Skip to content
Uncapped with Jack AltmanUncapped with Jack Altman

Vinod Khosla and Keith Rabois on Building and Investing in Enduring Companies | Ep. 40

Vinod Khosla and Keith Rabois are Managing Directors at Khosla Ventures. Vinod is an entrepreneur, investor and technologist. In 2004, Vinod formed Khosla Ventures to focus on both for-profit and social impact investments that have included OpenAI, Stripe, DoorDash, Commonwealth Fusion Systems and many more. Vinod previously co-founded Daisy Systems, the first significant computer-aided design system for electrical engineers, which led to an IPO. He later went on to co-found Sun Microsystems in 1982, serving as its first chairman and CEO. After joining Kleiner Perkins Caulfield and Byers (KPCB), Vinod incubated the idea for Juniper Networks to take on Cisco System’s dominance of the router market. Keith is also currently the CEO of OpenStore and led the first institutional investments in DoorDash, Affirm, and Faire, invested early in Stripe, and co-founded Opendoor. While a General Partner at Founders Fund, he led investments in Ramp, Trade Republic, and Aven, and before that made early personal investments in YouTube, Airbnb, Palantir, Lyft, Udemy, and Eventbrite. Keith started his career in leadership roles at PayPal and LinkedIn before becoming COO of Square. Timestamps: (0:00) Intro (0:58) The working relationship (4:26) Pie chart on what’s discussed (7:11) Ethos of investors today vs yesterday (10:42) Comparing FF and KV (12:46) What makes a great founder (22:56) Alpha in today’s market (30:05) Themes within AI (38:23) AI companies built differently (46:23) Excitement outside of AI (53:12) Politically active on X (58:24) Evolution of political leanings More on Vinod: https://x.com/vkhosla https://www.khoslaventures.com/team/vinod-khosla More on Keith: https://x.com/rabois https://www.khoslaventures.com/team/keith-rabois More on Jack: https://www.altcap.com/ https://x.com/jaltma https://linktr.ee/uncappedpod Email: friends@uncappedpod.com

Keith RaboisguestJack AltmanhostVinod Khoslaguest
Jan 21, 20261h 5mWatch on YouTube ↗

EVERY SPOKEN WORD

  1. 0:000:58

    Intro

    1. KR

      I've invested a lot in AI, so I-

    2. JA

      Yeah.

    3. VK

      Yeah, I love your quote about AI and how you'd have done it differently-

    4. KR

      Okay.

    5. VK

      -if you hadn't joined-

    6. KR

      Oh, my God

    7. VK

      ... Khosla Ventures.

    8. KR

      Yeah.

    9. JA

      I wanna hear it. I don't know.

    10. KR

      So before I joined KV, I joined KV literally two years ago, basically this week.

    11. JA

      Yeah.

    12. KR

      I had invested in zero-

    13. VK

      Rejoined.

    14. KR

      Zero-- rejoined, yeah.

    15. JA

      Rejoined.

    16. KR

      Rejoined.

    17. JA

      Yeah, I joined. That's what I did.

    18. KR

      And literally had invested in zero AI companies before.

    19. JA

      Interesting.

    20. KR

      Since then, in the last two years, I'd say it's about seventy percent of my investments are AI.

    21. JA

      Mm-hmm.

    22. KR

      And had I not rejoined KV, I think I would either have missed the whole wave and been completely irrelevant or been reckless.

    23. JA

      [upbeat music] Keith and Vinod, I'm incredibly excited. I got to do this with each of you individually last year. First thing I wanted to do coming into the new year was ask the two of you to come on together, so thanks for doing it.

    24. KR

      Pleasure to be with you.

    25. VK

      Yeah.

