
Today’s Topics: 04:44 Analysis of $3 Billion Windsurf Acquisition 12:39 Will Mega Funds Win the Future of Venture Capital 18:39 Does Every Fund Have to do Pre-Seed to Win Series A and B Today 27:53 Why AI Will Create Massive Unemployment 31:06 The...
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Jason Lemkin
Benchmark did something like 63 series as and had a 10% hit rate across 15 years. Andreessen did a 454 series as and had a 2% hit rate. 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. The Focus Fund is better at hit rate, has more as a percentage and lower as an absolute number than the guys at cranking through 454As. That's all you need to know.
Harry Stebbings
This is 20VC with me, Harry Stebbings. We are back for my favorite show of the week. We're back with Jason Lemkin and Rory o' Driscoll and we have some big news to discuss this week. We have news on Will mega funds win the future of venture?
Rory O'Driscoll
Do you have to do pre seed.
Harry Stebbings
To win Series A today? Wind surf and the $3 billion deal that's just gone down and so much more. This was an incredible and always fun discussion with Rory taking the piss out of me. Me and Jason ganging up on Rory. It was one of my to do and a lot of fun.
Rory O'Driscoll
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Andreessen Horowitz
Wow.
Rory O'Driscoll
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Jason Lemkin
You have now arrived at your destination, boys.
Harry Stebbings
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 just going to dive straight in. Windsurf 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?
Andreessen Horowitz
Aurora, you probably have better thoughts than me. It's funny, the World is changing so quickly these days, right? I mean, I can't keep up. 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. Everyone is just hunting these mega outcomes, right? Every junior engineer from OpenAI is raising at 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 inured to these numbers. It's like 2021, when you would say no to a $3 billion acquisition from a project management tool, right? That was Kanban. It's like I'm anesthetized to these numbers now that aren't like in the tens.
Jason Lemkin
Of billions, you know, 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 crank like crazy 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. 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.
Harry Stebbings
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 cursor?
Jason Lemkin
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. The time to have checked your manhood was before you turned down the big number. Whenever you turn down a big number, whenever you do that, whenever you get to that point where you're turning down 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, it would have been more useful a while back. My guess is they're probably using the following logic. When you're the number two and you get the heavy squeeze from the adjacent acquirer, it often makes sense to fold because otherwise they might buy the number one and then you're done. When you are the number one, you might be able to say to yourself, you know, I'm still the independent winner. I can create value. There's other acquirers. So they're probably bravely going forward saying, this is the bet we're taking. But yeah, it takes real courage to turn down whatever was offered and say, we're going to compete against these guys instead.
Andreessen Horowitz
You know, it's funny. It's funny when these deals happen and it's funny to talk about them. They're like the routine. But what is very interesting is how, especially when it's right after an investment, how the different investors react up and down the valuation stack. Right? It is. And it's not always exactly what you think. In my limited, you have more experience. It's not always what you'd think. But the advice you get and the feedback and pushback, it's like wildly divergent, isn't it? Yeah. If I just put in at 10 billion and this was a risk factor in my prospectus or my internal diligence, I'm pretty Zen. If I did the $1 billion round at cursor, I might be thinking, oh, this is the worst idea ever. Not selling. Right. And then the seed folks that were like friends with the CEO, that might be like kumbaya. I already sold half in my secondary anyway. Like, I put. I sold half and I love you guys and you, you be you. Right? It's just so different, the feedback. It's not that you can't trust the advice, it's just. It's so biased. Right.
Jason Lemkin
Tony? I think everyone talks their book. They sometimes don't always talk their book in a way that you think make logical sense. But we're just human. Everyone comes to these M and A discussions around the boardroom table, mentally running their eternal cap table and saying, what does it mean for me? Right? And that's why one of the things I always tell CEOs is when you get this kind of offer, understand those numbers forever and understand where people are coming from.
Andreessen Horowitz
There's a vibe check. I've seen change as funds have gotten bigger and raised faster. Right. Which is that for someone that just invested at a mega Round if they just get a 1X in a year or two, like, it's okay. You and I met when I sold and there was so much drama around every exit. But when I look at like I first saw this when Loom sold it, Andreessen invested at 1.3 and they got their 1x back in a year. And they're like, that's cool, guys. Go, you know, do let's do the next one together. And you used to say, let's do the next one together when you did the pre seed. Now it feels like, let's do the next one together at the growth stage. And I think it's a good thing if it takes a little pressure off.
Jason Lemkin
It is. And I'll give you a different example of that that actually sticks in my mind more. Thrive invested in Instagram and like literally four or five days later, it sold for 2x. In one sense, 2x. 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. So 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. 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.
Harry Stebbings
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 Atlassian, being like, dude, you could have paid 35 more. Just give them a billion. Like you did like 9.65. Come on. Come on.
Andreessen Horowitz
Some weird story there. Maybe they're careful not to push too far.
Harry Stebbings
A billion would have been gauche.
Andreessen Horowitz
I also think you asked Harry a while ago when we did 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, you do become risk averse because it's material. If you have a double digit millions fund That's a big deal and you don't want to lose it.
