's the easiest way to do venture get a big fund. Wait until you have a tribune Harry spend five minutes outbidding them.
Look, turns out getting a big Fund in itself is hard work to be fair to them. I'm defending those $8 billion. But you're. But, but, but within the smart ass comment the that you're making, Jason, is exactly right. The easiest way to win if you've got $8 billion is not try and pretend to be anyone's bestie. It's to try just to be willing to pay a price that gets you the deal. And if you're not making your economics on the going in round, then you just got more degrees of freedom to do it. I'm not saying every firm does that, but you're exactly right. The advantage of a wall of money is it means in those early situations you can price the thing thinking think we've become a bundled good. Right? And the seed and even the series A is a loss leading product. It's like milk at the grocery store. Come on in, buy your cheap milk. But we're going to upsell you all the strawberries you can buy, baby. Right? Wait till you see the series C and D. Right? So that's what you know you up against. So to your point, Harry, there's lots of reasons why those big firms can win. It's also, I mean I saw your podcast earlier this week. It's like there's all the other wonderful things that they bring in terms of platform and all that, but the most wonderful thing an $8 billion firm brings is $8 billion.
My question is, can you even do multistage if you don't do pre seed Today we have series investors here and they're like for fuck's sake. Neil Mater doing the seed and the pre seed for Windsurf, Coyote, Lightspeed, General Catalyst. Do more pre seeds than anything. You won't see the A if you don't do the precede. Is how bundled or good we are today, Rory, is my thinking. I don't think you can actually do the A's and the B's and the best unless you do precede.
We're wrestling with that. I hear you. It gets to the thing. We've become a bundled good at the widest level where the people when you can go all the way from $100 million to $2 million and that product is on offer. Right. If that product and every other dimension is just as good as a single stage investment, you are you up against it. You have to think about how you see those seed deals. Do you want to do you have to do lots of them in order to see the A's and B's. Yeah, it's a legitimate question. How much bundling do you have to do, Rory?
Why do you not do it with scale in total respect, I have so many LPs message me their love for you. After our shows, we thought about it.
Look, we've wrestled internally and I would say actually we're thinking about it. I think, you know, we have looked across the group. I just lost a deal a couple of months back where I would say the number one thing was the other investors had a relationship from the seed. What we won't do is bullshit and say we're going to do a whole bunch of seeds and then not do it. I just don't think that's fair in the entrepreneur. So we're wrestling with that because if you're going to say you're doing it, you got to do it. But it's a legitimate question in this market where so much is changing and so much of this bundling has taken place. You have to figure out how up and down the stack you have to go. A zoom out insight I had is this and they think about it a lot is that to the founder, they don't give a damn about your nuanced stage specific strategy. A founder wants two things from his venture investor. He wants money. Money, lots of it. With the minimum amount of hassle and perhaps the max amount of help.
Right?
So from the founder perspective, they actually don't care if you're crap at seat. They don't care if you're crap at a. Right. So there's no. What I've realized is it's very obvious when I said it. There's no override from the founder side based on are you executing your investment strategy well to a rounding error? If some firm has a we literally do every freaking deal investment strategy now, the LP should be paying attention to that because they're going to lose money. But from the founder perspective, someone who's loosely goosey drunk with money is their best friend. So I don't think this bundling thing is not going to stop because the founders don't like it. They're going to love it. It's only going to stop if the returns from it are subpar relative to the returns of people who are more specialized. And I think that could be true and we can discuss that. But even if it is true, it's going to take five to seven years to become obvious.
Let me push back on that just briefly. I have a lot of founders in the process of courting who asked me how many deals do you do per Year. And I know full well that they don't want me to say 12. They want me to say 2 to 3 because they want to feel the love they want to feel. When they want my attention, they get it, I think.
But that doesn't reconcile with I'm pushing again. Bullshit, Harry. I do two deals a year. Shockingly, I've been in this business 30 years. I've done 60 deals. I'm a pretty consistent guy. No one gives a shit. The odd thing is that the founder might want you to be focused on him. But the truth is, to your earlier comment, if the firm is doing lots of deals, and many of these people are, I think realistically, as someone who does, we do as a firm 8 to 9 deals a year and have done so consistently for the last 15 odd years. There is a big advantage in terms of news flow of doing 20, 30 deals a year. There's always something good in the portfolio. Again, it's all part of the same theme. There is no forcing function between the founder and the investor that worries about investment return quality. That's a dynamic between the investor and the lp. And as long as either those funds are working or people don't think they're working, that money, I should say that money's going to be there. Does that make sense? So we're going to have people who can do. I mean, you know, I'm sure you saw, I don't know the guy. Kurt Rotman at DST did an excellent piece on Series A's. Right. And just a really great analysis on just the volume of A's that some of these firms are doing. And then the hit rate and the success rate, which we can talk about later. But firms that are doing well are doing 20, 30 Series A deals a year.
I saw benchmark had a 33% hit rate on $5 billion companies from 2013 to 2018. That blew me away.
Yes. I looked at it and there's two facts on it. One is benchmark had a 10% hit rate. And then all the other 19 investors listed here, 18 investors had a hit rate between 1% and 3%. Let me repeat that very quickly. Let's call it an average of 2%. So you have a sample set of 20. And I'm going to push. And it gets right back to your comment about it. The firm that has chosen to be most successful on one stage had a hit rate of 10% across 14 years. And the firms that have chosen to do everything have a 2% hit rate. That's probably not a Coincidence. What it said to me is contrary to the thing they've just been talking about, the focused firm pulled it off better now. Super interesting compared to in recent. Let's stipulate both of those firms are amazing and all the people there are wildly smart. Let's just stipulate that. Therefore we're just comparing strategies and then we have to figure out which is the best. Benchmark did something like 63 Series A's and had a 10% hit rate across 15 years. Andreessen did a 454 Series as and had a 2% hit rate across the same period of time. Now, in absolute numbers they had 10, 5 billion hits and benchmark had 6 in those numbers is exactly the dilemma of the Mega Fund versus the Focus Fund. It's all right there. The Focus Fund is better at hit rate, has more as a percentage and lower as an absolute number than the guys cranking through 454 A's. That's all you need to know. Right. It just shows clearly that if you scale the thing up, your quality does slip, but the aggregate numbers keep going up. And the only question therefore is which of those strategies makes the most money and will capital and does the larger volume strategy, which five or six other firms are pursuing as well, is that going to pass the return threshold? And if it is, that bigger strategy works. That's the guts of the question. It was great. In hours. I've never met this guy, but I printed it off. I read it for like two or three hours. I'm like, there's a ton of information in there.