    26. JA

      Obviously, I follow both of you a lot, you know, sort of on- online and watching a lot of podcasts you've done and just knowing you over time, and I've never seen you together, um, in this kind of format, and so I was really excited

  2. 0:584:26

    The working relationship

    1. JA

      to set this up. One of the first things I want to get into is, like, how the two of you work together, because I think, like, it's rare that you have two people who are both super individually accomplished at a venture firm, working side by side. You've done it for many years now, and you're obviously very different people, but there's, like, a lot in common. Like, I see you as this, like, Venn diagram with a lot, you know, in the middle, but you also have your own styles. So I guess just to start, like, what's the, like, texture of your day-to-day working relationship like? Like, how do you guys operate together? How do you communicate with each other? Like, what does it look like, just, like, all the time?

    2. VK

      You want to start?

    3. KR

      Sure. Well, we first started working together when, uh, Vinod joined the board of Square. So... and, you know, I learned a lot of things from him.

    4. VK

      Actually, Slide.

    5. KR

      Well, we worked together at Slide, but that was more-

    6. VK

      Yeah

    7. KR

      ... intermediated through Max, and I would, I would hear about these meetings with Vinod and all these ideas and these grand theories about how we should reorient the business, but it wasn't, like, hands-on. I actually worked with another one of our partners, David, at Slide, uh, very directly. He told me my first revenue model was terrible, and [chuckles] so David's a little bit of an acquired taste.

    8. JA

      Sounds like David.

    9. KR

      [laughs] Yeah. He's like, "This revenue plan is very mediocre," was the exact quote.

    10. JA

      That's great.

    11. KR

      Which turned out to be right. Um, but in any event, while he was on the board of Square, he taught me a lot of things, including the most important precept of the team he builds, the company build. So when I was considering being a VC, it was a very natural fit because a lot of the contributions that Vinod had at Square resonated with me, and I could see the style of KV and how that translated through my brain and that I felt like it would be a really good pairing.

    12. JA

      What was it like for you-- so, like, you know, when you were starting to work with Keith, like, could you tell immediately that stylistically it was, like, what you like? Like, how did you know?

    13. VK

      For me, it's really one thing: it's first principles thinking.

    14. JA

      Hmm.

    15. VK

      If you can do first principles thinking, it's easy to know where you agree and where you disagree, that it isn't this hand-baby thing.

    16. JA

      Yeah.

    17. VK

      A, B, and C, then we can debate those three factors, and it's worked out v- uh, very smoothly. It's seldom we grossly disagree. We'll even come down to, "If X were true, then this is a good decision-

    18. JA

      Yeah

    19. VK

      ... or a bad decision."

    20. JA

      Yeah.

    21. KR

      Which is incredibly helpful. Like, there's one specific investment I remember last summer where I couldn't actually decide what to do. It was close to the line, wasn't quite sure, and then Vinod said the key attributes of the founder that really matter for this are one, two, three. And then our, our junior colleague, John Chu, and I were like, "Well, on that, on those three dimensions, this founder is AAA." So it made the decision really easy because he was able to isolate-

    22. JA

      Hmm

    23. KR

      ... the key variables for that particular company.

    24. JA

      Yeah. Do you guys, like, um, get into, like, strong debates over ideas, or have you mind-melded so hard at this point that you don't even need to as often, or... Because it's hard for me to imagine either of you shying away from a very-- like, you're obviously both going to say whatever you think all of the time, but-

    25. KR

      I think that helps the direct style, which-

    26. VK

      Yeah

    27. KR

      ... you've talked about for years.

    28. VK

      I, I've always said I prefer hypocritical-

    29. JA

      Yeah

    30. VK

      ... uh, brutal honesty to hypocritical politeness.

  3. 4:267:11

    Pie chart on what’s discussed

    1. KR

      well.

    2. JA

      On you two working together, like, if you had to sort of, like, guess, like, I don't know, like, the pie chart of the time that you guys are spending talking to each other, how much of it is about existing investments, new companies, operating the firm, anything personal?

    3. VK

      So nobody ever discusses operating the firm very much-

    4. JA

      You don't discuss that?

