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Jason
I think we see four IPOs backloaded next year. SpaceX goes out first, Canva comes out of nowhere second. Databricks does it in the back half of the year because it's just time. Anthropic does it at the end of the year. OpenAI probably should have gone first, but it's burning too much. There's no ceiling on Venture which changes all the math and calculations. You haven't missed the boat as investors because what agents can do. We just started.
Harry
If unemployment racks up even two or three points regardless of the reason, could just be the business cycle. You'll see a tech lash that makes what we're dealing with now an understatement.
Jason
Society will be terrified of AI.
Harry
If the robots are going to take over society, I want to be sure that I own the Robots.
Rory
This is 20 VC and the new.
Guest Host
Show of the year for us has.
Rory
Been our weekly show with Jason Lamkin and Rory o'. Driscoll. It's been incredible to see the response that it's got. And for the final episode we are doing a big fat quiz of the year. What does that mean? It means we are giving out awards to best fund of 2025, best founder of 2025, best product of 2025. And then we do a look forward.
Guest Host
And we make some predictions.
Rory
Which public stock is the stock to buy, stock to sell, which companies will go public in 2025 and so much more.
Guest Host
This was great fun to do and.
Rory
I always want your feedback harry@20vc.com let me know what we can do to.
Guest Host
Make these better for you.
Rory
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Harry
You have now arrived at your destination boys.
Guest Host
It is the big fat quiz of the year.
Rory
I don't know if you have this in America. The big fat quiz of the year.
Guest Host
Is like a comedy show with Jack Whitehall where they do like a review of what's happened and then they do your predictions for next year. I thought that you know I could.
Rory
Be the Jack Whitehall in this scenario.
Guest Host
And we could do a review of what happened last in the last 12 months and then look forward on 2026 and some predict and so we're going to start with number one, the most important part of all of our ecosystem.
Rory
The founders Founder of the year for 2025. Who would you have as your.
Guest Host
Founder of the year?
Jason
Listen, I know what the product of the year is. The product of the year is Claude 35 or 3 7. Without this we have no vibe coding. Without this we have no lovable. No vacations to Greece, no repl.com, no cursor that really works. No Gamma. None of these products, many of which existed for years, did not work until we could debate when it was. They worked with Claude 35 at the end of last year, but they didn't real. They weren't great until 37 and then 4 this year and 4 changed our lives. And you may not use it. You may use the outputs, you may use Agent Force. It's not all that. You may use cursor, which is 90, still 90% powered by anthropic. You may use Gamma or repl it or again, lovable for Harry. None of these products we use, this changed the way we deliver AI inside of products. It's not just coders, it changed everything else. So do I give Dario credit as CEO? I don't know. I mean, I don't love all those warnings about how 90% of the world's going to be unemployed in several weeks. But he delivered, right? So I think you got without question, it is the software of the year. Do you give the CEO credit for the product of the year? Maybe not. I'm going to anyway though.
Harry
Damn. Because God, I hate agreeing with Jason, but I'll just take a while to get there. Because first of all, you didn't answer the original question. The whole product of the year focus on the founder of the year. Anyway, I mean, look, it's a one. I'm going to start with Harry. I'm going to be grumpy today because I hate these events, I hate these kind of wrap up things. I think they're bullshit. So I will be grumpy the whole time. And I make no bones about that.
Jason
Jason, Jason, we started this call when.
Guest Host
We were waiting for you. And I'm like, Rory, he goes, fuck off.
Harry
So second, it's a second. So let's talk about that, you know, found of the problem. One thing about that, you know the Ballon d', or, where they pick the best football player, right? As we call it our soccer, as they do here in America, right? And you know, it's kind of one of those things whereby, you know, every year it's Kind of try and come up with someone else. But we all know it's messy. You know, it's a 10 or 15 year period where it's just silly or maybe it's Ronaldo. So I feel, you know, if you really, when we come to pick founder of the decade, founder of the Blur, it's gonna be Elon. But so let's just leave that to one side, as it were. Exclusively exclude him from the year because otherwise it gets boring. I do actually come out exactly the same place Jason did, Dario. And I do think it's not just product of the year, but also what I like. I find the stuff about unemployment to be bizarre and I think he's wrong. And I'll come back to that. But that's the CEO as pontificator, but on the CEO as business executive making a difference. I think he played a very steady hand and by kind of going for the sensible play and the sensible party to make another Monty Python reference, because it's been that kind of day. The sensible party versus the obviously the other party, he's cranked out the I'm going to get profitable, I'm going to be sensible. And you look at growth rate faster than OpenAI valuation convergence. Even after OpenAI's potential new around at 800. I think he's played a great hand. If you own those stocks at the start of the year, this is the stock you'd feel most excited about during the course of 2025 of the kind of mega caps. So I give him founder of the Year again. I do not think we'll all be unemployed on Friday week. I think that's all nonsense. But we can come to that another day.
Guest Host
I'm going to add two. One is a cheat because she's not quite the founder, but I think Gwynne Shotwell running sports.
Harry
I totally agree.
Guest Host
I think it's going to be the biggest IPO of all time. Her navigating pretty challenging times geopolitically with Elon's brand this year and navigating that so well and elegantly as CEO is exceptional.
Jason
I'll give you half my 4 out of 10 of my chips back to you for that.
Harry
Yeah, that's a good call.
Jason
I'll give you.
Harry
That's a good call.
Guest Host
And then I'm going to surprise you with another.
Jason
Yeah.
Rory
If your job as a founder is.
Guest Host
To build enterprise value and return a shitload of cash to your investors, are we forgetting that Alex Wang delivered phenomenally for his investors and provided a great outcome to shareholders?
Jason
And we Got it. What do we get out of it? A video app, A video social network used to listen respect 100 out of 100 to him. Right. 100 out of 100 founder dinner at night talking about, you know, at some posh London club. Talking about how the way to do it for myself. Yeah. In terms of impacting the world got got to be not quite top decile. This is sort of a 4x TVPI founder in terms of world impact, but like a 10x in terms 20x in terms of returns. Right. But world impact remains to be seen. The Machiavellian element of this pod which should be the majority of it in a sense that deserves to be in the above the fold. Right. Which no scale, Alex. I mean just sheer returns taking advantage of a moment in time. Right. You leave the keys with the rest team done to perfection. You know, when we started this pod, I don't remember what we called these. Right. Pseudo hires.
Rory
Rory was great.
Harry
Yeah, yeah, I remember.
Jason
It may be 2026. We don't see as many but this was the best of the best. The best playbook this year. Right? Oh my God. Talk about a moment in time and playing your cards right. I'm giving you three of my chips. Harry on that one. But. But I don't know if he'll make. He would make the list in 2026. Gwen may even be the winner next year, right?
Guest Host
She will be the winner next year. She has to be.
Jason
Can I add one for fun where I'm not an expert. To me a space I don't understand and thought was borderline ridiculous. Is Vlad at Robinhood. And Harry, obviously you've done this because to dominate a market and then go multi product the way they've done. And I know Rory makes the point there's the whole point of fintech, right. Is to build an Uber app that. But the execution level here from revenue from stock price up 220% becoming almost a meme app for kids to becoming a trusted app for adults. I mean jfc, you know, I wish half my founders could execute half this playbook.
Guest Host
Nine products do over 100 million in revenue.
Jason
Yeah. JFC, how many of our founders are talking about maybe getting another agent into market next year? Vlad would be like I got 50 AI agents done over the holidays, guys. And they're all doing 100 million. Vlad for SaaS. CEO Vlad for SAS. Bring them into SaaS.