Those deals also were a while ago too, right?
Yes.
I mean, it was such a different time. And I'm not saying they won't reproduce it, but when I look back when I was invest, that was when I started to invest, Right. It's nothing like today. Like, there's nothing in common. There's nothing in common. 2013, 2018, when I started, nothing.
You're exactly right. But there's potentially two consequences of that. Let me give you the first is to say, hey, it wasn't as easy as that. Right. It's going to be harder now. Agreed.
Yeah. A lot of reasons for a lot of reasons.
But if it's harder now, but this is a fun fact about if it's harder now and if. Let's move from hit rate, which is how many times you got it right, to what percentage of the best outcomes you got. Trust me, I'm going in this in a less competitive time. The best firm in terms of percentage of total outcomes was Andreessen. They got 10% of the good outcomes, Benchmark got 6, and everyone else bunches in the 2, 3, 4, 5% range. In other words, when there was less money than there was today, the most aggressive firm only, and I say only with Perens, because it's an amazing outcome, got into 10% of the great numbers of the great deals. Now you circle back to the Josh Koppelman thing and you realize it's really hard to build a fund that says. If you're building a fund where the fund model assumes in 2026 you're going to get into 20% of all the good deals, then I say to you, Andreessen, the most aggressive firm in a less competitive market only got into 10% of the deals. And all the other firms did less than that. So this gets to these big firms. It's going to be really hard. It might be possible for one $8 billion fund to be fricking amazing. It's going to be very Damn hard for 6 or 7 $8 billion funds to be fricking amazing at the early stage level, to the extent required to make the math work.
For me, it's just about the multitude of trillion dollar companies that will exist. And if there's two, then you're right, they're fucked. If there's ten, there's a business.
I totally agree. And which is why it won't be on the Series A though, is that to the extent that the big strategies work, it won't be because they get more series as than 10%. They won't get better market share in 2025 than they did in 2014. It will work. Exactly what you said, Howard. To be clear, it all boils. The deciding between does the strategy work or not, is other companies that compound from 100 billion to 400 billion in the private markets before they go public. And right now there's two, there's SpaceX, there's OpenAI. If you have four or five more of those. The math works for everybody, provided you end them.
Can I ask you a really simple question on this? I mean, Harry's trying to count how many dozen trillion dollar exits he's going to have and commit to his LPs. The global economy. The Global Domestic. The World Domestic Product. What's the acronym here? The Global economy is 100 trillion. Okay, yeah. So I don't know what revenue multiple we put on everything, including grass and dirt, but how many out of 100 trillion, how many trillion dollar exits can we have in $100 trillion world, like excluding Mars.
I'm going to ground this in fact, because Harry uses trillion, because that is Harry. Right. But the US GDP is around 30 billion. The US stock market trades at roughly 2x GDP, so 60, 65 billion. Right. And Noah Schmidt wrote a great piece on not conflating income and market cap, but around 60 trillion. The more important point is again, somewhere every decade there's roughly. I mean it boils down to this. There's roughly a trillion dollars per decade of new value created, plus or minus. And that's been true in the past. And the real question is, does that one go to two? It's roughly of that order of magnitude we're dealing with here. Right?
What happens if half the tech labor forces. Let's do some. Help me do the math. If half of all tech labor forces replaced by AI, which I did not believe 90 days ago, now I'm 100% convinced of how much trillions does that create for, for, for, for tech companies? Like if half the knowledge workers are turned into AI, which I think is going to start to happen next year, like so fast. Like how many, how many trillion dollar startups do we get out of that math?
I think talking about trillion dollar startups is not useful. Even though there have been. Even though. Let me make the following sentence. There are six companies with a trillion dollar market cap and I think all of them but Berkshire were founded by VCs and founded within my lifetime at least. So to the extent trillion dollars is possible, it's only possible in venture. That's just as a reminder to all our PE friends that in the end we are better. Right? But let's not focus on a trillion because it's just too public marketing. I think 100 billion is the kind of mental high end of good. Now to your question on AI. If you're selling the thing that allows your companies to be more efficient and allows the rest of corporate America to be more efficient, it's got to be pretty damn good for you. I mean, simple economics says you're selling the thing that can cut costs and make companies more efficient. Look, AI and the ability of AI to unlock value is clearly the big lift. I mean, witness the acquisition we started talking about.
Yeah, but I literally, I don't know if it's, if it's in their LP presentation, but these mega funds, right, I literally think they're predicated on this. And Vinod's been saying this for years and I didn't get it until 90 days ago. 690 until we ran our own AI with 130,000 conversations through it. I didn't get it. Now I get it. How many half of half of all these knowledge workers are going to be gone in 24 months? And can, can software capture 10% of that, 5% of that? Of that? Because what is the average dollar worker worth? $200,000 a year. And how many of them are there times 0.1.
I'm going to take the counter on that. Right. I think that, I mean, and this is just the boring part of me, the past is the best predictor of the future. I think AI is exciting. There'll be lots of savings. It's the new, new thing we're investing in. As you had economics, it's hard to move macro dials. If it lifts the GDP growth from 1 1/2 to 2, you'll barely notice. It'll be a great. It's going to be like PCs in the Internet. It takes a long time to show up in the numbers. So it's not going to be some step function change. But that doesn't mean you can't make many multibillion dollar outcomes from it. I don't buy the mass unemployment in 12, 24 months.