Jason Lemkin
But as I think some more, that may be true, but I look back and I go, letting the winners run is the first golden rule. 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 got Sequoia late stage in, provided you don't know something, they you know about the deal. Remember, a 2x from here turns your 10x into a 30x. Writing your winners is one of the key parts of making the math work in 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, literally thinking everything's going to end. Will this fricker get done? And then it does. But you know, 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, a 10x, which to state the obvious, is a 20x. And that's a big difference.
Harry Stebbings
Funny, Brian Singerman always taught me the value of the final double or the next double. Six to twelve billion in company trajectory actually can be twelve months of work. That is double your returns in a portfolio.
Jason Lemkin
Often he's exactly right. 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 gotta lie back and say, how far is this gonna 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 double from there, so much easier than grunting it out from a million to 5 million in ARR. Jase, 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 dee doo. It's let your winners run.
Harry Stebbings
We mentioned that kind of 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. 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 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 anthropics gleans 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. 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 multistage win the next 10 years.
Jason Lemkin
There's a lot in and I have the advantage, which our listeners don't, of seeing your agenda. 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 is 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 again. So we're all 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 no. 1 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'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 won and you're in an excellent place. So first is winning by having the money. Then the second thing is can they invest it profitably? And look, they're all Excellent investors. 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 dude, 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. So for a long time to come, I think you described it exactly correctly, which is because they can do those later rounds, they're going to be able to option value a seed deal and even option value value in A and a B. That's just the 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 10, 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 OPER underwriting 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 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 and you know, it's like the Mafia guy, you know, 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, you know, hey, we can just roll over this thing. So a lot going on in that, right. Do you think on winning, I think in some elements they've won. In some elements it's TBD and it's going to be a long, interesting sorting out period.
Andreessen Horowitz
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 talk about, I just say you look amazing, I can't do the deal. 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've given up instantly. I fold in the before the first hand because I agree with you. I don't have the answer. There's obviously the non obvious ones because this money, it has to be attracted to the obvious candidates. But you know, that's why I think that's why so many people glamorize inception investing, which I ain't gonna do do. There's one thing I ain't going to do, 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.
Harry Stebbings
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.
Andreessen Horowitz
Well, good people, I don't know that I would. When I think about inception investing, it's good people out of a good company with lots of box checked. It is technically inception but they've already checked several of them 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, didn't come out of stripe, didn't go to YC and and spending months with them, getting to know him and saying here's 800k, that's too much work. No one works that hard these days, do they? No one works that hard in venture. I've known a few people over, over the years that work that hard. 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 championship Harry and spend five minutes outbidding.
Jason Lemkin
Look, turns out getting a big fund in itself is hard work to be fair to them. But within the smart ass comment, the true comment 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 just to be willing to pay a price that gets you the deal. 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, Think we've become a bundled good 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. Wait till you see the series C and D. So that's what you up against. To your point, Harry, there's lots of reasons why those big firms can win. It's also all. 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.
Harry Stebbings
My question is, can you even do multi stage if you don't do pre seed? Today we have Series A investors here and they're like, for fuck's sake, Neil Mater doing the seed. And the pre seed for Windsurf is Goya Lightspeed, General Catalyst. Do more pre seeds than anything. You won't see the A if you don't do the pre seed. 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.
Jason Lemkin
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. If that product and every other dimension is just as good as a single stage investment, you're up against it. So 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?
Harry Stebbings
Why do you not do it with scale? I have so many LPs. Message me, they're for you. After our shows, we thought about it.
Jason Lemkin
Look, we've wrestled internally and I would say actually we're thinking about it. 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 seat. And what we won't do is bullshit and say we're going to do a whole bunch of seeds and then not do it. So 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. And a zoom out insight I had is this, I've been thinking 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, lots of it. With the minimum amount of hassle and perhaps the maximum amount of health. So from the founder perspective, they actually don't care if you're crap at seed. They don't care if you're crap at a. So there's no, 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 fricking 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 loosey 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 return from it are subpar relative to the returns of people who are more specialized. But even if it is true, it's going to take five to seven years to become obvious.
Harry Stebbings
Let me push back on that just briefly. I have a lot of founders in the process of courting who ask 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. I get it.
Jason Lemkin
But that doesn't reconcile 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 the founder might want you to be focused on him, but the Truth is, 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 last 15 odd years. There is a big advantage in terms of news flow of doing 2030 deals a year. There's always something good in the portfolio. So 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's going to be there. Kurt Watman at DST did an excellent piece on Series A's. Just a really great analysis on just the volume of AS that some of these firms are. 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 ADL's a year.
Harry Stebbings
I saw Benchmark had a 33% hit rate on $5 billion companies from 2013 to 2018.
Jason Lemkin
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. They have a sample set of 20. And it gets right back to your comment about 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 we've just been talking about, the Focus Firm pulled it off better. And 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 as and had a 10% hit rate across 15 years. Andreessen did a 454 Series A's 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 as that's all you need to know. It just shows clearly that if you scale the thing up, your quality does slip, but the aggregate numbers keep going up. The only question, therefore, is which of those strategies makes the most money? 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 gut for 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.
Andreessen Horowitz
Those deals also were a while ago too. Right? It was such a different time. And I'm not saying they won't reproduce it, but when I look back, that was when I started to invest. It's nothing like today. Like, there's nothing in common. There's nothing in common. 2013 to 2018, when I started, nothing.