Guest Host
I like it as an addition. I can totally see that. Vlad is incredible. Okay, we're going to go to number two fund of the year. Which fund deserves the title as fund of the year?
Harry
With the continual caveat that I despise this process. But I'm going to answer specifically on the performance for the year. I think it's index competent execution across multiple different exits because exits are the coin of the realm. The only fair way to measure things is did you end up owning a lot, having big ownership in big exits and then you measure that for the year in which it happens. You don't try and account for other years and then it's at least objective. And they had Wiz for the record, hasn't closed this year, but was announced in March of this year where they were an early investor. They had Figma where they were the seed investor. And it's not an exit, but Revolut where they just raised at 75 billion and they have an early position in and you know, also done by a number of different partners. You look at all those things. I just love. There's a lot of people talking about new venture models and we'll talk about that in a second. Index just took that same old model, which I like because I'm a boring kind of guy and just executed to perfection. I give them the nod for 2025. Strong opinion.
Jason
I'll give you two. Rory's right. @ the end of the day, venture is ruthless capitalism. You have to judge folks on either present or coming returns. That's it. But there's also multiples is another way to judge firms. Right. Even if the absolute ones are high. And then we are part of social media. There's esthetic. What is the most esthetically successful CEO or fund? I'm going to vote for Neo. I'm giving Neo my vote. Neo. If you look at esthetics. Let's look at it. Esthetics first money into cursor. Kalshee Cognition. Pretty hard to do for someone that 24 months ago seemed to be having weird arguments with Gary Tan on.
Harry
Twitter.
Jason
Okay. And then takes that and relatively hustle. Literally hustles his way into cursor. Hanging out at mit, giving programming tests itself, probably actually I think being the second investor in cursor. But maybe the first pseudo institutional investor putting his own 5 million into Kelshi out of his own pocket. Maybe his absolute returns will not equal indexes or not equal the average GP sitting at that. Where's that? Where's that fancy office, Harry? Next to Horsely where I saw Index when I was.
Guest Host
There. What's that.
Jason
Arcade? Whatever. It was very nice where index is right. So Maybe in the arcade. Maybe Neo isn't gonna all that hard work won't. Won't equal one one nice nine figure managing general partner check and Index. But from the aesthetics of venture I give Neo a vote and I also give it a vote because 12 months ago it seemed like YC had won the accelerator race. Now YC since then ironically like the Bay Area has pulled away even further but Neo, South Park Commons. So there's so many others that are exciting HF0 and so the Rebirth of the accelerator and the fact that Nio got so many hits so quickly, I would say I'm. I'm impressed with Index. I'm a little jealous of Nio so. And Krandom is my second vote. Notwithstanding the European bias here those are my top two votes for the.
Guest Host
Year. And Crandom because Expand Trade Republic.
Jason
Just did a deal at 15 billion. There is that little one. I mean I'm tired of talking about the lovable. Is there an E in that one or not? I can't remember. Klarna wasn't bad. It might not be a revolut but that was a pretty good one this year. And what I mean is, I mean obviously it's a global fund, right? But their ability to do pretty darn well in Sweden and Project Power. I mean Harry, you're the euro. You're the head of everything in the head of European. But for me as a. As a yank with some European investment, I think random, I don't think it's a quiet giant, but pretty.
Guest Host
Impressed. Griandom have created a phenomenal premier dominant brand that is rivaling Index and Excel in a way that very few people have done in the last few.
Jason
Years. That's why they got number two on my.
Harry
List. I'm really worried that Harry's going to start on his Europe Ober alles chant. Now that we have two of the top names being from Europe originally.
Guest Host
I'm actually going to break them down. Seed, you've got to put Hummingbird up there. Hummingbird on billion to one make over 800.
Harry
Million. That.
Jason
Is. That was the third on my list. I just thought it was an obvious choice Harry, so I didn't include it. But that was actually. I did want some homework. That was third on my list right after Neo and Crandom. Then came Hummingbird. But I thought it was.
Rory
Obvious. 100 million fund returning 800 million. They were the first ever investor.
Guest Host
In lovable Kraken continues to be a great company where they were a very early investor and then they did have a 3 billion accident delivery this year for.
Jason
Sure. It makes the list above the full in all serious 100 to 800. Is that what you.
Guest Host
Said? Yeah, it's 100 fund and they made 800 on.
Jason
It. Wait, the funded 8x net or the partners made.
Harry
800? No.
Jason
No. Okay. Honestly, I don't feel like I would get full kudos from my LPs for that performance today.
Harry
Honestly. Oh, give me a.
Jason
Break. You laughing. You're laughing honestly because my anchor is the same as Neo is the same as Initialize, is the same as South Park Common. I'm not in the top, the very, very top group of my peers. I would have to do 8x to even like get, get to speak at their AGM. If this was the first part of this series, I wouldn't have said it. Okay, but in the age of AI, if you're a seed fund and you bought 10% of cursor and Neo didn't get 10%, if you got 10%, 8x would, would seem like a route. Like you, you, you would, you would invite those guys to.
Guest Host
Dinner. Jason, I get you. I'm just, I'm the one getting in trouble for irrelevance. And he's saying one deal. Returning 8x a fund isn't enough to be called to speak at an agm. So my seed is Hummingbird. My Series A is benchmark. I'm sorry. Manus, Sierra, Firework, Ligura, Cerebras, Lang, Chain. My word, that is one killer.
Harry
Fund. Yes, I agree. Because I think what's interesting about them as an early stage fund is a lot of folks have wrestled with how to win in this market and have internalized that. One of the quote unquote, easiest way to win is have super big funds and just deploy lots of capital at the late stage and make the math work. What I find super impressive about that fund, I think it's the 21 fund, is they stuck to their knitting and still have compellingly good overall returns by just doing the thing that they do. In a way, it's a little like my comment on Index. It's like because that's the milieu I live in, I just always impressed with people who just stick to what they're doing and just do it well enough to make it work and not get distracted by the horrible thing, is getting distracted by a different strategy, trying to do it and failing when the thing you did worked. It points to another bias I have and I think all these comments make it, which is I think in venture, there's a lot of strategies that can work done well. I think the mistake is often to say oh, X strategy works and Y strategy doesn't. The truth is X and Y strategy both work if done well and neither work if done badly. I mean you have benchmark who've killed it just doing series A's and seed and a exactly what they said they'd do 20, 30 years ago. You've got firms like Andreessen who've killed it by getting huge and making 15x on a late stage fund. Turns out there's lots of ways to make money. You just have to be good at doing it and as you say and hummingbird doing it by their own statements picking psychologically damaged human beings and backing them to the hilt. It's a wonderful wacky.
Jason
World. It should make it easier for me to.
Harry
Raise. This is.
Guest Host
True. Speaking of discipline to stage though, the growth fund of the year for me we can't not is Josh and thrive. I mean the expansion of fund size, the expansion of vehicles, the holding vehicle, now the roll up play OpenAI central position cursor databricks Carvana.
Harry
Revolut.
Guest Host
Agreed. Just what a year. And the other one is it is founders fund deploying 3 billion in under 12 months. But deploying it into Stripe, SpaceX and Anduril, you're like as an LP, what the fuck? My deployment period has gone way down. And then you're like I've solid it. SpaceX, Andrew and Stripe. Fine, keep going, keep going.