I'm not even sure. I'm not smart enough to even know what's going to happen to gdp. Right. In fact, I'm pretty skeptical that most software that increases efficiency really contributes much to growth. Right. I mean, come on, we've all CRM all this stuff. It hasn't really. But I got to tell you, Rory, we do not need SMB sales reps next year. We do not need marketing managers. We need almost no one in customer success. We need no mediocre QA engineers. We need, we need almost none of the mediocre product managers that are start there will. I will bet you $100,000 that more of these people are unemployed 12 months ago than you think. 100 grand. And it's, it's art because it's already happening, right? I mean, I'm slow, right? I don't get it. I mean, literally, we even at Saster, we've gotten rid of five people in our team in the last 90 days to do to AI. Five people off our team. And it's better without. It's not just efficiency, Rory, it's better. And two, they don't complain about the job. They don't complain about the job. They don't complain about the job. We are, as soon as AI is even 80% as good as a human, they'll all be gone. They will. No one. You can't get anyone to work at these boring SaaS companies. Literally. I talked with an old marketing manager I worked with. It's not even that senior, okay? She's been out of work for six months, Rory. Six months, okay? She says I need to make at least 300k and I just want to attend meetings. That's what she said to me. I've known her for years. I want to make at least 300k in tech. Because that's what she did in 2021. She went to meetings and made 300k. I'm like, I will. I'll keep my ears out is what I said to her. I'll keep my ears out for that. 300k meetings only. Hands off keyboard role. They're all going to be gone in a year. They're going to be gone.
I. You know, you love extremes. And directionally, you're correct, it'll take longer. And I predict to you, even your business, yeah, you're saving a bunch. So you're saving a bunch in opex. And I think you're doing, you know, you'll be. You'll be super focused on this. You'll save a bunch more in opex. Let me tell you what you do.
Because you're an entrepreneur, not even opex. You know what the problem is? There's nobody to do the priorities going to agree with me. There's no one to do the work. That's the problem, Rory, that VCs are missing. It's not OPEX or Capex or XX or Next. Next. We are missing the fact that no one wants to work. No one wants to work. And this is an honesty that people are not like, you know who says it? Fiverr, Shopify, like Duolingo. They're like, if you squint it with these emails that what they're really saying is no one wants to work. So you're out of a job. You. You the one different, Rory. You're a better investor than I'll ever be. But at least Harry and I are managing teams that aren't just investors. And no one will. I can't pay somebody $150,000. Do anything at Sasta. Rory. They will do strategy. They'll write a memo that takes 90 days, okay? And they will do something late. Look, okay, no one wants to work.
And look, there are a whole bunch of jobs that will be happily automated by AI. I agree. I'm not fighting that trend. We're investing in that trend. I think the countervailing trend will. I don't think it'll result in. I don't think your profits are going to quadruple any. Remember, take Klarna as the public example. I mean they talked bomb illicit and they probably did save those people. But I think in the end you'll discover it'll have roughly the same profits as other lenders. It'll be marginally more efficient. It won't be a step function change. Very few things are a step.
I don't think anything's getting more profitable. I think this is a misnomer. I think what's happening is we're just gonna. We just can't hire people that are worth it. So we're just gonna turn the AI on. There's just no one. No one wants to work. Even every worry temper like my son goes to a school for founder privileged children. Okay? Because 10 of the boys in his class just didn't want to go to college or work. They're just. Now, it wasn't that they had a trust fund, okay. It's just. They were just fine doing nothing. Okay, this is. You go on LinkedIn and you know that little circle that says open to a job? Talk to one of those people. They're unwilling to work.
Okay.
I know there's going to make some people. But that circle means I'm unwilling to work. I did 300k and I'll do three meetings a week. That's what that blue circle means. Open to work.
I'm not going to argue it grizzles cynicism for the front lines, not.
You think it's cynicism? No, I'm actually bullish on it. I'm excited about the future now because I'm burnt out trying to hire people that want six figures to. To. To do no work. I'm burnout on it.
Rory, I think you know, I actually agree 100%. Sorry. With Jason. And then come to London where it's even harder. Or Europe even harder. As we know it has a baguette culture, according to Jason. Or red wine culture, whichever one that was. That went down well in the European office. Thanks, Jason. But you use the analogy of a PC and the Internet. There is fundamental installation infrastructure, hardware that goes into that era of technology adoption. We'd now press deep research on a model that we were already using and we can get rid of three researchers. There is no installation, there's no fiber. There's no PC buying. There's no implementation. It's completely different. I think the timeline to seeing value.
It Is again, I'm just going to say and a zoom out comment. First of all, I simply don't think you're correct. I think GDP growth and productivity growth has been roughly 2% since the dawn of the Industrial revolution. And I'm willing to lean into the fact that it'll be 2% for the next 20 years. We all like to think the era that we live in is exceptional in that we're just 250 years into compounding free market capitalism. Thank God. And while I think deep research is cool, I'm willing to bet that if you compare it to, oh my God, we don't have to pump this water out by hand, we've now got an automatic pump and we can help pump out the mine with a steam engine or oh my God, we've got electricity, we can now don't have to work in the dark. I think it's probable that I think at best the inventions are equivalent. So that's kind of my macro comment that I can't prove in detail, but I know I'm right on. Now to the specifics, to your point. Yeah, you're right. Those researchers, deep research is amazing. I just love it for what we do here. Right. And every time you're looking at a deal, if you're not running that out of the gate and doing a whole bunch of really great queries, you're toast. But we're not going to get rid of all the associates. We're going to make them more efficient and you're going to be able to say we can look at more deals, we can know more, we can get some leverage from it, and maybe you lose one or two. So my point is merely, it's a great trend, it's a wonderful trend, but it's not going to be the step function change. I mean, it takes time to diffuse any technology, even AI. Actually, it will be interesting to see the adoption of AI in enterprises over the next three to five years. If you had a step function adoption, then you guys would be correct. If everyone went in the space of 12 or 24 months from pre AI to top of the range, all it can do, AI, then maybe you'd be right. I think humans just don't work like that. And you know, there's still people running, you know, dos, PC software out there. Maybe they're all.