    5. VK

      ... inside Khosla Ventures.

    6. JA

      Interesting.

    7. VK

      You know, uh, there's almost no-- I would guess it's far less than five percent.

    8. JA

      Is that because it's so clear how it works, or because it's like-

    9. KR

      Yeah.

    10. VK

      Yeah.

    11. JA

      Okay.

    12. KR

      Maybe around, if you include hiring, like, then-

    13. VK

      Yeah

    14. KR

      ... there's an allocation to assessing-

    15. JA

      Yeah, we'll call that separate

    16. KR

      ... potential people.

    17. JA

      Yeah. Out of curiosity, is that because you think that it's like, uh, it's already so clear there's nothing left to discuss, or is it just so much relatively less important than the work of investing itself?

    18. VK

      Well, first, we have a lot more fun investing than managing, and the firm doesn't take much management. Uh, honestly, other than comp once a year, there really isn't a lot... and hiring-

    19. JA

      Mm-hmm

    20. VK

      ... that we talked about. There isn't much in terms of... I can't-

    21. JA

      That's it

    22. VK

      ... remember when we had a strong policy disagreement.

    23. KR

      It's also, you know, at the end of the day, Vinod is energized by investing in the future through technology and founders, and I'm energized by pairing with people who want to change the world, which is roughly similar, and so the management part is a distraction- [chuckles]

    24. JA

      Totally

    25. KR

      ... to some extent from those two core activities, which are exciting.

    26. JA

      So what else then?

    27. VK

      We spend almost no time with LPs.

    28. JA

      Yeah, that's nice.

    29. VK

      Almost. I mean, I-

    30. KR

      They have to edit that. [laughing] No.

  4. 7:1110:42

    Ethos of investors today vs yesterday

    1. JA

      different do you see today, like, the sort of ethos of, like, new, young investors versus, like, when you were getting started? 'Cause, like, right now it is such, like, a thing to use.

    2. VK

      You know, they, th- this young and old doesn't matter as much. What matters is, have you built companies and earned the right to advise an entrepreneur? I think most people who advise entrepreneurs haven't earned the right to advise an entrepreneur. Almost all the senior partners in our firm have earned the right by helping build a company, being inside a company, having empathy for the founder. So I think that's a pretty distinctive feature of how we think of our role. A lot of firms just want to be nice to founders, and it hurts the founder. 'Cause, you know, it's like s- I, I say, it's like saying yes to your kids all the time, no matter what they want. You, you want that they know you love them, but you're trying to get them to be the best they can be.

    3. JA

      Yeah.

    4. VK

      And that includes pushing them to be the best they can be. And I think we both agree, our business is much more about helping the entrepreneur build a successful company than about investing.

    5. JA

      I'm newer to this, obviously, but it seems like there was some moment in time where, like, the dominant marketing strategy for VC firms flipped towards just, like, extreme founder-friendly, whatever that means. I don't know if that was ten years ago or-

    6. VK

      Yeah

    7. JA

      ... fifteen, something like that, though. You guys probably experienced this going through being on one side of it and then the other. I kind of always lived in that world, but, like, was there, like, a moment or, like, a period of a few years where it just, like, became the strategy for some reason for VCs to just go full?

    8. VK

      You know, our goal has always been what's good for the company, not what sounds good or s- get a, uh, what will get us more referrals for the founder next time they need to refer. So I think this hypocritical politeness, which is pervasive in our business, is really bad for founders, and when a founder selects for that, they're selecting... They're generally a weak founder.

    9. JA

      Mm-hmm.

    10. VK

      Strong founders almost always select for the best feedback they can get and also know how to say: "No, thank you. I disagree with you." I think that's a really, really important characteristic. One of my favorites is this-- some founders, I don't know the names, there are two founders did, uh, something called founderschoicevc.org or .com.

    11. KR

      Some survey of founders.