Jason
Great. My odd runner up is Google. It may not be at a fun structure. So I'm having a little fun. No, I mean almost 10% of space X owning perhaps 14% of anthropic depending on dilution now and obviously now this is the greatest circular investment of all, owning the vast majority of Waymo, which is going to blow up. But those three are like SpaceX, Waymo and anthropic to have double digit ownerships even if they're done in a circular way. In one of them I give that the corporate investor of the.
Harry
Year. I think that's a good.
Guest Host
Nomination. The other one that I did have just as like a, you know, notable mentions. We had this at school when you did like, you know, sports day, like notable Menlo amazing returns with Chime.
Rory
And then doing anthropic at 4.
Jason
Billion. So it was on my list.
Harry
Too. I think they did a brilliant job. One train has left the station. There's a new train pulling out. You jumped on that carriage and grabbed on firmly. No, I give them huge credit for.
Guest Host
That. Totally.
Rory
Agree.
Guest Host
Alrighty. If we dig a layer deeper, though, beneath Firm Investor of the Year, I'm asking for one individual just to.
Harry
Name someone we hadn't named. You gotta hand it to a lad, Gill, being good enough to be able to raise a $3 billion solo fund. I mean, you two guys have solo funds. And to be good enough in terms of your returns to be able to raise that size of fund as a solo gp, I would say also to have, going back to the word that we clearly love in 2025, a perception of taste and style, such that you become a preferred investor. You got to hand it to the.
Guest Host
Guy. I agree. I think Elad's fantastic. One thing I didn't realize with Elad, though, I was chatting to him the other day, he does have 18.
Harry
People. Of course, that's even better, where it's all you, but then you have the people who do the work and Harry, who are you to judge about that? How many people do you have, Mr.
Guest Host
Stebbings? I.
Rory
None. It's all.
Guest Host
Me. It's just me working away. Yeah.
Harry
Absolutely. Yeah, sure. You know, Built by the sweat of your brow. Don't make me laugh. Again. It points to a part of the market where that. Where the importance because brand is easier to build as an individual in the short term. I think being able to break through the noise as a perceived high value, high thoughtful investor, where there is an endorsement on the cap table, it speaks to the market we're in now. I think he's done a great.
Guest Host
Job. I'm going to throw in a name, which is Lee Marie at Kleiner Perkins. Two deals, returned a shitload of money, one being Windsurf and the other being Chronosphere. 2.5 billion and 3 billion, both liquid this year. Returned a lot of money back to kp. Amazing.
Harry
Work. Yeah, because liquidity is the. I mean, you know, I will say I did contradict myself in that name. I picked a lad because I think just in terms of the raise. But you're right, one of the exercises we do, and we do it actually in the first week in January, so we haven't done it yet, is we just rank the actual bona fide exit for the year. We count nothing else. We call it the Great Exit Database. We've done it for 20 years and we just rank them by size and then we look at who did them third week in January, I'll know exactly. And that is, in the end, what counts. If she had those two, that's.
Guest Host
A great win back to the company. Side, what is the breakout company of 2025, whose year was made in.
Harry
2025? So I think there's a ton. It's really interesting just to pick a few. I think open evidence in the AI medical space really nailed it. I mean, one of the things we saw, stepping back when we looked at a lot of these academic research, academic research search engines is if you look at people looking up papers, about 60% of that traffic was doctors. Doctors are the biggest single demographic of people who want to look up a recent academic paper and find out a result. And I remember we were looking at some of the broad horizontal science search engines and thinking, hmm, that's interesting. Open evidence didn't just think it was interesting. They very wisely focused on that space and said, look, doctors, even ordinary GPs, sometimes they have a patient with an obscure question. They want to know what the latest research is. On xyz, this perfectly lends itself well to an LLM based application. They built that product totally suited for the target audience. And they went from nothing to 500,000 doctors out of about a million in the US in the space of one year. Obviously, the revenue's followed. Why does the revenue follow? Answer. Because you have doctors typing into a search engine. My patient has this obscure disease called blah, and I need help to find out what's going on. Who wants that? Real estate? The drug company who makes the $40,000 orphan drug that only has 10,000 customers in the US with that disease. And now you've put up your hand and said, my patient is one of them. It's a perfectly targeted. I mean, it's a great business. They're expanding, doing a lot of other things now on top of that, but it's just one. And it just come from nowhere because it hit the need perfectly. But on the need for the specialist search side, which is the doctor, and then totally on the need of the advertiser side, which is the drug company. Perfect.
Guest Host
Product. My patient is Irish. How do we solve this.
Harry
Problem? Well, you lot put us in prison. I'll conquer our country. I'll give a shit for 800 years. That's how you solve it. But it didn't work. As I told you, I'm grumpy today. Howie. Sorry. Jason, you're.
Jason
Up. Okay. I'm gonna give an answer that first you're gonna say doesn't qualify, but when I fully answer, you'll agree with me. Mine is databricks. We did a Saster annual during the pandemic in 2021. We were the only event in the entire California Bay.
Harry
Area. That I.
Jason
Know. It was pretty fun. It was all outdoors and Ollie came. Yeah, I didn't even know much about databricks and he did this deep dive on everything. I went back and looked at it. Nothing was about AI, it was about a hint. It was all about managing cloud compute data and to be able to ride the AI. Like our job. Every founder that's listening to this and every vc, every memo, right? The job was to ride this torrent of AI. If you're not an LLM, your job this year, if you're an LLM, your job was to do more LLM, right? To get 3, 7 out so you could change the world. If you were a B2B company, however you broadly describe it, your job was to ride the greatest wave of our lifetimes. And you know, snowflakes, it's all definitional, right? But snowflakes. AI revenue is pretty small. Its agentic strategy is just starting and databricks rode this to. Now they're both at 5 billion and Databricks is growing and accelerating at 55% growth. If we had to have candid of the year for who rode the AI wave and utterly changed the trajectory of the company, it would be databricks. Even though obviously they were successful before. But JFC for this one. So that gets my. That's because this was all of our jobs. You didn't ride that wave this year or as a founder, you get a D.
Guest Host
Minus. Mine would be 11 labs. I think when you look at what 11 labs have done this year, scaling to 400 million in ARR, standing off competition from OpenAI and any of.
Jason
The other income, It's a crazy good one. It deserves to be above the.
Harry
Fullest. It is an excellent.
Jason
One. You know what, you know what's interesting about 11 labs? There's a two by two of best of breed which is hard to win at in AI, right. Because it had to be best of breed to win. Right. And there may be cases where this isn't true, but for us, utterly insane value. This is what sometimes people miss. How did 11 labs go to 400 million in a year? Right. We were in Saster London a couple weeks ago. We need to do all the voice of God for 200, 100 speakers or whatever we had. And you know that used to take two weeks and you'd have to pay someone maybe a couple grand and they wouldn't do some of them and they'd mispronounce stabbings and it was terrible. Amelia literally filed up, fired up 11 labs the morning of the first day when you have other stuff to do. It just had 11 labs do it. All right. Trained her voice. She's used 11 labs before, but she couldn't find it. She retrained her voice like in two minutes. And it did all of them perfectly. And that was 30 bucks. 30 bucks instead of 2000. And it was done in 10 minutes instead of two weeks. That is why these apps are blowing up, because it's not the little step function we got before AI. $30 in 10 minutes versus $2,000 in two weeks. I don't even care exactly what it costs at that level. Right. So yeah, that one.
Harry
Counts. One of the things I love about a lot of these companies is it's a go to market that empowers individual users to grab the technology and just as you say, get shit done. You had a boring job of recording 200 names and now you just type it in and away it goes. I have a bunch of other breakout products and they're all the same. It's like at the app level, it's really just about getting in the hands of individual users and just having it explode. I'm amazed you guys didn't throw out your favorite. I mean the fact that you're going to get your breakout product of the year and not mention lovable and replit. I'm kind of disappointed in you guys. Right? Come.