And you're right, right. And there's no question the overall adoption curve for AI in deep enterprise is going to be slow. Right? It's going to be slow. Right. And you know, and but the thing is, the early adopter phase is so large in AI. One, it's. And two, all of tech is becoming an early adopter and tech is. So when we started investing, tech was not the largest segment of the economy. Today it is. So if these old manufacturing guys take six years, but all of tech fires half their team. I mean, Marc Benioff, you know, the greatest generation said, listen, I've got 6,000 people in support. I plan to repurpose them into sales. I love Mark, I love all of. They're really going to be repurposed how you repurpose 6,000 people from AI. Right.
First of all, I think that's a great, the first part of that comment is really great. The second part is really great and fun. Let's break it up. I think you're exactly, I will give you that. I think what you're right is the sectoral composition of the US economy in 2024 means that the early adopters are now a bigger percentage of the total. Right. Obviously we have administration that would much prefer us all to be manufacturing toys at home so our kids could have three dolls. But given that we're not making dolls at home in America. You're right, it's tech, it's biotech, it's finances. There's a bigger percentage of the US GDP that will probably lean into AI more quickly than say in the 1980s and 90s a more manufacturing centric economy leaned into computers, I will give you that. So you're right, as I think this true, you probably have some accelerating returns to scale from AI that you might have seen in PC or the Internet. It might be boomier, quicker. So I will give you that.
Yeah, I don't know how to draw the curve, but that early adopter plus tech is so large that in our industry it's going to lead to massive human disruption. Just as many founders, just as many VCs. But man, if you're a hands off keyboard middle manager, you're going to be gone in a year.
And closing the loop from an economics because I am a nerd is what you probably will see is massively productivity in those sectors and then you'll have the bomb all disease of inefficiency in health, education and some of the other stuff. So if the overall GDP remains, and I'm correct at 2%, you might have massive productivity gains at Salesforce and utterly no productivity gains at healthcare, maybe education, maybe some government sector. So I'll give you that. I think that the adoption within the tech sector will Be super fast. Now to your second point. Yeah. What happens to those 9,000 people? I don't know.
I know.
I think he might.
Vinod said this so many times until I was at ef, did a demo day out here and I watched Vinod again after building Rai with 130,000. And he said, half these people are going to be gone. There will be no jobs for them. We will build AGI or whatever you call it. They will have income and in the end there will be no jobs for them. So taxes will go up. We have to pay for them. Right? And we will all be better. And like, you can laugh at this, but when I heard this say a year ago, I'm like, this is the guy that invested in Open Air today. I'm like, I see it in my own AI. Like, there is no those 6,000 people, okay? Making 68 at Salesforce with benefits and taxes, wherever they are, they're probably six. No matter what their, their hourly rate is, they probably cost six figures. There will be no jobs for them. They will be. They may have to work at Subway and it's terrible. There is no tech jobs for these roles. There is no job, right? And I was on another. And every CEO that I know, and this is micro, this is not macro. But every CEO I know that's at growth scale has. That isn't wind surf, has some version of a hiring freeze going on, right? No matter. Unless the growth is insane. And it's all you can hire, but you got to get rid of somebody, right? It's all AI first. And so it's even worse for these folks because everyone's got some sort of soft freeze, right? Some sort of. It's Even if it's just a quality freeze, right? And so who's going to hire these people? That's not. That's not. Aren't a tier. Who's going to hire them?
To what extent is this not just like Adam Smith's Invisible Hand, which is one of the biggest shortages in labor markets today? It's ambulance drivers, it's fire engines, it's truck drivers, it's plumbers, it's roofers. Terrible things.
Agreed. I was going to say again, always willing to change my mind when I hear new data. Thinking about what you said, I saw that Journal article on just gradual unemployment creeping up. There's definitely overproduction of some skills and under production, as you say, Harry, of some of the more vocational skills. I do think that's a thing. I think give Peter Thiel Credit. Ten, 15 years ago, he said the return, and I think the return on college is pretty good for the good student. It's pretty good for the STEM student. But the marginal return on the marginal entrant to college in the last 10 years is profoundly negative. Right? You've got the set of skills that don't have a market value and you owe 150 grand. So I do think you're right there. And those folks are looking for the soft jobs. Not soft as in easy, but soft as in marketing with soft. But it's not STEM skills and it's just really hard. Yes, I buy that. That said, if you've got three really smart friends at STEM and you can crank out a visual studio fork, you Too can have $3 billion in 24 months if you can just get shit done. There's always going to be room at the top, baby.
Look, I mean, college is already becoming. This was Vinod's point. It's.
It.
There's a limited element of college that's already UBI. Like Harvard's $200,000 a year or less. You don't pay in Stanford, I think they raised it from 100 to 200. You pay nothing. Right? So great. That's it. You know, Harvard, even though it may become for profit soon, they. They can pay for this, right? But when every college is that way, it's just. It's you, it's ubi, right? You got to do something with these kids, right? I think that's where. That's where we're going.
Can I ask you guys, you mentioned that often might be a for profit. I mean, that was absolutely in the news. I put it as one of the number ones. When you look, we're going to be taking away Harvard's tax exempt status. It's what they deserve. Trump posted to Truth Social. Listen, yes, I care about Harvard. I like them very much. They're great to work with. I also worry intensely that this is going to happen to every endowment fund. And if it does, what happens then? Help me understand. Is this the start of a much bigger wave? And how will this impact commitments to venture?
It's the end of civilization. What does it mean for me? Said Harry Stubbings, which, by the way, I actually totally respect. Because if we go off into some kind of blather about what we think about Harvard, I'm no more qualified than you or any of us. I'm just a man in the street when it comes to that.
Rory, when you think about who listens, no one cares what we think about Harvard. They Care.