    12. VK

      Some survey of founders. And what I love is they wanted to avoid the hypocritical politeness, so they said, "Only the VCs that you've worked with can vote on you, on the VC firm." And you can't say, "We have these three investors, they're all great." They forced them to, to rate them h- head-to-head-

    13. KR

      Yep

    14. VK

      ... like a chess Elo rating. And I'm very proud, we're sort of at the top of that list among four hundred VCs, firms, and hundreds and hundreds of awards. I think it's the most important survey for me to know that in retrospect, our founders prefer us.

    15. JA

      Mm-hmm.

    16. VK

      And we prefer backing the same founders again and again. Like, our LP decks always have a huge component of how many repeat founders have come back to us to work

  5. 10:4212:46

    Comparing FF and KV

    1. VK

      with us.

    2. JA

      Keith, I'm actually really curious, 'cause, like, obviously, Founders Fund is an amazing firm as well as Khosla, and the ethos is the same in the sense of, like, we want to do what's right for the company, but I think, like, the pathway to get there is, like, the opposite in some sense.

    3. KR

      Yeah, I think the goal of finding bold, ambitious founders and companies is very similar. I think the way we actually practice what we do is very different. Our craft is to be the partner in building the company. Like, I look at my role as being the consigliere to the founder, and, like, sometimes the consigliere tells you that's a bad idea, and sometimes they tell you that's a great idea. They, they help the principal, and they're not confused about who's the CEO and who's the consigliere. That's what-- how I think of my role. Founders Fund thinks their role is to provide the capital and get out of the way, and if you have an idea where they might be helpful, please call-

    4. JA

      Yep

    5. KR

      ... and we'll do everything we can to try to help.

    6. JA

      Right.

    7. KR

      It's proactive versus reactive.

    8. JA

      Totally.

    9. VK

      That's exactly right. Very, very similar goals in betting on really bold ideas, whether they're popular or not. Yeah, whether they're on trend or not. They've done an incredible job of that, and we like to think we do that al- also.

    10. JA

      Yeah, it's almost like you can imagine the conversation would play out like, you know, on one side it's, "Well, we should back entrepreneurs that, like, don't need help," and then the other side of the conversation would be like, "Well, yeah, but even amazing people can still be helped."

    11. KR

      Of course, like, you mean-

    12. JA

      Like, even the best baseball-

    13. KR

      Even the best basketball players have, you know, coaches-

    14. JA

      I know, I've gone to sports school

    15. KR

      ... or, you know, they have shooting coaches even, like, they're very dedicated, or f- or fitness coaches.

    16. JA

      Yeah.

    17. KR

      Like, there's almost no profession where the best at what they do doesn't have an advisor, coach, mentor.

    18. JA

      Yes.

    19. VK

      Yeah, look, take somebody, a really strong founder like Max Levchin.... I've never been on the board. The company's gone public. We've distributed. Great outcome. We are the first investor. To this day, Max and I do quarterly phone calls because he wants my help and advice, and second opinion, or something he's thinking about, or always looking for areas I'll prod him in to think harder, like, "You're ignoring this or that."

    20. JA

      I wanna talk about, like, so

  6. 12:4622:56

    What makes a great founder

    1. JA

      what this-- clicking into the source of, like, great founders, great companies, 'cause obviously that's, like, the center of, like, the work. I posted this, you know, that I was gonna have you guys on the podcast. Somebody said: "You know, we wanna hear about this, but Keith, you can't say the thing about comparative advantages." And, you know, you're like: "But it's true," and I think it is true, but, like, I wanna try to click in as closely as possible to, like, what makes a great founder. And I think one of the things that stuck with me was you both said that you guys are basically always aligned on, like, the read of the founder. You might disagree on a market or if there's some, a business you wanna be in, but, like, more or less, you think the same thing about if a person is a great founder.