Jason
On. I mean, I think it's, I think it's, I listen, for me personally, it was the breakout tool of the year. Right? It was where I spent two hours in terms of impacting the world, I think we're going to see next year. I don't think any of these, any of these prosumer vibe code apps had a material impact on the world. It's just because it's early. Like no one built a game changing B2B app with, with nine figures of revenue on Lovable or Replit. I do believe it will come. Like I was beyond skeptical the vision when I started the journey. Now it's clear it will. But if we're talking about human impact on the world, those guys have just started. Like they're just at the very beginning of the journey. So I'm not giving them, they're not going to make it above the fold on my list for.
Guest Host
That. I found this next one, a hard one. What was the biggest surprise of.
Harry
2025? That's easy. The talent wars. The fact that everyone would tear up everything to get shit. In retrospect, it's obvious and I'll talk about that in a second. But wow, Meta's willing to just give a dude 100 million bucks to show up. Met is willing to buy a company for $14 billion and say, give me the people, you guys keep the company, see if I care and you guys can give that 14 billion back to yourselves and then let the company be a husk. See if I care again. Nat and Daniel have a venture fund. No, we should just buy that too.
Jason
Right?
Harry
Crazy. And they were the biggest. But they weren't the only person doing this. I mean you had the whole Google Windsurf saga, the entire convention on why people buy companies, how other employees get treated, how much a human can be paid to do a job, got thrown out of the window in the space of six months. Blew me away. And yeah, as I say in retrospect, I mean the logic that someone has unveiled is, was pretty compelling, which is if you're spending $73 billion on CapEx, spending $5 billion to make sure that the people using the CapEx know what they're doing, probably makes sense. So you look back and you go, it shouldn't have been surprising, but at the time you're like, wow. I mean remember, it was incredulity about the money and also incredulity about the damage to the quote unquote, you know, social conventions that to me I wasn't ready for.
Jason
That. This year one is just that there's just no limits to the exit value of tech, of, of startups. It just changes the whole industry. It's, we've talked about it. It has changed so much since we started this podcast. The idea that we, we will have a trillion dollar IPO next year, maybe two we might have $2 trillion IPOs that getting in at anthropic at 100 million or 80 million or whatever was the deal of the century from.
Harry
A really award outcome to be.
Jason
Clear. The fact that whether who knows where the future goes, that so many of these folks lovable could go from two to eight or six in weeks. So can Harvey that these weren't one off step ups in valuation, that that's the biggest one. It was unexpected. So that's the main one. There's no ceiling on venture which changes all the math and calculations. You know, when I go back, I was thinking the earlier days when I started investing, I remember Byron Dieter came up to the old Saster office, ran the cloud practice of Bessemer and he said I'm here to mark up your investments, Jason. I'm here to Mark up your investments. I want you to give me your top one or two and I will mark them all up. And I thought that was the greatest deal in the world. I'm going to invest at 10 and Byron's going to invest in them at 50 and I will be a genius because I got in first. I thought that was all the game was adventure because I would walk in at the end of the year and I would have a 3X and a great IRR. And Byron was the sucker because he had to enter at 50 and 70. And maybe that was true at a brief moment in time, but not really. Right now the sucker is. Is fine. Wasting all the energy to have smaller ownership anywhere on the journey when you could have put in either nine figures or significant ownership later. It just changes the whole calculus. And I literally the what's the. Like what is it? Fuse energy in Europe. That one just did it at 5 billion. Here's the classic one. You know who that was led by? Lowercase. So the greatest seed investor of several generations ago, Chris Sacca. Right now he put a lot of money into Twitter and others, right? But he sniped deals. It's at 3, 4, 5 pre is now leading deals at 5 billion. Those are different times, aren't they? So that. That I didn't foresee the other one just as a vibe coder. Autonomy plus reasoning. I started this year as an AI want to believer but skeptic because I couldn't get anything to work at the start of the year I launched one agent that was a digital version of me that people loved. But all it did was parrot me back with AI. People loved it. It was used a hundred thousand times in like 30 days. JFC, what agents can do now. Like you haven't missed the boat as investors because what agents can do. We just started. Outside of parts of coding. We just started. So those are my two. Those are my two.
Guest Host
Mine. Super simple. The three days when Windsurf was being bought by Cognition and I interviewed Varun the day before, I remember that. And it was like what the hell is happening? Are they being.
Rory
Bought? Are they not being bought open.
Guest Host
I will buy them and then they're not. And then it's what's left. That was a bizarre moment. And then Nvidia investing $100 billion into OpenAI and the start of the circular deals was the most bizarre.
Jason
Overall. Just not all of us giving up on caring about things like circular deals. We don't care. If it drives the stock price up, great. If it marks up my Fund great, just the way it is.
Harry
Now. You won't care until you do. And you'll look back and go, the first ones were sensible. And it's like everything in fun. It kind of goes back to the other thing you mentioned, Jason, which is the surprise of the extent of the upside, how big these things can be. And I agree with you. I think that is probably the biggest change in venture zooming out over 20 years. But the markets themselves became bigger and the end results became, the outcomes became bigger. And then on top of that, because they were held for longer as private companies, more of that bigness went to the venture sector versus the public markets. That is their overwhelming economic story. Technology as a percentage of the GDP shot up and the percentage of that technology that the venture business grabbed shot up. Now a converse comment is we still don't know is the calibration quite correct? And until we see some of these $500 billion plus deals get done in the public markets and find that equilibrium price point in a very different, more liquid market, we won't know all these marks correctly. Because what happens with exciting financial innovation is it works. It works amazingly and it overshoots. One of the interesting thing on both some of these valuations and frankly on some of these round trip deals will be have you pushed a good thing too far and does it blow up in your face? And we'll talk about that.
Guest Host
Later. Okay, well, we're going to move to predictions for 2026 then. Rory, one of my predictions is that you're going to continue to think that every question I ask is shit and all I do is hope to one day meet your bar of question.
Rory
Asking. But that will be our year.
Guest Host
In 2026, Rory, I promise. Okay, I'm going to go home on holiday.
Harry
Holidays. You're going to start as you mean to go on then? Because I'm not a fan of the 2026 question. So go.
Jason
On. Oh.
Harry
Good. Well, there we.
Guest Host
Go. Jason, he's in a really good mood now. I hated 2025 questions and 2026 are worse. You said you didn't want to be negative, so I'm starting on a.
Rory
Positive. Number one, what's going to be the best performing tech stock in.
Harry
2026? I mean, how the hell I mean the best. Okay, let me ask, I'm going to pick on you. What was the best performing tech stock in 25? If you don't know the past, how the frick are you going to predict the.
Guest Host
Future? Do you know the.
Harry
Past? I do, because I checked this morning watch this. Literally if you rank every stock in the US and vaguely defined as tech and don't put a market cap filter. Planet Labs, Bloom Energy, Opendoor, OCLO and Seagate top five performing stocks this year. That's why your funny little non recognition face Harry shows the thing is because what you were really asking that is of the big caps obviously of the big caps the Nvidia and Google nailed it this year and the others were roughly flat. So that's a more boring answer but it's always if you're going to ask what the best performing that's why it's such a bullshit question. The best performing tech stock typically is a smaller stock that all of those stocks are more than a 3x year on year and I know some of them look Planet Labs got to love that company especially as space starts to take off. They do satellites in space for imaging. Pop to about 5 billion this year. And Bloom Energy, I know about that as well Opendoor, we had them on. We'll see TBD on how it goes but the guy can make the stock jump. And then oklaw, you've got Fusion and then Seagate which is the fifth best performing stock. Now you're on the first AI centric story which is obviously and it's to Jason's point it's co attach if they're spending on AI, they're spending on everything to do with AI even God bless them hard disks. So you look at those five names, utterly idiosyncratic, fairly on thematic and you know you're not going to get there with some kind of tops down analysis if you can barely nail the past. The best performing stock at 26 is a bridge too far for me. So no, I don't like your question Harry.