Exactly what I was going to say. Look again. Unfortunately, going right back to the first thing is if it turns out that there is pressure on endowments and I think even if this doesn't happen, and there's a lot of reasons why I think it mightn't or it gets delayed, what we said a few weeks ago, this was going to be huge pressure and precautionary cash planning and all the endowments. And going right back to our discussion at the start, unfortunately, those are the LP of choice for the small early innovator funds. It's another thing that's going to reinforce force. The big will get bigger and it'll be harder to be new. It's not a great trend because if you're raising 8 billion, you've long since stopped talking to Harvard in a meaningful way. You're actually talking to pick yourself and wealth fund. If you're raising 150 million for your first fund, those are the people you'd be going to. So it's bad news within our particular world of venture investing. And then the one and it's deliberately not trying to veer over into the political. I do think we're in the business in venture of funding the things where the US has a massive comparative advantage. And that comparative advantage is typically caused by high intellectual property, high knowledge worker industries like biotech, like software, like robotics. That won't be possible if we don't have a well funded higher education sector. So we can talk about all the old dumb things Harvard did and did not do over the last 10 years. And you know, particularly with that report that came out on antisemitism, there's a ton they have to be ashamed of. But sticking back on my venture hat avoiding kind of trying to be Mr. Political for our industry. One of the non negotiable ingredients is a strong and vibrant technology university system that generates graduates and research that have kickstarted the whole thing. So I don't want to lose Harvard. They may be arrogant asses, they may do this whole I was at school in Boston thing, whatever. They turned me down 30 years ago. I'm still grim about that. But I don't want to lose them.
Yeah, you don't want to kill the golden goose.
Got it. It's pretty good. We have a good thing going here. Inventories and a huge amount of it is just the smart, talented young people that come out of these colleges educated and ready to go. Don't blow it.
I mean, during peak lockdown we briefly took it for granted. Everyone was distributed we thought maybe it didn't matter. This stuff mattered. But now we know it really matters. Right? It really matters. Right.
You know, one piece of news that really struck me was. And it kind of went under the radar, but I called it an Aqua Ouch. Because I remember one of the hottest companies at the time a couple of years ago was Sensus. This company was super fricking hot. Everyone wanted to invest. Sequoia did it. They did a next round and. And they got acquired by 5tran super under the radar that raised 80 million from Sequoia. And I was like, wow, that, that didn't happen how we planned it. And I guess my question to you is how did you guys think about this? And is this the wave of a companies that were supposed to be high flyers just getting bought for cents?
Well, these are deals for what it's worth. Or as a seed investor, I'm that guy that you talked about at the beginning. I'm the grouchy guy. Yeah, I'm the grouchy guy. The big. The big, the late, the last guy, whatever. Just, you know, whatever. But for me, where. That was my high flyer, right? That was my fund returner. And now it's a. It's. I'm getting like eight shares in. In five Tran. Right. I'm like, I'm not so happy. Right. I have one of those deals. I was pretty grouchy about it. Now I have shares in the decade horn. Right. That will never. Ipo. Hooray. But it looked great on the press release, right?
Wow.
Yeah. I was that grouchy guy.
For.
For good reasons. For good reasons. Unlike me. I don't know the details of this deal. But yeah, that's where it makes you. You put all the time. And, and it does. You know, if you, if you're in there in it for a year and showed up as a board observer, it's just. And, and you know, it's not your only hot deal.
It's.
But as a se guy makes you grouchy.
Yeah. I mean, how. I don't know how to break it to you, but some deals don't work. I mean, it sucks. I mean, maybe that hasn't happened yet, but when it does. Hold the thought. I mean, you asked what I thought of that. Honestly, I didn't even notice. Because it's going to be one of five, 600 of these that's going to have to happen. There's somewhere between 800 and 1000 unicorns and a couple hundred of them are going to get public and the rest of them are going to have to be scrunched into other companies. And this is what that's going to look like over and over again.
It's like. It's like. But, you know, the craziest one, even though it's not brand new, was lace work, right? Which was as hot as it seemed like it was as hot as Whiz, right? If you, if you, especially me, I'm not a real security expert. I thought it was like the number two. It was. It was just. Just behind Whiz, right? When I was at Re Invent and, you know, it had 7,000 square. It had like a $4 million booth. I'm like, this thing is. It's neck and neck with Wiz, right? And then it sells for nickels, right?
I think at the risk of playing inside bull, I think yes, for nickels in terms of the enterprise value. But I think it was a significant portion of cash on the table. And I think the investors maybe widely, maybe wrongly, I've heard both sides looked at each other and said, if we could get 50, 60, 70 cents on the dollar back from the cash that we put in here rather than keeping going, maybe that's the right thing to do. Now, I don't know. I don't have the specifics, but it wasn't like they took a billion and a half and burnt it all up, right? It's that they just said, you know, two years ago, we thought this was awesome. We've reflected. We spent 100 million. We have 800 left. Let's just call it a day. Which might be a shrewd call, you know, fast forward.
I'm sure it was, objectively. It's just, again, the stress for different folks in the investor stack can vary. For some folks to be like, whatever, like, I got, I'm on 20 boards, I don't care. And for someone, it could be their only winner. Right. It's just the impacts are varied. Right. It's never that great for the employees, though.
Speaking of investor exuberance, we saw that with Census. I'm sorry that you didn't notice it, Rory. You're clearly much busier than me. I'm just a humble podcaster. What can I say? My question to you on the back of that is we also see Decagon then raising at 100x in a similar style to 2021. It was 15 million of ARR at 1.5 billion. My question on the back of that is, how did you guys analyze that returned 21? Incredibly strategic.
I think it's an interesting. It's not wholly crazy at all. If you run through the logic tape is that if you look at the top two or three use cases of AI, the number one is just personal chat, the number two is coding and the number three is customer service. Of all the areas to Jason's point earlier, it's the one where the roi, hear me out. The ROI is the clearest in the sense that we talk to people who said and I had an investment in this space pre Genai where the resolution rate was roughly 30, 35%. In other words, one in three calls got solved. We did a bunch of references around this space and around the kind of impact of gen AI and the conclusion over and over again was with Genai you can get that resolution rate to 60 to 70%. In other words, you can handle most of your calls without humans and customer success. Customer support is a massive, massive people sick. So it's just a great big market. So you start with that. Then the only question therefore is is it going to be a winner take most market or is there going to be more winners? And that's where it gets kind of tricky. Right. I think Decagon's done an amazing job with Sierra. They've established an interesting need in the kind of some of those early spaces. I think it could be a lot more competitive than that. But it wasn't crazy if you could get. You're leaning into growth. You've got a lot more Runway ahead of you than many of the 21 companies. So I don't think it was wholly crazy.