    2. KR

      Very rarely is there significant divergence on the assessment of the founder. I can probably name two, three examples in, like, eight years.

    3. JA

      Yeah. What specifics can you sort of, like, describe?

    4. KR

      Well, I'll give you my formula and-

    5. JA

      Yeah.

    6. KR

      -feel free to, eh, you know, edit. [chuckles] So my, mine is one of two traits: either I meet a founder and on some dimension they're the best I've ever met in my life. It can be different. They can be the smartest person, they can be the most tenacious person, they can be the best assessor of people, they can be the most strategic, they can, they can... There's just like, "Oh, my God, top one basis point on some dimension." And it-- because what I'm trying to do is when you're-- we do mostly first institutional capital. We wanna be as bold and as early as possible. What I'm trying to find out is: is there a non-zero chance that this person can change a vertical or the world?

    7. JA

      Mm-hmm.

    8. KR

      Like, that's really it, is-

    9. JA

      One of those two things.

    10. KR

      Nine, ninety percent of the world-

    11. JA

      Either the world or, like, at least the legal industry.

    12. KR

      Ninety-nine percent of humanity is not gonna change or reinvent an entire, you know, industry, let alone the world, and so it's like, what's... Is there some probability? Usually, the people who succeed at that have some trait-

    13. JA

      Yes

    14. KR

      ... that's just like, oh, my God, your ears, like, perk.

    15. JA

      Mm-hmm.

    16. KR

      The o- other exception is they have a Venn diagram overlap of traits that you don't see in common. So, for example, Max Levchin, I've talked about this before, but literally when I met him in December, two thousand, Reid Hoffman came up to me and said, "You're getting ready for your first one-on-one with Max. Max is a first-rate technologist and a first-rate business mind. There's less than five people in all of Silicon Valley that are that." Reid was dead on. Twenty-five years later, it's still true.

    17. JA

      [chuckles]

    18. KR

      There's less than five people, and Max is one of them.

    19. JA

      Yeah.

    20. KR

      And that's led to his trajectory. So if I see these traits, Jack Dorsey, who we've both-

    21. JA

      Yeah

    22. KR

      ... worked with, ha- is actually pretty damn good design mind.

    23. JA

      Yeah.

    24. KR

      Pretty good technologist, and a very good business strategist. He has three, which is also why he's been very [chuckles] successful.

    25. JA

      So, okay, so you meet, you meet... Somebody that you trust refers somebody. "Great, I'm gonna meet them." You're in the meeting with them for an hour. Are you trying to pull that out in that meeting? Is this work happening outside the meeting?

    26. KR

      I'm usually pulling-- i- usually, if it's so strong-

    27. JA

      You don't have to pull it?

    28. KR

      -it usually shows up in three minutes. Like, literally, you meet someone who's the smartest person ever, you di-- like, like, you just feel this energy-

    29. JA

      Aren't there some less obvious traits than, like, super smart, though?

    30. KR

      Yes, there are.

  7. 22:5630:05

    Alpha in today’s market

    1. JA

      you, yeah

    2. VK

      ... you know, have the wrong, the wrong prism. They don't-- unless you ask the question perfectly, and unless you can really retrain their eyes, it doesn't help. But, but, you know, there's other ways. Like to say, imagine you were in this business that you're not familiar with.

    3. JA

      Mm-hmm.

    4. VK

      How would you go about learning X or Y?

    5. JA

      Yeah.

    6. VK

      Yeah.

    7. JA

      Like, even see how they would start.

    8. VK

      Putting them out of context-

    9. JA

      Yeah

    10. VK

      ... and having them think through, very easy to tell. One of my favorite questions, um, is it doesn't matter whether they're doing a startup or not. Let's say they're a candidate for a marketing job. If I gave you a seed amount of funding to investigate three ideas, which three would you pick? How would you go about evaluating them over the next six months?

    11. JA

      Yeah, that's good.