Jason
Sorry. I'll tell you what I think. I will bet that the top six public B2B stocks, at least three of them are in the top six next year. And if we go back like let's go back to 2024. Two of the top performing were Applovin and Palantir year okay, app leveling up 700% in 2024. We all thought it was crazy and then this year it's up 124% still, still actually better than my fund. I didn't go up 124% this year. Palantir number one performing of this B2B group that's public 2024 up 340%. But my point is I don't think the Mac I'm going to bet not being a public company guy, not being a hedge fund guy, not being Steve Cohen that the trends aren't going to change much next year. Like the mobile ad trends fueling Apple. Evan. So I'm going to bet Palantir, Cloudflare, Mongo, Shopify, Crowdstrike and Snowflake, those are the big boys. Not that, not the hyperscalers. Those are the big boys in B2B there's going to be some shifts. Okay. Shopify is getting some interesting headwinds, but it's slow to I Mongo started had a really rough patch this year, right. And then blew up in the back half of this year. So I think this top six is going to up down but the PCM s what do we we used to call them fangs and we we stopped caring My Pokemon, Palantir, Cloudflare, Mongo, Shopify, Crowdstrike, Snowflake. I'll bet you ten grand three of them are in the top six of this cohort at the end of next.
Guest Host
Year. Jason, which three would you put in.
Jason
There? I'll answer it for fun but if you think about what's interesting is these top six, right? If we slow it down, Palantir, Cloudflare, Mongo, Shopify, Crowdstrike, Snowflake, they're all teasing. They're all leaders in slightly different elements of this AI of this AI phase, right? Palantir's got AI for defense and government. Cloudflare owned, right. How how we how we deploy the Internet. Mongo looked like it was going to be a database loser in AI right. With Supabase and everyone came roaring back. Shopify is is E Commerce, which is different Crowdstrike Security, right. And Snowflake Data and Data Lake. So now you're making me bet on a macro trend, right? How could I bet against any of them? The reason they're in the top six, I think I'm not going to bet that E Commerce is going to E Commerce had a record year. We don't even talk about it much on this show. E Commerce is on.
Guest Host
Fire. You could do exclusion. You could go actually Snowflake are going to continuously be cannibalized by.
Jason
Databricks. But Snowflake, here's the thing. Snowflake is not going to catch data bricks I don't think in terms of but it re accelerated in the back half of this year. Even Snowflake reaccelerated Mongo re so this, this reacceleration and also this maiming we talked about on the prior show. This is super important going in So I think the folks that are that are re accelerating at the end of this year that have figured out their AI tailwinds, I'm sure not going to bet against them in 2026 because I think these tailwinds are going to accelerate for at least 2, 3, 4 quarters. In fact, I'll go the other way. The ones that underperform this year, right, we go from the bottom up. I think Salesforce might be the biggest beneficiary next year. We go through the ones that declined the most this year and you have to be honest, are they at least tapping into AI tailwinds for real or for pretend or is it performative? Are they claiming they have AI revenue like Adobe, but it's really an AI product but not revenue? What I know is going to happen with Salesforce, this is even a prediction. I just don't know how it's going to work out. I believe half of their customer base want to buy an agentic product that works tomorrow. They may not want to buy another yet another cloud. They may not want to buy your date. They may not want to buy Informatica. I don't know if they want to buy Informatica, but when their rep calls them up and says listen, Agent Force is crushing it now we can get rid of 200 people in your sales team, 100 of your marketers, 100 in field sport with AI and it works. You're going to see attach rates like we've seen in coding, like everybody's going to want to buy that Agent Force. So if these are bets that we now we got to squint at the bottom, who's doing that or who's quietly giving up, like maybe in asana is like, I don't.
Harry
Know. It's funny, I think those are such different bets. The first place is your momentum bet. They're all killing it in terms of momentum. And what you're saying is the momentum continues and you know that'll be true until it isn't because what you're.
Jason
Not. But I think the AI is going. I don't mean to interrupt, but I think it's not just momentum. It's this AI. It's this.
Harry
AI. That's what I mean, the AI moment. What you're basically saying is if I look, I mean now I'm going to try and be a public investor. If I look at factor investing, if I told about the first list, you're saying is all these are going to do relatively well up until the moment if the AI kind of lifts starts to recede or even the way the chain starts to decline a little bit and then they'll all whomp down because they're way over their long term valuation, any kind of meaningful long term valuation multiple. So as long as it's all working, Palantir will keep compounding and at some point someone's going to look up and say, oh my God, 70x. Shit, I should panic. So it's pennies in front of steam walls. The Salesforce bet was a super interesting one and you could apply it to a number of them because it's totally different. They're trading at all time lows on a revenue multiple five, five and a half times revenues. And I totally agree, it's what we're talking about. To start, all they have to do to lift that puppy 20, 30% is maybe this recent acquisition they did Quantified co attach 20% of their customers to the product, grind out a year of getting that co attach up and suddenly you buy that stock and you're less likely to get a 3x but you're more likely to get a 20% lift and you're not taking the valuation risk. Those are very different bets because in a world where the juice goes out of the market and the high flyers collapse at five and a half times run rate revenues with 30% cash flows, Salesforce could go down 20% but it's not going to go down 60. So those are just very different bets because I didn't talk about it. One of the disappointing investments in the public markets this year has been traditional SaaS. Right. I own a lot of Salesforce. It's down 30% in the year. HubSpot, where we were lucky enough to be early investors. Stocks down in the year across the board. The asanas this well, all of those guys and they're now at rates and valuations where all you have to do is get a bit of a lift and you can outperform. It's almost the anticipation that's the.
Jason
Question. But yeah, so I look at the bottom six, the bottom six I have GitLab, Atlassian, Adobe Monday Bill and HubSpot, HubSpot Bill Monday Adobe at lasting. And you kind of have to look at those six and say are they talking AI or are the tailwinds real? I'm worried about most of those six, that they talk a lot on social media and Twitter. But it's not enough to have an AI product. You have to have the co attached that Rory talks about. You have to have something where someone's going to go in and pay as much or more for your core product for this agent. I think people will pay $100,000 a year for a Salesforce GTM agent. Whether Atlassian can pull this off or Adobe or folks, I love Monday Bill and HubSpot. I don't think they've proven it yet, so I don't know. I'm not being critical, but they haven't seen a lift, right? An attached lift. That's the one I worry about for next.
Harry
Year. I think in different ways they can. I was on the board of Bill for many years. I think Renee's a really talented.
Jason
Entrepreneur. As good as they.
Harry
Get. I think there's a lot they can do and they'll be doing it, I think actually interesting enough, yes, they've done it on the invoice recognition and kind of the back office. I also think there's a lot you can do, frankly on the broadly financial management in the kind of stuff that Ramp does. Where they're coming at it from less on the card side, more on the ACH side. So I think there's a ton they can do there. That's AI first. But not just AI, there's other uplift. Oh for.