I don't understand it. I'm sorry. I know Daz Trainer very well at Intercom. Fantastic, fantastic product guy. Intercom is, you know, bluntly an amazing story to not a huge enterprise value today for 17 years. I know 2 billion is a lot, I know it's a lot, but they're fucking brilliant and it's taken a lot of money and a lot of time and they are one of ten. You mentioned Sierra. You want to go against Brett Taylor. Good luck. And Neil mated bankrolling him. You want to go against the 50 others coming out of YC all for individual verdict solutions. Seriously?
Yeah, that's the con case. You're exactly right. Look, we've agonized about this market a lot. You exact you have the pregen AI people and I think you're exactly right. Intercom is by far the best of those. They've done an amazing job of adding AI. They're little fin charging. I mean if there's anything that you could do. If there's anything that a pre gen AI company could do to get relevant in gen AI for customer success, I think Intercom have done it. So they get an A and they're Irish. So that gives me double votes. I want those guys to win. And no one like Des too. Right. And you. Exactly. I think that the problem is whenever you're one of the more mature business, you encumbered by facts.
Right?
You have a scale, you have a growth rate. You can kind of project off that if you're doing, I don't know the numbers. I'm going to put 400 million growing at 20%, whatever. You can value that. And it's kind of bounded when you're selling quadrupling and 5xing year on year from 3 million to 15. I was at 5 to 25. People just are more willing to lean in and say the future's unbounded. You can travel for three more years and suddenly the math works and you work one and a half. I know how it happens. Venture guys love new shit. We with option value over all shit with intrinsic value. It's as simple as that. We don't do intrinsic value. You know why? There's no upside in intrinsic value. We are junkie upside junkies. Right.
And can you just break that down for those who don't understand? Why is there no option value in intrinsic value?
Because if something is 400 million growing at 20% and it's been doing that for the last three years, you're probably going to grow at 20% for the next three years, plus or minus. Now there's a price at which you'd love that asset, but it's not going to trade at that price. It's going to trade at six times. Today it's going to grow at 20% and it's going to trade at six times when you exit. So it's a pretty bounded. There's no magic pixie dust upside. If you buy it six times and sell it six times, you can double your money. If IT compounds for four years at 20% with low growth, there's just no way to tell a story where something magic happens. And conversely, a new deal that's 1 or 2 million dollars, 3 million going to 25 million. Well, maybe it'll 5x next year as well. Maybe it'll go to 50 followed by 150 followed by 300 and oh my God, that's still worth 20 times. It could be the next fill in the blank. That could be worth 20 times 300, which is 6 billion. We can pay 1.5 billion. Now there you got your Forex because you're selling futures and you're selling upside. Hope. Now, people may be massively mispricing that option, which is why you're saying. And you could be right. In other words, the probability of that working might only be 1 in 100. And they're pricing as if it's 1 in 2. In other words, they're pricing it as if it's certainly going to work. And in fact, it just might work. Right. And that's where these kind of bets go up.
One of the hail pieces that I always go back to is Bill Gurley's kind of 10x piece.
10X plan. Yes.
Yeah. And you know what? It kind, like you said there about kind of global GDP and 2x. Yeah, well, you know what? 10x and I look at that. I'm like getting to 150 million an ARR from 15 is a real. That's a journey. You're paying for it.
It is a journey. And in a way. And you know, look, we had some internal discussions. Should we be one of the hundred people pleading to put money into decagon at one and a half? And we had some interesting discussions.
That is not a scale deal.
No, it's not. That was my comment. But my point is merely. Look, going back to the thing that you said, Harry, is the market is changing so much that if every day you're not saying to yourself, are we doing it right? Are there things we should be thinking of that feel unnatural to us? And if you're not even at least asking that question, you're missing the point. Conversely, on the other extreme, if you start drifting off and doing every new thing, you'll probably also screw up because you'll lose what you have. But that's the challenge of being an Investing Manager in 2025. If you just stick to the same old boring shit, you could be done. And if you lose the plot entirely, you could blow all the money and you got to thread the needle.
I've just led a deal for a vertical SaaS for dentists, Rory. So I'm at the cutting edge of AI. Thank you very much.
You know, good market they have, the whole imaging stuff. Yeah. There's a couple of companies that space.
Oh, yeah. I'll show you the A because you're so nice.
You're all sweet. I know there has to be something good come out of this.
You know the meta question. I have done a lot of invested in support and know A lot about AI in it. It's like this is true of Windsurf too, but the defensibility is confusing. But I think what they're good at.
Is.
Doing strong enterprise deployments like getting it done get doing the heavy lifting I think is I just tried the one on Notion and Substack were on it. It couldn't answer my generic question. But that's not, it's not its strength. Right. I asked Notion how to embed my AI in Notion and it said the team will get back to you in a day. I have a lot of the data. I'm on the board of this company called Gorgeous, which is the biggest support in E commerce. And I see all the data and they have all the data for all the vendors. And the honest Gorgeous biggest challenge is that, is that they objectively they are the best. Okay. Their way to measure it. But the gaps are narrow. The gaps narrow. And I. And listen, ripping out a support, you know, support. That's a big deal. It's not going to happen in the enterprise over years. Right. But I do this moats versus momentum thing, even though it's venture nomenclature. I think about this a lot. Moats versus momentum. Like you know, if decagon is cool, but if, if, if a Quadricon or, or a Dodeca Con is better next year. I don't know. I just don't know.
Right.