    12. VK

      It's a pretty simple test. Uh, you can tell a lot about a person, how they, uh, just based on how they answer that question.

    13. JA

      Yeah, that's good. Are there any things that a founder can't be completely deficient in?

    14. VK

      Ethics.

    15. JA

      Ethics.

    16. VK

      No question.

    17. JA

      How do you figure that one out?

    18. VK

      Mostly through references.

    19. JA

      Even on that point, a lot of people that seem not so friendly are actually very ethical. And like, um, I've noticed that a lot of the, like, highly disagreeable, you know, intense founders actually have a very strong moral compass.

    20. VK

      Yes, that is absolutely true because they believe in their principles.

    21. JA

      And that, like, is the source of both. That's interesting.

    22. VK

      Well, you've seen this in the valley. We were talking about this earlier. People have changed their political affiliation at a whim.... not stayed with what they really believe in.

    23. KR

      Yep, we're definitely coming back to politics in a little bit.

    24. VK

      [chuckles]

    25. KR

      I have a lot there. Is there anything around, like, ability to, like, recruit-- anything around, like, yeah-

    26. JA

      Well, ability to recruit is a, is a very important dimension. Can you envision this person at mar-- it sounds like they gotta hire a thousand people at some point.

    27. KR

      Yeah, but can they hire the first ten-

    28. JA

      Maybe a hundred now.

    29. KR

      -is, like, really critical? 'Cause those people are gonna replicate themselves. You know, Patrick Collison talks about this at length, like, your first ten are gonna multiply by ten.

    30. JA

      'Cause you could imagine somebody who's really exceptional in some dimension, but you just don't think they could recruit well.

  8. 30:0538:23

    Themes within AI

    1. KR

      at all.

    2. JA

      Maybe just talking about, like, themes that you guys are interested in. I know that you're mostly focused on people, but, you know, you also care a lot about markets and technologies. Maybe to, like, start with AI, and then we can go outside of AI. So obviously, AI is, like, in the midst of playing out.... I don't know what inning it's in, but it's one of the early ones probably. You know, like, I think there have been, like, a lot of changes to, like, what, you know, the labs say that they're focused on, and maybe, like, the types of companies that are getting funded is adjusting a little bit if you sort of, like, just, like, kind of track every six months or so. I'm curious what you guys see as the lay of the land for, like, outside the labs, where you think most of the opportunity lives, what you're most interested in, what you think is gonna be, like, a big deal in the next year or two.

    3. VK

      Well, it's-- that's such a broad surface.

    4. JA

      Of course. Sorry. [chuckles]

    5. VK

      Um, I think I was counting there's thirty-some startups in our portfolio that are building an AI worker of some sort.

    6. JA

      Yeah.

    7. VK

      An AI oncologist, an AI mental health therapist, an AI chip designer, an AI structural engineer. As, as many professions there-- as there are, there's that many opportunities.

    8. JA

      Basically, to fully do the work.

    9. VK

      Do the work.

    10. JA

      Yeah.

    11. VK

      So one things we decided a couple of years ago, uh, probably three years ago, we wouldn't do a lot of copilots.

    12. JA

      Mm-hmm.

    13. VK

      Copilot had just come out, and we said, "Copilots, humans get in the way. Let's just do the work." So we love really-

    14. JA

      Yeah

    15. VK

      ... people doing the work-

    16. JA

      Yeah

    17. VK

      - as opposed to helping a human do the work. Now, there's exceptions to that, but mostly that's true.

    18. JA

      Mm-hmm.

    19. VK

      Um, that's a big category, so we haven't invested in any competitor to OpenAI, obviously, and we should come back and talk about it. We are fiercely loyal to our companies. Uh, we, we, we can talk about loyalty. Well, OpenAI, yeah, I think I was the very first one when Sam got fired, to come out and say, "We'll fund Sam for whatever he wants to do next."