Jason Lemkin
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.
Andreessen Horowitz
Yeah. For a lot of reasons. For a lot of reasons.
Jason Lemkin
But if it's harder now, let's move from hit rate, which is how many times you got it right, to what percentage of the best outcomes you got 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 Perents, 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 in 2026, you're gonna get into 20% of all the good deals. Then I say to you, Andreessen, the most aggressive firm in a less competitive market. Market only got into 10% of the deals, and all the other firms did less than that. 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, to the extent required to make the math work.
Harry Stebbings
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.
Jason Lemkin
I totally agree. 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, the deciding between does the strategy work or not is are there companies that compound from 100 billion to 400 billion in the private markets before they go public? And right now there's 10. Two, there's SpaceX, there's open AI. You know, if you have four or five more of those, the math works for everybody, provided you end them.
Andreessen Horowitz
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 world domestic product. What's the acronym here? The Global economy is 100 trillion. Okay, 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?
Jason Lemkin
I'm going to ground this in fact, because Harry uses trillion, because that's his Harry. Right. The US GDP is around 30 billion. The US stock market trades at roughly 2x GDP, so 65 billion. Noah Schmidt wrote the great piece on not conflating income and market cap, but around 60 trillion. The more important point is every decade 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 hair.
Andreessen Horowitz
Help me do the math. If half of all tech labor force is replaced by AI, which I did not believe 90 days ago, now I'm 100% convinced of how much trillions does that create 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. How many trillion dollar startups do we get out of that math?
Jason Lemkin
I think talking about trillion dollar startups is not useful, even though, let me make the following sentence. There are six companies with a trillion dollar market cap. 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. 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. So now to your question on AI. Look, 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. Efficient, it's gotta 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. No, look, AI and the ability of AI to unlock value is clearly the big lift. I mean, witness the acquisition we started talking about.
Andreessen Horowitz
Yeah, but these mega funds, I think they're predicated on this and Vinod's been saying this for years and I didn't get it until 90 days ago. 60, 90. Until we ran our own AI with 130,000 conversations through it. I didn't get it. Now I get it. Half of these knowledge workers are going to be gone in 24 months. And can software capture 10% of that? 5% of that? Because what is the average dollar worker worth? $200,000 a year. And how many of them are there times 0.1.
Jason Lemkin
I'm going to take the counter on that. I think that the past is the best predictor of the future. AI is exciting. There'll be lots of savings. It's the new, new thing. We're investing in it as yet. 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'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, you know, many multibillion dollar outcomes from it. I don't buy the mass unemployment in 12 to 12 months.
Andreessen Horowitz
I'm not smart enough to even know what's going to happen to gdp. In fact, you know, I'm pretty skeptical that most software that increases efficiency really contributes much to growth. I mean, come on, we 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 no one in customer success. We need no mediocre QA engineers. We need, we need almost none of the mediocre product managers. I will bet you $100,000 that more of these people are unemployed 12 months ago than you think. 100 grand and it's already happening. I mean, I'm slow. I don't get it. I mean, literally, 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 not just efficiency, Rory, it's better. And two, they don't complain about the job. Job. They don't complain about the job. As soon as AI is even 80 as good as a human, they'll all be gone. 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. She says I need to make at least 300k. 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'll keep my ears out is what I said 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.
Jason Lemkin
You love extremes. And directionally you're correct. It'll take longer. I predict to you, even your business. Yeah, you're saving a bunch in opex, and I think you're doing it. You'll be super focused on this. You'll save a bunch more in opex.
Andreessen Horowitz
But it's not even opex. Do you know what the problem is? There's nobody to do. The priorities can 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 nexx we are missing fact that no one wants to work. And this is an honesty that people are not like, you know who says it? Fiverr, Shopify. 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. 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. I can't pay somebody $250,000 do anything that Sasa. Rory they will do strategy. They'll write a memo that takes 90 days. They will do something late. Okay? No one wants to work.
Jason Lemkin
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 don't think your profits are going to quadruple. Take Klarna as the public example. I mean, they talked about all people 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.
Andreessen Horowitz
I agree. I think this is a misnomer. I think what's happening is we just can't hire people that are working worth it. So we're just going to turn the AI on. No one wants to work. Even Avery. Rory, like my son goes to a school for founder privileged children. 10% of the boys in his class just didn't want to go to college or work. It wasn't that they had a trust fund. It's just they were just fine doing nothing. 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 that's going to make some people mad, but that circle means I'm unwilling to work. I need 300k and I'll do three meetings a week. That's what that blue circle means, open to work.
Jason Lemkin
I'm not going to argue with grizzled cynicism for the front lines.
Andreessen Horowitz
You think it's cynicism? 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 do no work. I'm burnt out on it.
Harry Stebbings
Rory, I think. You know, I actually agree 100%. Sorry. With Jason. Then come to London where it's even harder. Or Europe press 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.
Jason Lemkin
I'm just going to say 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 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 at best the inventions are equivalent. 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, you're going to those researchers deep researchers are making just love it for what we do here. 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. It takes time to defuse any technology, even AI. 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 you know, 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 dos, PC software out there.