I hear you. But the argument I'd make is this. There are times when market windows open and there's a couple of years where you scurry through and there's no moat at that particular point in time. But momentum begets its own moat. I do believe. Let's just say fast forward two or three years. Right. I'm going to argue the following, that the state of the customer service market will be like this Gorgeous. A one or two of the old guard will add enough AI and be really relevant. Intercom Gorgeous, a few of those. There'll be 50 people, new companies trying to do it. But I'm going to say let's say Decagon and Sierra. We have observed in the phone side of it, two or three of them make critical mass and explode. Right. I think at some point when you become the safe choice, windows shut and the opportunity to walk through it. So I don't think that those companies will get eroded because I don't think three years from now Decagon will be at 100 and NewCo will start taking their stuff away. I think this is a point in time like Salesforce where you have the chance to grab a 10 or 15 year market slot.
So I don't, it's not that I don't think you can get the momentum today. What I worry is just that when there's so much competition, I think everyone's going to be less durable. It's not your 10 year old SaaS company that is seeing less durability. I think everyone, I think this, this is new, this less durable revenue and I don't see any reason why the new guys, if you listen to Varun at Windsurf, he's like our only mode is, is working harder than everybody else in speed. He's not claiming he's building any moat. Right. This product didn't even exist 90 days ago.
You exactly right. I do think in enterprises the truth is once they're installed, it's hard to take out for exactly the reasons you said. The shit doesn't work so well unless it's trained and tuned. You just have a bias to be there. And then the other thing is once you're the perceived leader, you know, you do have all that kind of positive reference value. I mean you and I would both. I don't think Salesforce was winning in 2010 because it was the best CRM. It was winning because it was the default option.
But, but I think that's, but I just worry that with so many, so much great competition, it's not just that your revenue is going to go to zero. I just worry there's going to be more churn, more downgrades and harder to win deals like those benefits like we talked about before. Those benefits to hitting scale I think are less than they used to be. Right. Even if the budgets are exciting and I just, I don't know how to predict where the future of anyone will be. Right? There's, there's going to be so many shiny pennies in AI and so much change that like these chat apps are great, but when chat voice bots like, you know what's just starting right now, it's just starting is having real digital people join support, not dumb cartoons or somebody with the audio doesn't match the video. I'm talking about people better than a human joining it. Now maybe that's not Sierra or Decacon or Intercom or Gorgeous or Zendesk. It may, it may come from another place. Right? And then these spaces, it's not once a decade disruption or once every five years. Now it's once every five week. Literally every five week disruption. Right. So this lack of stability is where I, I think that the decagon revenue growth justifies 100x. It's the stability that I worry about. If it's stable, I'm all in. 1 to 15 in 12 months I'm all in.
That is fair in the sense that we talked about this last week is that you have significantly more variance in product market fit in these AI products than you saw in SaaS. I do believe I would still assert that enterprise grade big installs with lots of integration will be way stickier than most. They'll also be slower to build than most. But yes, I think across the board in AI. How are you looking? Pain. Say it.
Well, I'm just saying AI is the greatest friend for verticalization which is like we led the series A for a company called Solve. It's AI for patent lawyers. If you think patent lawyers are switching software tools often, you are high. It's a once every 10 year switch. It's a difficult thing to do. There is no way that churn is what it is with horizontal developer audiences like it would be with Cursor or Codeium.
But I would argue. I hear you and I agree but I think there's a bit of VC old school hubris here which is that it's killed versus maimed. Okay. I think once you're embedded in a workflow, right. Once you're core. Once you're core, it could be an SMB, it could be mid market. When you're core, it's hard to rip out. Okay. It takes time. But what happening with AI is people are looking more often and so if and deals are more competitive and there's more pressure on pricing at downgrades. Anyone that says there's not. When some new AI competitor comes in and says we will do this at half the price and it's 10 times better even if folks take a look. Okay. Everyone thinks there's. Everyone thinks their sales team is so great at resisting pricing pressures. You know what happens when they cancel? They'll do the deal for half price. Okay. It's just these. We're missing the fact that you can AI can maim leaders even if it doesn't kill them. And that can take them off the IPO track. That can destroy venture investing if instead of 50% at 500 million, you're growing 30% at 300 million because you got maimed. You didn't die, but man, you no longer can ipo. That's terrible. And that's what's. That's where people that are hiding their ostriches in, in the Dirt. I think their startups are going to fail because they're not realizing they're getting these knife, these knife cuts. Right.
I think it's more the ostriches are hiding rather than people hiding their ostriches.
But I get the metaphor. So that decagon 15 million came from somewhere. It might have come from Intercom, it might have come from Zendesk. And if they notice, right, you'll notice.
I hear your point and I do agree that yeah, the board competition and churn are significantly greater now because like I said, I think the world is in flux. It was locked in for 15 years in SaaS land. It's been in flux for the last two years and for the next two or three years in enterprise land. But, and this is where I could be wrong, but I'm just going to put it out there. I think the positive view is just, I think that what a successful set of products in AI looks starts to gel over the next couple of years and the people who are in the lead at that point in time get a similar 10 year run to the 10 year runs you and I bought benefited from in SaaS, Jason. And that risk of churn and that acute competitiveness that 60 people shakes out to three or four. And in the end market formation evolves in the same way as it did in the enterprise space, which is typically any enterprise apps marketplace tends to be a modest oligopoly of three to four players where you have steady market share. That's the vision. If you're wrong in that vision, then these assets aren't worth 10 times revenues, they're only worth five times. And everyone is so horribly wrong. My head hurts.
I at least think it's much riskier than I thought 100 days ago. Much riskier. Riskier not being binary. I'm saying it's much riskier that there isn't this stable state at the 14th electron or whatever it is that the stable state no longer exists. I don't believe it exists.
Times revenues. I'm only what, five times. And everyone is so horribly wrong. My head hurts. Right.
I got at least it thinks. I at least think it's much riskier than I thought 100 days ago. Much riskier. Riskier not being binary. I'm saying it's much riskier that there isn't this, this, this stable state at the 14th electron or whatever it is. Like that the stable state no longer exists. I don't believe it exists anymore.