Jason
Sure. But the question is can they dramatically lift ACV pricing deals for it? That's where I worry about some as a Bill, as a happy 100 NPS bill customer and super fan of Rene since we started together as founders. I don't know. But I'm worried. Some of the ones that didn't grow this year, it's not that they won't be amazing AI products next year, it's that they can't charge more for it. Right. And that's why Notion to me was it's not on this list. But Notion was the biggest surprise of this Uber group for me because I didn't think they could charge this much for their agent. I sort of get it, but I didn't think people would pay 50% twice as much for Notion to talk to their notion. But I get it.
Harry
Now. One of the things that I talked to another big executive of a large multibillion dollar revenue SaaS company. One of the things I've learned to look for and I'd love to know the data from Salesforce because it wasn't a Salesforce executive, to be clear. It's you're seeing this AI revenue, but what's happening is it's being bundled. You're attributing value to the AI product but separating out what is your core product. What Is your A product is tricky and some folks are getting a little bit of revenue lift that looks like it's coming from assigning dollars to AI, but really it's the core product. And then the scary thing about that, just to be clear, is if you break apart your product and you price the AI product separately and then a year from now the customer says, oh, I'm not going to keep that AI product but I still love your core product. But you've gone down 10% in pricing to go up to add 20% uplift from the AI product, you could have a nasty renewal cycle. So you've got to not just sell the product, you got to deliver the value. All these things, it's going to come down in the end, deliver the value. I think the opportunity is there for most of these companies, at least the ones that I know well on the to do and personal planning side the sound is just, well, not as clear. But actually as I think about it, there is a ton you can do in terms of managing personal productivity with AI. So the opportunity there for all of them. I think that as we said last week, the difference will be the executives who can see a way to getting it.
Jason
Done. I mean to me the worst one, the worst offender is Adobe. Okay, Because Adobe announced they had 5 billion of quote AI influenced revenue this year. Let's be kind. I'm sure it's true. I'm sure they're using Firefly and generated images with AI, but to me it don't count unless it's net new bookings. If you're going to hide in your tower or at your end of the year meeting, your planning meeting and say hey, we, we grew 8% this year is the bad news scale. The good news is half of our revenue was AI influenced. I mean that's table stakes. So to me Adobe gets the worst score. To me if it's, it's private if I have the numbers right. And notion hit 50% growth at 600 million this year. I think what they did, the only thing that makes any sense to me, the re acceleration is they got people to pay 20 bucks a month per se for their AI offering instead of 10. And I will say the other day one of my portfolio companies shared a Notion, a board update with me and it didn't have the AI on it and I couldn't talk to it. I'm like this, this sucks. Like I can't use notion without AI as a 10 year customer. Whatever I am, it just, it is worth the 2x and that's the one that so many B2B companies want to do this. They want to double their pricing for a But Notion might have been be one of the very few that earned it. It's very hard for a HubSpot or Atlassian or others to just double their pricing to use their AI. We just expect it to be free like Adobe. But somehow Notion pulled it off. I don't see any other way they did this other than to get people to go from the $10 a month plan to the $20 a month plan. It's the only way I could see the math penciling.
Harry
Out. Yeah, and you've got to be hard nosed about two things. One, delivering value so you can't bullshit yourself that you're not delivering value and then you got to be hard nosed with the customer making them pay for it. And you're exactly right. Actually I'm thinking about this now in the context of another one of my companies that mid stage 100 million plus or minus unveiling AI products. And you're right, it's very easy to slip into the oh this is good, we'll give it to you in the base package. And that's just not going to move the needle. And you're exactly right. Jason, you got to say no, this is really good. Here are the different quantum of value we're delivering you and as a result of that you got to pay more. And that dynamic, which I'm thinking of a specific private company I'm working with the moment, but that is the dynamic that everyone from Salesforce on down has to be dealing with. Not just AI influenced bookings, but actual here's the extra. I totally agree. Because if all that happens is you take your same revenue line, you bundle in a whole bunch of AI and don't expand your revenue, congratulations, you've reduced your operating margins by 10%. My suspicion is Adobe's one of the worst offenders there. That is the challenge. It feels like it should be doable. I think it's a great example of Notion doing it. But that.
Jason
Is. It's hard.
Harry
Though. The interesting thing is going back to we started this question about stock for 2026. If someone like Salesforce or a ServiceNow can figure that out at scale, you just get such operating leverage. It's wildly hard. But I agree with you. There's almost every Salesforce customer saying oh please God, integrate this shit so I don't have to deal. Damn you, you.
Jason
Haven'T. Here's the thing that I know is true. So 2025 was the year there was coding, but it was also the year of support. Once Cloud 3 failed and 3.7 came out just like vibe coding work. So did AI support. It just didn't work before. It wasn't good enough. Okay. It was the same issue. It got so good, that benefited a few leaders a little bit. Right. But when it works now Salesforce is like a seven cloud company. But when it works in 2026 for first GTM, every Salesforce customer is going to want it. Every customer. You know Mark came on this pod with us earlier this year, right. And he talked about how they had what, a billion, million, a hundred million leads at Salesforce they didn't talk about. The only problem is that Agent Force takes time to deploy and it's just getting going. But when they can turn that out, do you think as we said on the pod, every single Salesforce customer is going to want that product when it can be delivered quickly. This is another hundred thousand dollar a year. But our agent will automatically go after all the customers. Your team didn't follow up with. Sign me the F up. And so that is a bet I will make for next year. The flip side is, you know, if you ask me, the biggest failing of this year we talked about, I want to stay in 2020. Going to Rory's point, it was the copilot. The copilot was the worst of all worlds. We're not going to put it in our base product. We're not going to make the core product better, but we're not going to provide so much value like a notion that you want to pay for it. That was, that was the cynical whiteboard of January 2025 that failed up and down the B2B board was the, was the expensive copilot starting, let's be honest with Microsoft. Yeah, it wasn't enough.
Harry
Value. One enough value. And I think, I think the biggest risk, it's interesting, we're kind of dissing on Adobe, we're kind of dissing on Microsoft, we're dissing on cell phones. I think what they all have in common is they're just so big and the bigger you are, the easier it is for you as the supreme leader to just get told that it's good 3, 4, 5 levels down and unless you're hands on, on the product and really brutally honest, you're just going to fall for that, maybe it'll happen and you're going to end up not delivering value. And I think just being really on that is.
Guest Host
Key. Google, Meta, Amazon, Microsoft, Apple, Nvidia buy one short one for.
Harry
2026. Google.
Guest Host
Nvidia. You buy Google, you'd short.
Harry
Nvidia? Yes, because at some point, if the capex cycle continues and we're all still spending Google, I mean Nvidia does fine, but I don't know, I don't know at this point do they need continued acceleration of the capex cycle? Google has upside. If the capex tide goes out, Nvidia is going to be very heftily priced and Google still has its business and can gradually roll out AI in a more measured fashion. Oddly enough, Microsoft and even more so Apple and definitely Amazon are kind of meh in the middle on the AI cycle. They're not getting any lift from it, oddly enough. Even Microsoft, obviously they're OpenAI investment but they wisely, in my view, have pulled back from doing some of the marginal data center stuff. So they're like meh in the middle. Apple's meh in the middle to the downside. Amazon meh in the middle to the downside. If you want to play the how do you think about AI CapEx in the next couple of years? Those are the two that are.
Guest Host
Interesting. Surely your Apple would be the failed AI. I mean Apple has failed across all elements in terms of integrating.