Andreessen Horowitz
There are. But there's no question the overall adoption curve for AI in deep enterprise is going to be so slow. The thing is, the early adopter phase is so large in AI and two, all of tech is becoming an early adopter. 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 it. How do you repurpose 6,000 people from AI?
Jason Lemkin
Right, first of all, the first part of that comment is really great. The second part is really great and fun. Let's break it up. 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. 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. There's a bigger percentage of the US GDP that will probably lean into AI more quickly than say in the 1980s and 90s. And a more manufacturing centric economy leaned into computers, I will give you that. So you're right, as I think it's true, you probably have some accelerating returns to scale from AI that you mightn't have seen in the PC or the Internet. It might be boomier, quicker, I will give you that.
Andreessen Horowitz
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 gonna be gone in a year.
Jason Lemkin
And closing the loop cause 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. 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 think that the adoption within the tech sector will be super fast. Now second point. Yeah. What happens to those 9,000 people? I don't know. I think you might.
Andreessen Horowitz
Vinod said this so many times. EF did a demo day out here and I watched the note again. After building Rai with 130,000 he said, half these people are going to be gone. There will be no jobs for them. So taxes will go up. We have to pay for them, and we will all be better. And you can laugh at this, but when I heard this say a year ago, I'm like, this is the guy that invested in OpenAI. Today I see it in my own AI. Like, there is no. Those 6,000 people at Salesforce with benefits and taxes, they probably cost six figures. They. There will be no jobs for them. They may have to work at Subway, and it's terrible. There's no tech jobs for these roles. There is no job. And every CEO that I know that's at growth scale has some version of a hiring freeze going on unless the growth is insane and it's all, you can hire, but you got to get rid of somebody. It's all AI first. So it's even worse for these folks because everyone's got some sort of soft freeze, even if it's just a quality freeze. And so who's going to hire these people?
Harry Stebbings
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.
Jason Lemkin
Agreed. I was going to say again, always willing to change my mind when I hear new data. Thinking about what you said and I saw the Journal article on just gradual unemployment creeping up, you know, there's definitely overproduction of some skills and underproduction, as you say, Harry, of some of the more vocational skills. I do think that's a thing. I think give Peter Thiel 10, 15 years ago, he said, 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. 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. It's not STEM skills. And it's just really, really hard. 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.
Andreessen Horowitz
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. That's at, you know, Harvard. Even though it may become for profit soon, they can pay for this. But when every college is that way, it's just, it's ubi, you got to do something, something with these kids. Well, that's where we're going.
Harry Stebbings
Can I ask you guys, you mentioned that Harvard 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 True 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?
Jason Lemkin
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, you know, what we think about Harvard, I'm no more qualified than you or any of us. Yeah, I'm just a man in the street when it comes to that.
Harry Stebbings
Well said, Rory. When you think about who listens, no one cares what we think about Harvard.
Jason Lemkin
Unfortunately, going right back to the first thing is if it turns out that there is pressure on endowments, this is 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 innovative funds. It's another thing that's going to reinforce the big will get bigger and it'll be harder to be new. It's not a great trend because. 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 youk Sovereign 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 venture investing. And then 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, tech, 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. 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, 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.
Andreessen Horowitz
You don't want to kill the golden goose.
Jason Lemkin
We have a good thing going here in venture and a huge amount of it is the smart, talented young people that come out of these colleges educated already to go. Don't blow it.
Harry Stebbings
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 Census. This company was super freaking hot. Everyone wanted to invest. Sequoia did it. They did a next round and they got acquired by 5tran. Super under the radar. They'd raised 80 million from Sequoia. And I was like, wow, 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 series of companies that were supposed to be high flyers just getting bought for cents?
Andreessen Horowitz
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. I'm the grouchy guy. The last guy, whatever. But for me, where. That was my high flyer, that was my fund returner. And now I'm getting like eight shares in 5tran. I'm like, I'm not so happy. I have one of those deals. I was pretty grouchy about it. Now I have shares in a deck of corn, right? That will never ipo, hooray. But it looked great on the press release. 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 it does. If you're in it for a year and showed up as a board observer it's not your only hot deal. It's. But as a se guy, makes you grouchy.
Jason Lemkin
I mean, I don't know how to break it to you, but some deals don't work. I mean, it sucks. Maybe it hasn't happened yet, but when it does, hold up. 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. You know, 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.
Andreessen Horowitz
You know, the craziest one, even though it's not brand new, was lace work, right? It seemed like it was as hot as Wiz. Especially me. I'm not a real security expert. I thought it was like the number, number two, just behind Whiz when I was at Re Invent. And you know, it had 7,000 square. It had like a 4 million dollar booth. I'm like, this thing is. It's neck and neck with Wiz, right? And then it sells for nickels, right?
Jason Lemkin
You know, at the risk of playing inside ball, I think yes, for nickels in terms of the enterprise value, but I think it was a significant portion of cash on the table. The investors, maybe rightly, maybe wrongly, I've heard both sides looked at each other and said, you know, if we could get 50, 60, 70 cents on the dollar, both 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. It's that they just said 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.
Andreessen Horowitz
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, I'm on 20 boards, I don't care. And for someone, it could be their only win winner. It's just the impacts are varied. Right. It's never that great for the employees, though.