I hear you. I will say I'm lucky enough to be on one Board with an executive. I won't name him, but he's a very senior technologist in one of the model companies and really understands. And I just shut up and listen to that. And really you would say rarely do I shut up, but I just shut up and listen to him talk. When he talks about model trajectory and his comment over and over again is, I hear you. I will say I'm lucky enough to be on one board with an exact. I won't name him, but he's a very senior technologist in one of the model companies and really understands. And I just shut up and listen to that. And really you would say really do I shut up? But I just shut up and listen to him talk. When he talks about models, you just have to internalize what the models are going to do in the next two or three years and you might be able to do that because it's going to be done for you. So that is the argument on your side, Jason, which is that the more the model can do, the more of that software stack gets sucked in. So I do agree it's a countervailing force. I don't have clarity on it, but until you get a handle on that, you're right. You are at the risk of more disruption than we've seen in SaaS in 15 years. It's a very smart guy.
Portfolio companies, founders, if they're seeing a little bit of elevation, insurance, more pricing pressure on renewal, decagon in a couple of deals, whatever it is, okay, they should see this as a canary in a coal mine. Their CRO should not come to the board meeting and say it's just, it's just a little. Yeah, we lost a couple and we're seeing a little pressure on downgrades and we're seeing like this is not a bump. This is a exponential change in terms of risk. And I just think of nothing else. People, maybe VCs will take the risk, but founders should jump on this. Like when you see a little bit of the start, you better be all over it because people are putting, I mean literally. I talked with Yamini Rangan from HubSpot last week. Okay, this is HubSpot. She said now at HubSpot they are with cursor, they are pushing out so many features they can't put them into production anymore. She wasn't kidding. They're, they're said they're 50, 50% more productive. @ HubSpot's a big effing deal. Okay? The fact that HubSpot now is pushing, is developed more features than they can push out. Think about that when you think, you know, you're, you're, you have a stable, stable state in your, in your 50 person startup, right? Or that you can rest at 50 million ARR. HubSpot has more features than they can put into production for the first time ever. Right. And you know, she's not Dharmesh, but I'm sure it's 100% accurate, right? I mean she's looking at it, right? And she's measuring this by code commits, right? She's measuring it by code. There's more than they can and they just can't. It's, it's too much business process change. So you know, you just, it's just that stability. HubSpot was so stable for years, right? Oh, we'll add CRM at 100. I mean where are you guys invested? It was, you know, a generation. I'll add zero at 100 and I'll add service at 300 and I just, I'll just keep layering this beast and I'll drive NRR from 85 to 100 210. And it was just this, this check the box. Right. But if they can, if they can build more software than they can push out, what about everybody else?
Can I just touch on one final element before and it's. You mentioned like Kill or mame, not killed there. And we've said about the companies that maybe derailed and going to ipo. Olo, the public company now for sale. The reverse of what we're talking about, of struggling to get companies out. A company that needs to sell. How did we think about and analyze this one?
I spent exactly. I mean the thing about. Just so the readers know, Harry sends you 20 questions, you cover 18 of them and then he picks the one that you didn't cover. I don't have a developed opinion on Olo.
I think I'd rather be seven rooms which Jordache just bought for 1.2 billion. My advice to folks that have. That are being eclipsed today is, is take the offer. Yeah, take the F. An offer. Okay, take. That's a good F. And I'm not an expert in seven rooms like in terms of. It's sort of a. But I think 7Rooms conceptually has the same challenge Olo is which is you're focused on the enterprise end of an SMB market. Okay. All a great founder trying to do big chains of restaurants. But restaurant is a. As a VSB space, not a vestibule. It's very small business. Seven rooms is the same thing, you know, complex reservation management software for. For chains, right? And I think they got the money. They got the one. They got the 1.2 billion and Olo didn't. I mean, at some level, it's true, right? It may not literally be true. So my only thing I can say is take those. Take those. If you're losing, take. This is always true in venture, right? But especially these moments. Take the deal, right?
I mean, the crazy announcement today was actually, the crazy announcement was Deliveroo is also getting bought by DoorDash for 2.9 billion. Just to put that in context for you guys, and I don't mean that rudely, but I'm sure you're not aware of public markets in the UK it was valued at between 1.4 and 1.5 billion. That is a $1.4 billion delta between how DoorDash valued it and how UK public markets valued it.
And it may well be. And I can say this, having lived in the uk, it may be that you guys are just crap at valuing tech companies, right? I mean, and it's a genuine comment. Is that, look, DoorDash is the machine. They're the, I don't know, $60 billion market cap. They're like, they've done the U.S. you get out the little map, you start coloring it, you say, oh, Western Europe, we can pick this one up and we'd just be done. You pay a premium. It's in the noise, and you win. So, I mean, it's the beauty going back to the. Once you have the US domestic market, tech market as your core starting point, you just end up with the biggest version of everything, except possibly something that's domestic. China. And then you can just pick off Europe acquisition at a time. Totally makes sense. Good for them.
We're not going into China. I don't want to upset people.
No, we're not doing that.
No, we're not going to China.
There are other podcasts that will happily cover politics takes until we're blue in the face.
Okay, final, final one. I do just have to ask it. Koppelman's Venture Arrogance School. What did you guys make of this?
I. I totally. I totally understood it. You know, we want something. We wouldn't call it the venture arrogance. Go. But it's. It's the right question. Everyone should ask, is there enough. What do I have? Is there enough market share for me to execute my business model? What do I have to achieve to achieve my business model? I mean, you're taking away the arrogance, which is just Josh being fun. I think Josh is amazing. Obviously, he's done really well. Clearly, when you get towards the tail end, you can have a quick sneer at everyone, right? But the analysis itself was spot on. Every single firm should have to say to themselves, is there enough deals of the size and stage I want to do to make the math work for me? And Obviously, if you're $150 million seed firm, you know without even doing the math that you're fine. There's lots of companies out there, you just got to make sure you find them. What it's implicitly saying is.