Harry
AI. It has and as yet the stock's held up and I own a lot and I sold some this year. To me that's one. The question there is how long can you continue to trade at a premium multiple when your growth rate is less than 10%, albeit your EPS is growing more and you're trading at an all time rev multiple or PE multiple high and there's no catalyst, but I don't think it's an AI. I don't think that they'll sell a whole ton more if they had some great AI. I think they'll do marginally better, but I think there's risk in that stock. If I was just answering on a standalone basis, just looking objectively at what I did, I sold some of my Apple and I didn't sell any of my Google. That's Rory speaking with his.
Jason
Facts. You're a fool to invest against Nvidia for 2026 and I think you are arguably a fool to invest into Amazon in 2026 for a simple reason. Just a simple. I didn't say 2027 or 2028. It is not enough time for all this competition to come online. It is not enough time for everyone. Everyone's trying to do a TPU now, right? Their own version. Amazon's got theirs. Google OpenAI has its own team. Everyone's trying to get out from the as Rory keeps pointing out, the massive Nvidia tax they think they're paying. It's just natural to design out your most expensive component. It's just natural. It ain't going to happen in 2026. There is not enough time. There's not enough time to produce enough GPUs and TPUs to get them into data centers that don't exist. And I don't and I'm not a public company expert, but I don't believe the public companies look as far into the future and as thoughtfully as we think. So I don't think we're going to have any down quarters unless AI stumbles. And I also don't think all the great things Amazon is going to do. Amazon stocks only up 2% this year. If and I think they're going they will be the underperformer next year for the same there's just not enough time. But 2027 I don't know like the Pacer, but you just can't make semiconductors from scratch that compete with Nvidia in weeks. This is not software. There's no base 44 of GPUs. It just doesn't.
Harry
Exist. What do you think the biggest risk? I think I was very thoughtful about it and I didn't like the question when Harry asked it because I think the time look, it's always the truth about shorting. That's why I don't do it. You can be right conceptually and just wrong in timing and then you're just definitionally wrong. Whereas if you're long you just hold and in the end you can be right. It's why shorting is such an incredibly hard way to make money and buying puts, which is basically the coward's way of shorting, which is what I would do is an even shittier way to make money because you also pay more for the privilege. You bet again Harry, back to your comment. I hate your questions, but to get a useful one out of it. Jason, what do you think is the bigger risk to Nvidia? A continued massive demand for compute, but other people introduce competing TPU products to their GPU products in the case of AMD and it was market share erosion or B erosion of demand such that the continued explosion in demand tapers off because the investments overall get cut back. Which of the two is the biggest.
Jason
Risk? There's no risk other than some existential power risk because the only real risk here is that OpenAI can't give them 100 billion to buy their chips. But, but good news is Nvidia is going to give them 100 billion so that risk off the table. Right. OpenAI has taken the position that growth in compute, growth in GPUs, growth in just power is one to one correlated with revenue growth. They put this out, it's one to one. So they're like, yes, I need 100 billion. But I can prove to you whether it's correlation or causation will be the debate. I can prove to you there's a one to one correlation that if historically, if you give me 100 billion to buy compute, I will generate 100 billion in revenue. Right. The market is going to solve for that problem in 2026. So, and I, so I think everyone should feel pretty good about their 401.
Harry
Case. You could be right. I mean, look, the breaking news in the last our 24 hours was another hundred billion million. Wow. You got to be careful for OpenAI, which obviously, I mean Tomas had mentioned, you know, keeping an eye on the Oracle CDS swaps. My guess is a lot of the risk goes out of that deal. If OpenAI gets another $100 billion and you're right, as long as the protagonists who believe it should keep going, keep getting money, it will keep going. Right? And you're right, OpenAI is the prime protagonist, the prime believer in the more Capex equals more intelligence. And if they got another 100 billion, you're right, bets are on for another 12 months. Which would take you back to Harry's comment. I don't think you try and make a clever market timing position yet. The tell is not.
Jason
There. Yeah, and we can make fun of these circular deals and they should be made fun of, but Nvidia is going to take its what, almost 100 billion of free cash flow a year. And it's reinvesting it aggressively, thoughtfully, strategically. It wants other partners. It can't do it all on its own, but it is going to lubricate all of this business model in 2026 as much as it can. Leaving that cash on the balance sheet does it? No.
Guest Host
Benefit. Alrighty. So Jason, I can assure you one thing with my next question. Rory is going to hate it. He's going to hate.
Jason
It. So he's going to like this one. He's going to like this one. That's my.
Guest Host
Bet. Which companies of the mega companies speculated will go out, go public in.
Harry
2026? This is an interesting. Okay, I don't hate this.
Jason
Question. Because see, I.
Harry
Win. I don't hate it because it's a legitimate question. I mean, you know, you have the two AI companies, OpenAI and Entropic. I mean just taking the huges, you have databricks, you have Stripe and then you have the big one of all SpaceX, I think stripe least likely take it off the table. My gut would be anthropic gets it done. It's a more manageable bite size. I think one of the interesting questions on both SpaceX and OpenAI and actually all these in general, and we kind of hit on it last week and then I just saw a really good information article is the bankers are finally getting to grips with the problem of how do you take a company public at plus or minus a trillion dollars, raise 50 billion 5% and what do you do with the other $950 billion in terms of lockup, in terms of, of generating demand. And I think they're beginning to internalize that. Look, in a hypi market all three can get done at the high watermarks or beyond. But that's a lot of demand that you have to create and there's a lot of shares to follow it. Right? It's not like, and this is very ill thought out, but it's like if you think about some of these other high priced story stocks, the story stocks that are worth 70 times revenues or 20 times revenues, the Palantirs, the Teslas, the way that happened is a lot of retail bought in early, made out like Bannon believe they have real believers on the table who are in the money and they've got a lot of people. I'll never sell my Tesla. It's going to be tricky to take a new company out starting at a trillion. No public investors made money on it. A lot of the institutional money is already in it and institutions are ruthless. When they hit their price target, there'll be sellers. So they're beginning to wrestle, I think quietly with the problem of what do I do when I take my company public at a trillion dollars? I raise $50 million. There's a $50 billion, there's a $50 billion float. It bounces around like crazy for six months and then $950 billion of stocks are available to trade, many of whom have been in the stock for 10 or 15 years. Could be tricky. Finding a way to get that done will preoccupy the mind. Probably one of them gets done because just there's going to be a lot of brainy people going at it. But it's an Interesting banking problem that we've never seen before. I mean it's one thing to take a ramp cop public the other big ones a ramp where it's priced not at an excessive price, it's priced at boring PE multiple. If you really are taking something public at 30, 40 times run rate revenues, you have the growth rate in the case of OpenAI to justify it, but you have the burn. You don't quite have the growth rate in the case of SpaceX, but you do have the profits and a unique market position. Neither is crazy. You're going to have to generate a huge amount of demand for a highly priced risky stock that hasn't traded. So I don't think all three get done. I would be surprised. I don't know which. I think it'll be idiosyncratic. And if OpenAI gets their 100 billion in the next few weeks, they can exhale and take a whole year off from capital.
Guest Host
Raising. Come on Rory, put a bat down. I'm going to put a bat down. That anthropic will go out and SpaceX will go out, but Databricks won't. OpenAI won't. Stripe.
Harry
Won'T. That's probably where I'd go too though. The most cogent argument against going public. I was rereading the Ashlee Vance biography of elon Musk from 2015. It's a really good read now cuz it's 10 years on and you can. He actually called some things very interestingly but there's an appendix to it where Elon does this really good post about why we're not going to go public at SpaceX right now, why being public is to going a pain in the ass and why it's just really hard. It was a really good post and I read it and I thought this is one of the smartest first principles thinkers on the planet. God, he really had a good argument against being public. So if he's going out it must be purely because cost of capital.