Harry Stebbings
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.
Jason Lemkin
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 hits. Hear me out. The ROI is the clearest in the sense that we talked 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 impact of Genai 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 human 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, is there going to be more winners? And that's where it gets kind of tricky. I think decagon's done an amazing job with Sierra. They've established an interesting need in the kind of. I think there's going to be a lot more competitors than that, but it wasn't crazy. You know, you're leaning into growth. You've got a lot more Runway ahead of of you than many of the 21 companies. So I don't think it was wholly crazy.
Harry Stebbings
I don't understand it. I'm sorry. I know Des Traynor very well at Intercom. Fantastic product guy. Intercom is 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. And then you want to go against against the 50 others coming out of YC all for individual verdict solutions. Seriously?
Jason Lemkin
Yeah, that's the common case. You're exactly right. We've agonized about this market a lot. You're 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 their little fin. If there's anything that a Pregen AI company could do to get relevant in gen AI for customer success, I think Intercom at first done it. So they get an A and they're Irish. So that gives me double votes. I think that the problem is whenever you're one of the more mature business, you're 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 you know, 3 million to 15, or was it 5 to 25. People just are more willing to lean in and say the future's unbounded. You can treble for three more years and suddenly the math works and you're worth one and a half. I know how it happens. Venture guys love new shit with option value over old 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 upside junkies.
Harry Stebbings
Can you just break that down for those that don't understand, why is there no option value in intrinsic.
Jason Lemkin
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 comes pounds for four years at 20% with low growth, there's just no way to tell a story where something magic happens. 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 one and a half billion now. There you go. Because you're selling futures and you're selling upside. Hope now, people may be massively mispricing that option, which is what 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. And that's where these kind of bets go on.
Harry Stebbings
One of the hail pieces that I always go back to is Bill Gurley's 10x piece.
Jason Lemkin
10X line. Yes.
Harry Stebbings
Yeah. And you know what he 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 in ARR from 15 is. That's a journey. You're paying for it.
Jason Lemkin
It is a journey. We had some internal discussions. Should we be one of the hundred people pleading to put money into Dagigan at 1.5? And we had some interesting discussions.
Harry Stebbings
That is not a scale deal.
Jason Lemkin
No, it's not. That was my comment. But my point is merely. You know, we. 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 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.
Harry Stebbings
I've just led a deal for a vertical SAS for dentists, Rory. So I'm at the cutting edge of AI. Thank you very much.
Jason Lemkin
You know, good market, they have the whole imaging stuff.
Harry Stebbings
Oh, yeah, yeah, yeah. I'll show you the A because you're so nice.
Jason Lemkin
You're all sweet, you all. I knew there has to be something good come out of this you know.
Andreessen Horowitz
The one about decacon 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 2 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 a strength.
Jason Lemkin
Right.
Andreessen Horowitz
I asked Notion how to embed my AI in Notion and it said the team will get back to you in a day. Okay so 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 vets vendors. Gorgeous biggest challenge is that objectively they are the best but the gaps are narrow. The gaps narrow and I and listen ripping out a support desk 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 vs Momentum decagon is cool, but if, if a quadracon or Dodeca con is better next year. I don't know. I just don't know.
Jason Lemkin
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. I'm going to argue the following that the state of the customer service market will be like this Gorgeous or 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 new companies trying to do it. But I'm going to say Decagon and Sierra we have observed in the phone side of it two or three of them make critical mass and explode. 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 new coal 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.
Andreessen Horowitz
It's not that I don't think you can get the momentum today. What I worry is just the, 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 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 working harder than everybody else in speed. He's not claiming he's building any moat. This product didn't even exist 90 days ago.
Jason Lemkin
You're exactly right. I do think in enterprises the truth is once you'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 do have all that kind of positive reference value. I mean I don't think Salesforce was winning in 2010 because it was the best CRM. It was winning because it was the default option.
Andreessen Horowitz
Yeah but I just worry that with 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 to hitting scale I think are less than they used to be even if the budgets are exciting. And I just, I don't know how to predict where the future of anyone will be. 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, it's just starting right now it's just starting is having real digital people join support, not dumb cartoons are somebody with the audio that doesn't match the video 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 and then these spaces. It's not once a decade disruption or once every five years. Now it's literally every five week disruption. So this lack of stability is where 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. If 1 to 15 and 12 months I'm all in.
Jason Lemkin
That is fair in the sense that you have significantly more variance in product market fit in these AI products than you saw in SaaS. 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.
Harry Stebbings
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.
Andreessen Horowitz
Lawyers.
Harry Stebbings
If you think patent lawyers are switching software tools often, you are high. It's a once every 10 year switch. Difficult thing to do. There is no way the churn is what it is with horizontal developer audiences like it would be with Cursor or Codeium.
Andreessen Horowitz
And I agree but I think there's a bit of VC old school hubris here which is that it's killed versus maimed. I think once you're embedded in a workflow, once your core, once you're core it could be an SMB, it could be mid market when you're core or it's hard to rip out. Okay. It takes time. But what's happening with AI is people are looking more often and deals are more competitive and there's more pressure on pricing at downgrades. Anyone that says there is 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. 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. It's just these we're missing the fact that I can maim leaders even if it doesn't kill them and that can take them off the IPO track. That can destroy venture investing. 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 the dirt. I think their startups are going to fail because they're not realizing they're getting these knife, these knife cuts.