    20. JA

      Yeah. Is, is the loyalty-- does that stem from sort of like a business decision or idea, or does it stem from just like, uh, this is how it ought to be, like a more ethics kind of thing?

    21. VK

      I, I think this is how it should be. It's about ethics.

    22. JA

      Yep.

    23. VK

      And, and if I disagree with the entrepreneur, then my job is to sit down, tell them why, and agree that we agree or disagree-

    24. JA

      Yeah

    25. VK

      - before taking the right position publicly.

    26. JA

      Yeah, if we believe the-- on the principles, like, to the point, if you have principles and you believe you're on the right side, then we're willing to use our, you know, brand, capital, audience to help. Yeah.

    27. VK

      But along those, the AI question you were asking, we've invested a bunch in all the other approaches than transformer models that make sense. And we probably have four or five different efforts that are, uh... They, they don't have to replace transformer models, but they're different, because I think the big labs are doing transformer models really well and then doing some other things.

    28. JA

      So what else do you think is promising?

    29. VK

      Look, it's too early to tell. So I think any of us who pretends we know this technique or that neurosymbolic technique, um, we have bet on category theory in math. We have, um, bet on interpretability that leads to different models. We have diffusion models. Uh, there, there's plenty of others.

    30. JA

      Do you think that-

  9. 38:2346:23

    AI companies built differently

    1. JA

      Yeah. I'm actually curious on the topic of how the companies are built, and obviously, you're super involved with, like, company building. You've built companies yourself a bunch, and, um, it's just, like, something that you talk about a lot. Do you think AI companies are built in any substantially different way?

    2. KR

      I, I think fundamentally different. First of all, they, they are growing at rates that are unprecedented in the history of technology, and it's a little bit like-- to me, it's like running the four-minute mile. Once you see someone runs the four-minute mile, then no company should have an excuse for not growing rapidly [chuckles] . It's like you see all these enterprise companies going from zero to fifty million. You start asking questions, "Well, why? Why can't you, at least? What are the limiting factors?" And there sometimes are real reasons, but you start with the question of why, why not, you know, why not-

    3. JA

      Mm-hmm

    4. KR

      ... versus like, "Oh, that's impossible." Like, if you had said, "We're going to start a company and have ten million dollars of revenue in year one from launch," you would have said, all of us would have said ten years ago, "That's impossible."

    5. JA

      Yeah.

    6. KR

      That is not, definitely not the right answer. Now, it doesn't mean every company should do that, but it is an open question. Then the question is, well, what do you do about that? I think the idea of, and borrowing from Peter Fenton here, the idea of PMs does not make sense in a rapidly emerging technology field. What do PMs do? They go talk to customers, and they create a sequential roadmap over the next twelve months. Well, if the field's evolving and the capabilities are evolving, like, literally every month, there's papers published. You probably read papers every week, let alone things that, you know, are launched live. You can't have a twelve-month roadmap. That makes no sense, and so you have to rethink that. Then also, how does sales work with your research team? Like, OpenAI, you know, actually pairs, as far as I can tell, like, the people doing customer acquisition with the research team, and that's a completely different model than how most technology companies were built.

    7. JA

      Yeah.

    8. KR

      Compensation, this is in the public domain.

    9. JA

      Completely different.

    10. KR

      Completely different. And people haven't even thought through the implications. Yes, there are so many companies like Meta that can afford because of how they mint money, or Google because of how they mint money, to pay things that only professional athletes could aspire to when we were growing up. However, if you're a startup, how you can afford that level of cash comp while you're not minting money-

    11. JA

      Well, you can't, right?

    12. KR

      Well, this is-- but then you still have to compete with people who can, so you have to think through-

    13. JA

      Does that go to, like, your diamonds in the rough type of idea?