Guest Host
June next year pay stacks goes out money.
Harry
On. Okay, do you think it goes out at one and a half? I'm not going to.
Jason
Bet.
Guest Host
No. I don't think it does at all. I think it goes out at 11.
Jason
2. Jason, I think we see four IPOs backloaded next year. I think this is the order SpaceX goes out first. Probably as early as makes sense with the summer dynamics Canva comes out of nowhere second. It's not that AI first. So now it's time. The AI story is not perfect, but the numbers Are there. It's got the numbers. Do it now, otherwise you risk looking obsolete. Get it done. Canvas number two Databricks does it in the back half of the year because it's just time. It's just another finance it's the series amp. Databricks is just. They do it anthropic does at the end of the year to go first and because it's the simpler way to solve their capital needs and because there's no downside other than the headaches of being public. OpenAI probably should have gone first but it's burning too much. So this is sometime mid 27, so that one's just below the line But I bet SpaceX, Canva, Databricks, Anthropic all next year in that order, more or less and it's roughly consistent with what they've said publicly, the limits that they've said. So that, that's I've, I've proven with Harry I'm always too optimistic by a quarter or two or sometimes two years but I think this, that makes, I think this makes.
Guest Host
Sense. Is there one more question boys that you want to choose for 2026 predictions or do you want to annihilate me again? Rory on my.
Harry
Choice. No, I've got.
Jason
One. By the end of 2026 does real AI driven unemployment show up in the numbers? The federal numbers, the real numbers tracked not just by what tech people are shouting on X Can we really track an impact on unemployment by the end of next year? Because this will be a massive change to.
Harry
Society. I think there's two separate questions in that because you made a statement a reduction in.
Jason
Employment. Help.
Harry
Me. Let me tell you why I disagree. It's important you made a statement that if it can be actually tracked then more heat will come on the issue. I disagree. I think that the mere fact that unemployment ticked up first comment, separate comment. All the AI executives talk about there will be an impact on unemployment. It doesn't matter if it's true or not. It's interesting from an economics perspective and I'd love to have discussion Politics doesn't work that way. Politics isn't sitting there. Humans aren't sitting there going well let me see the long term correlations and look at the BLS data by subgroup to figure out is this all they know is two things. Unemployment's ticked up, it ticked up this month. B those guys who are building AI are saying that they're causing it. They're like admitting the so I predict if unemployment goes up for any reason, tariffs, random bank events, whatever big company goes bust, the drumbeat against AI because you're the guy will go up because they've kind of confessed to the crime. It's like, we did it. We put you all out of a job. Almost regardless of whether it's true or not, Unemployment going up will be a backlash event for AI And I didn't see that as clearly until I started to speak. But now that I think about it, yeah, you've put yourself out there. You've said, this is going to change everything and we're going to make unpaid. And you said, oh, government, you should deal with this. Remember how scared we all were in 09 when unemployment was ratcheting up, or 2020 when Covid unemployment was ratcheting up. If unemployment ratchets up even two or three points, regardless of the reason could just be the business cycle. You'll see a tech lash that makes what we're dealing with now an.
Jason
Understatement. I think your point that they've already admitted to the crime is. Is very important. Right. I also think there's this, like when the CEO of Walmart is saying every job will change layout, like, but that's also signaling there's like, there's a lot of things going on when the CEO of Walmart says here there's a lot to hack. And so I agree with everything you said, but I think there's also an intellectual argument where we're also waiting to see. I want to see the numbers. I want to see if this is really true. It doesn't really matter. If Cursor got to 27 billion with 300 employees, it. It doesn't really matter. It's not going to impact McDonald's and the service economy. I think when we can really say, oh my God, we lost half a million jobs last month in November 2026 due to AI. I do think not to be. I do think it will change our society even more. Even though they've admitted to the crime. I think this will accelerate it. When there's hard numbers at the top of the New York Times and the Wall Street Journal, assuming we still read anything at the end of next year, I think it will become every dinner table conversation for real. Every single.
Harry
Dinner.
Jason
Interesting. Society will be terrified of AI if what that becomes true, I think.
Harry
The good news would be as investors, at least the deals were working. Because my fear is that the.
Jason
Great we'll all be on Elysium together. The three of us will be on Elysium. Harry will have the biggest house on Elysium. With his funds, Rory will be living good. I'll be like a couple smaller houses away from the park. We'll be up in.
Harry
Space. I remember someone succinctly describing their objective as follows. They said to me, if the robots are going to take over society, I want to be sure that I own the.
Jason
Robots. Elon even said that literally. Elon said it literally. Yeah. He said, I wish I could slow down robots and AI, but because I can't, I'm all.
Harry
In. Yeah, I think actually we could end up in the weird quadrant of it's not as impactful in the short term as we think, but because we've confessed to the crime, we're going to take the heat when generalized because every CEO, as you pointed out earlier, can blame it. So I think it could be interesting. Politics there. Okay, but we don't do.
Guest Host
Politics. Happy Christmas. What a joy. I think we put a pin in it there before Rory tells me off. This has been fantastic. Big fat quiz of the.
Rory
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The 20VC “Big Fat Quiz of the Year” episode brings together Harry Stebbings, Jason, Rory, and a guest host for a lively, irreverent discussion reflecting on 2025’s top founders, funds, breakout companies, and biggest surprises—plus fearless predictions for 2026. The group debates which IPOs are on the horizon, the tech stocks to buy or short, the real impact of AI on employment, and the shifting dynamics of venture investing, all while keeping score with humor and a distinctively candid tone.
On Claude/Anthropic Impact:
On Index’s Execution:
On 11 Labs’ Real-World Value:
On Talent Wars:
On AI as an Investment Megatrend:
On “Circular” Tech Deals:
On AI/Agent Product Attach:
On Societal Risk of AI-Driven Unemployment:
On Owning the Robots:
| Timestamp | Segment | |-------------|------------------------------------------------------------------| | 05:12–11:22 | Founder of the Year discussion | | 11:22–18:33 | Fund of the Year and Standout Venture strategies | | 20:10–21:44 | Individual Investor of the Year | | 22:14–28:16 | Breakout Company of the Year | | 28:16–34:19 | Biggest Surprises of 2025 | | 34:53–48:34 | Best Performing Tech Stocks (2026 preview, AI attach rates) | | 50:51–54:02 | Mega-cap Buy/Short for 2026; Risks for Nvidia | | 57:01–62:12 | Next Major IPOs (SpaceX, Canva, Databricks, Anthropic, OpenAI) | | 62:12–66:16 | Will AI-driven unemployment hit the real numbers in 2026? |
The episode is marked by candid debate, dry humor, and the unvarnished opinions of experienced VCs, with Harry delighting in grumpiness, Jason making bold claims (and meta-references to past episodes), and Rory playing devil’s advocate. The tone is collegial, competitive, and deeply knowledgeable, relying on inside jokes, market war stories, and the occasional expletive.
This “Big Fat Quiz of the Year” offers a rapid-fire, deeply informed tour of 2025’s landmark companies, investors, and trends, while looking ahead to the biggest questions for 2026. If you want to hear how top VCs view the realities of AI, fundraising, company building, and public markets—beyond the press releases and LinkedIn posts—this episode delivers. Expect sharp takes, memorable predictions, and insight into how the industry’s power players think about value, risk, and the wild future of tech and venture capital.