Jason Lemkin
I think it's more the ostriches are hiding rather than people hiding their ostriches. But I did get them at that decagon.
Andreessen Horowitz
15 million came from somewhere. It might have come from Intercom, it might have come from Zendesk. And if it and and they notice, right? You'll notice.
Jason Lemkin
I hear your point. 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 SAS land. It's been in flux for the last two years and for the next two or three years in enterprise. But, and this is where I could be wrong, but I'm just going to put it out there. I think that what a successful set of products in AI 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. The 10 year runs you and I both benefited from in SaaS, Jason, and that risk of churn and 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.
Andreessen Horowitz
I least think it's much riskier than I thought 100 days ago. Much 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 like that the stable state no longer exists. I don't believe it exists anymore.
Jason Lemkin
I hear you and 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 rarely, 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 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.
Andreessen Horowitz
I just think we should be honest portfolio companies, founders, if they're seeing a little bit of elevation in churn 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 a little. Yeah, we lost a couple. We're seeing a little pressure on downgrades. Like this is not a bump. This exponential change in terms of risk and I just think of nothing else. Maybe VCs will take the risk, but founders should jump on this. Like when you see a little bit of this start, you better, you better be all over it because I mean literally. I talked with Yamini Rangan from a HubSpot last week. This is HubSpot. She said now at HubSpot 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 at HubSpot's a big effing deal. Okay. The fact that HubSpot now is developed more features than they can push out. Think about that when you think you have a stable state in your 50 person startup or that you can rest at 50 million ARR. HubSpot has more features than they can put into production for the time first, first time ever. And she's not Dharmesh but I'm sure it's 100% accurate. I mean she's looking at her and she's measuring this by code commits. It's, it's too much business process change. You know, it's just that stability. HubSpot was so stable for years. Oh, we'll add CRM at 100. I mean where are you guys invested? It was you know, a generational. I'll add Sierra 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 to 110. And it was just this, this check the box. But if they can build more software than they can push out. What about everybody? Everybody else?
Harry Stebbings
Can I just touch on one final element before we wrap? You mentioned like 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.
Andreessen Horowitz
I think I'd rather be seven rooms, which Jordache just bought for 1.2 billion. My advice to folks that are being eclipsed today is take the offer. Yeah, take the effing offer. I'm not an expert in seven rooms, but I think seven Rooms conceptually has the same challenge OLO is, which is you're focused on the enterprise end of an SMB market. Olo, great founder, trying to do big chains of restaurants, but restaurant is as a VSB space, not a vesnb. It's very small business. Seven rooms is the same thing. You know, complex reservation management software for chains. And I think they got the money. They got the 1.2 billion and Olo didn't. I mean, at some level, it's true. It may not look literally be true. So my only thing I can say is, if you're losing, this is always true in venture, right? But especially these moments. Take the deal.
Harry Stebbings
I mean, the crazy announcement today was actually 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.
Jason Lemkin
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. I mean, and it's a genuine comment.
Harry Stebbings
Yeah, I agree.
Jason Lemkin
Look, DoorDash is the machine. They're the, I don't know, $60 billion market cap. They've done the U.S. you get out the little map, you start coloring it, and 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. I mean, once you have the US domestic market as your core starting point, you end up with the biggest version of everything, except possibly something that's domestic China. And then you can just pick off your acquisition at a time. Totally makes sense.
Harry Stebbings
We're not going into China. I don't want to upset the world.
Jason Lemkin
No, we're not doing that.
Harry Stebbings
No, we're not going to China.
Jason Lemkin
There are other podcasts that will happily cover politics until we're blue in the face.
Harry Stebbings
Final, final one. I do just have to ask it. Koppelman's Adventure, Arrogance School. What did you guys make of this.
Jason Lemkin
I totally understood it. Yeah, we won something. I wouldn't call it adventure arrogance school, but it's the right question everyone should ask. Ask 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. 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 it gets back to where we started. If you have a 5 or $10 billion firm, what percentage of total value do you need to make the model work? And that's why when I was preparing for this, that's why I got that other analysis I talked about much earlier on the Corey Rattman stuff about the summary is you take Josh's analysis on what percentage of total value do you need to make the math work? And then you take Corey's historical analysis on what people have done in easier times. And the conclusion is, no one has achieved the market share that it would require to make this math work for venture investing. You look at that and you go, that's a sobering statistic. Now, I'm not saying the model doesn't work because Jason said the right answer, which is you won't get there on doing more Series A's. Let me repeat, the best firm got 10% of the Series A's. The next best got six. So eight firms aren't each going to get 10%. So the only way all those firms can make their model work is stuffing huge amounts of money into late stage deals, which gets back to the same thing every fricking week. Which is if people go with the stay private for longer, then you can own and compound these assets, probably at a lower return, but probably over the hurdle rate. That's what the bet is.
Harry Stebbings
I thought his comment on duration was amazing. Being the 2x in 10 years is relatively similar in terms of IRR to the 4x in 7.
Jason Lemkin
Yes, time value money is a bit. Yes, it was spot on the analysis. And, you know, you should know for Your firm, and we even go one level down to okay, this is what you need. How many of them do you see? How often do you get the picking right? They gotta exist. Then you gotta multiply that by how many of them you see, then how many you pick.
Harry Stebbings
Rory, are you doing a coverage play?
Jason Lemkin
Everyone's doing a coverage play. It's just a question. What kind of coverage? Some people are trying to cover just the 10 best deals. Some people are trying to cover 100 bills to win them. But everyone at some level has to monitor some version of COVID it together.
Harry Stebbings
I think he said one thing and then we can finish. But he said one thing I did disagree with. He said activity in terms of deals drives relevance. And of course he's right. But it felt relatively binary. And it actually missed the fundamental reason why I do content. Which is? Content is the most effective way to stay relevant without having to put dollars out the door in deals that you maybe don't want to do.
Jason Lemkin
Yes. And even though talking with you isn't fun, Harry, I'd prefer to talk to you than piss away 20 million bucks. There we go.
Harry Stebbings
So you see, Rory, even though you have to do this on a weekly basis, at least it's better than pissing $20 million out the door on a decagon 100X.
Jason Lemkin
I'm not going to conflate those two things. I think Decagon is genuinely an amazing company. But I agree with you and I think Josh is so shrewd. As long as firms have a lot of money, they can do a lot of deals. The person who does 10 good deals a year struggles to be relevant versus the person has 100 good deals a year. Josh is exactly right. We've all got to pick our way to win in this market because it ain't going away soon. This is the game on the field right now. It mightn't be the game that is a stable long term equilibrium we might find 10 years later. Some of this was a horrible mistake and some of this money gets withdrawn. But it's the game on the field for the next five years. So quit bitching and play it. And now I got to go chase a deal.
Harry Stebbings
On that note, Rory, I know you love our visuals that we do for each show and the visual that we're going to do for this show, thanks to Jason, is no one wants to work these days with your face.
Jason Lemkin
Like with my face right in there. You are not doing that. Look, I have even. I was telling Jason this before you got on. I have even switched from a PC to a Mac to make this work. So I'm trying my best Harry. So come on Rory.
Harry Stebbings
I think you're doing a brilliant job. I think the world is learning. I so appreciate you Jason man. It's so lovely to see you. I cannot tell you the fun we have in those shows. They are my favorite shows to do. They're just great. I learned from Rory and Jason them so much. You can find them on YouTube by searching for 20VC. That's 2.0VC on YouTube.
Rory O'Driscoll
But before we leave you today, here are two fun facts about our newest brand sponsor, Kajabi. First, their customers just crossed a collective $8 billion in total revenue.
Harry Stebbings
Wow.
Rory O'Driscoll
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Harry Stebbings
So appreciate all your support and stay tuned for an incredible episode tomorrow with one of the fastest growing companies in Europe, Elena at Pigment.
Podcast Summary: The Twenty Minute VC (20VC) – Episode Released May 7, 2025
Title: 20VC: Benchmark vs a16z: Why Stage Specific Firms Win | Windsurf Sells For $3BN | Decagon Raises at 100x ARR | Do Mega Funds Win the Future of VC | What Does Harvard's Losing Their For-Profit Status Mean for VC
Host: Harry Stebbings
Guests: Jason Lemkin, Rory O'Driscoll
Timestamp: 04:59
The episode kicks off with a discussion about Windsurf’s recent acquisition for $3 billion, igniting conversations about the current landscape of venture capital (VC) and large-scale acquisitions.
Andreessen Horowitz (Rory O'Driscoll):
"The world is changing so quickly these days... best product, best CEO, best everything. There's nothing to do with the company. I'm just so inured to these numbers." ([04:59])
Jason Lemkin:
"It's why this business is fun. All you have to do is just get it right. Bob's your uncle. Three billion quid. It's a great outcome." ([05:38])
Harry Stebbings emphasizes the significance of such deals, highlighting the excitement and strategic maneuvers behind major acquisitions.
Timestamp: 07:34 – 24:48
A core segment delves into the comparison between Benchmark and Andreessen Horowitz (a16z), focusing on their investment strategies and hit rates over the past 15 years.
Jason Lemkin:
"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." ([22:57])
This stark contrast highlights the dilemma between mega funds that invest in a high volume of deals with lower success rates versus focused funds with fewer, more successful investments.
Andreessen Horowitz:
"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." ([22:57])
Jason further analyzes that while mega funds can manage a high volume of investments due to their substantial capital, their lower hit rates may impact overall returns compared to stage-specific, focused funds.
Timestamp: 45:41 – 50:30
The conversation shifts to Decagon's impressive fundraising milestone, raising capital at a staggering 100x Annual Recurring Revenue (ARR).
Harry Stebbings:
"Decagon raising at 100x ARR at 15 million of ARR for 1.5 billion..." ([46:10])
Jason Lemkin:
"It's not wholly crazy at all... Decagon and Sierra have established an interesting need in their space." ([46:10])
The discussion revolves around whether such high valuations are sustainable amidst intense competition and rapid advancements in AI, questioning the defensibility and long-term viability of startups achieving such multiples.
Timestamp: 25:03 – 41:05
The debate centers on whether mega funds like a16z will dominate the future of venture capital or if specialized, stage-specific funds will continue to thrive.
Harry Stebbings:
"We're seeing a shift... there are five to seven of them. And so there are very few places for the anthropics gleans ripplings of the world to go." ([12:38])
Jason Lemkin:
"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 dude, they have all the money. It's just math." ([08:25])
Jason argues that the sheer capital of mega funds ensures they capture a significant portion of successful deals, making it hard for smaller, specialized funds to compete. However, he also notes the long-term uncertainties about whether these strategies will consistently meet return thresholds.
Timestamp: 40:13 – 42:47
The episode explores the implications of Harvard potentially losing its tax-exempt status and how such a change could ripple through the venture capital ecosystem.
Lemkin emphasizes that endowment funds are primary limited partners (LPs) for many small and early-stage VC funds. Loss of tax-exempt status could lead to reduced commitments, thereby reinforcing the dominance of larger funds and making it more challenging for new players to enter the market.
Timestamp: 32:35 – 59:06
A significant portion of the discussion addresses the rapid advancements in Artificial Intelligence (AI) and its potential to disrupt labor markets and venture investments.
Andreessen Horowitz (Rory O'Driscoll):
"Half of the knowledge workers are going to be gone in 24 months... They don't want to work. There's nobody to do." ([28:10])
Jason Lemkin:
"AI and the ability of AI to unlock value is clearly the big lift. I do agree that yeah, the board competition and churn are significantly greater now because the world is in flux." ([37:56])
Rory paints a bleak picture of AI replacing numerous knowledge workers, leading to significant unemployment and altering the dynamics of company operations. Jason counters by suggesting that while AI will enhance productivity, the transition will not be as abrupt as Rory predicts. He believes that AI will gradually integrate into workflows, leading to sustained productivity gains rather than immediate mass layoffs.
Timestamp: 62:52 – 67:17
The conversation touches upon Josh Koppelman's Venture Arrogance Score, a metric designed to evaluate VC firms based on their market share and investment strategies.
Lemkin underscores the importance of VCs evaluating whether they can secure enough high-quality deals to sustain their investment models, especially in a competitive environment dominated by mega funds. He suggests that many firms may struggle to achieve the necessary market share, leading to potential recalibrations in their strategies.
Timestamp: 43:35 – 63:35
The hosts analyze several high-profile deals, examining why some companies succeed while others falter.
Andreessen Horowitz (Rory O'Driscoll):
"Census raised 80 million from Sequoia and got acquired by 5tran... I'm not so happy. I have one of those deals." ([44:35])
Jason Lemkin:
"Some deals don't work. It sucks... when you see that start, you better, you better be all over it because... this is the game on the field for the next five years." ([44:54])
The analysis reveals the volatility in valuations and the challenges startups face in maintaining high growth trajectories amidst intense competition and market saturation. The example of Deliveroo’s acquisition by DoorDash for $2.9 billion is highlighted, pointing out discrepancies in valuations between private and public markets.
Timestamp: 67:21 – 71:25
In the closing segments, the guests reflect on the evolving landscape of venture capital, emphasizing adaptability and strategic foresight.
Jason Lemkin:
"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." ([51:31])
Andreessen Horowitz (Rory O'Driscoll):
"It's a canary in a coal mine. Their CRO should not come to the board meeting and say it's just a little... this is an exponential change in terms of risk." ([58:52])
Both guests agree that the VC landscape is undergoing significant transformations driven by mega funds and technological advancements like AI. They stress the importance of VCs staying vigilant, continuously reassessing their strategies, and being prepared to pivot in response to rapidly changing market conditions.
Mega Funds vs. Focused Funds:
Mega funds like a16z, with their vast capital reserves, dominate the market by investing in a high volume of deals, albeit with lower hit rates. In contrast, focused funds like Benchmark achieve higher success rates with fewer investments.
Sustainability of High Valuations:
While startups like Decagon are raising funds at extraordinary multiples, the sustainability of such valuations amidst increasing competition and technological disruptions remains uncertain.
Impact of AI on Venture and Labor Markets:
AI is poised to significantly disrupt labor markets, potentially leading to mass unemployment in knowledge-based roles. For venture capital, this presents both challenges and opportunities in identifying and investing in AI-driven innovations.
Changing Dynamics of Endowment Funds:
Potential changes in the tax-exempt status of major endowments like Harvard could alter the funding landscape, reinforcing the dominance of large VC firms and complicating the path for new entrants.
Strategic Adaptability for VCs:
VCs must continuously evaluate their investment strategies, ensuring they can secure sufficient high-quality deals to maintain profitability in an increasingly competitive environment.
Deal Volatility:
High-profile acquisitions and fundraising rounds illustrate the volatility in startup valuations, underscoring the importance of scalability, defensibility, and adaptability for long-term success.
This episode of The Twenty Minute VC offers a comprehensive analysis of the current state and future trajectory of venture capital, emphasizing the shifting power dynamics between mega funds and specialized firms, the disruptive potential of AI, and the critical importance of strategic adaptability in an ever-evolving market landscape. Notable insights from industry leaders Jason Lemkin and Rory O'Driscoll provide valuable perspectives for both emerging and established VCs navigating these turbulent times.