    14. KR

      Either... Well, that's one possible solution, or you've got to hire people that don't care about short-term cash comp and have a different missionary zeal or different orientation, or you've got to take costs somewhere el<|diarize|><|top|><|transcribe|>

    15. JA

      <|agent|><|nolang|>

    16. VK

      ... lots of people will do the normal extensions of LLMs to lots of applications, massive market, lots of people will do it. Every area will have ten startups.

    17. KR

      Mm-hmm.

    18. JA

      Keith, are you interested in hard tech as much, or do you invest more in, like, B2B, typically?

    19. KR

      Well, I've invested a lot in AI, so-

    20. JA

      Yeah.

    21. VK

      Yeah, I love your quote about AI and how you'd have done it differently-

    22. KR

      Oh, yeah

    23. VK

      ... if you hadn't joined-

    24. KR

      Oh, my God

    25. VK

      ... Khosla Ventures.

    26. KR

      Yeah.

    27. JA

      I want to hear it.

    28. KR

      So before I joined KV, I joined KV literally two years ago, basically this week.

    29. JA

      Yeah.

    30. KR

      I had invested in zero-

  10. 46:2353:12

    Excitement outside of AI

    1. SP

      Yeah. Outside of AI, are you guys... I mean, you said seventy percent is AI, so, like, there's other stuff you guys are interested in. I know we've talked about, like, robotics last year. We've talked about- Well, robotics is AI.

    2. KR

      Yeah, of course, but-

    3. SP

      Pretty big on robotics.

    4. KR

      Yeah. Well, one thing people know less about us, but we've been consistently excellent at across the history of the fund, is in financial services.

    5. SP

      Mm-hmm.

    6. KR

      We have this point we make to LPs, that in every single fund we've had, we've returned the fund solely on one, just on one financial services investment.

    7. SP

      That's a crazy stat.

    8. KR

      So we love things like, you know, Square, Stripe, Affirm, just examples in the modern stuff.

    9. SP

      We're the f-first investors in all of those, except Stripe, we were second.

    10. KR

      Uh, Af- like, we have Aven, which is a very excellent company. Um, you know, like, yeah-

    11. SP

      It'll be the next surprise, Stripe.

    12. KR

      Up-

    13. SP

      Aven.

    14. KR

      Upstart was incredibly successful. We did some of the seed, led the A.

    15. SP

      Has finance gotten, like, less AI-ified than other areas?

    16. KR

      People are using it, I'd say maybe not as strategically yet.

    17. SP

      You think it's 'cause people are, like, a little scared, like, or, or, like, rightfully scared because... 'Cause I do feel that the fin- the fintech companies of the last era seem more, they seem more insulated from the AI wave and threats, and, like, I haven't seen as many, like-

    18. KR

      Well, there is some hallucination.

    19. SP

      Aven is a good example of, uh, well-

    20. KR

      Well, some of them are hallucination concerns.

    21. SP

      Yeah. Yeah.

    22. KR

      But Aven is a good example of a company that's deeply using AI in every aspect of it. That's why you can get a home equity line of credit and consolidate all your credit cards onto a new credit card that you get that has ten points lower interest rate.

    23. SP

      And then you have a cred- and then they have your credit card.

    24. KR

      And-

    25. SP

      Actually-

    26. KR

      Well, they issue a credit card based on your home, home equity line of credit.

    27. SP

      Yeah.

    28. KR

      They can get it done in an hour.

    29. SP

      Wow. And AI-

    30. KR

      Normally, that's weeks and weeks.

  11. 53:1258:24

    Politically active on X

    1. VK

      Yeah.

    2. KR

      I guess, on politics, like, both of you are, like, pretty willing to, like, get into politics stuff on Twitter and stuff, X, and you have very different politics, obviously. But I guess my first question is, like, um, you both are, like, willing to just sort of, like, get into, I don't want to say fights, but, like, fights on X about politics and stuff like that. Clearly, it comes from, like, strongly believing in what you think. Why spend the cycles on it? Like, why do you- Well, I'll give you my answer. I don't actually know yours. Mine was like, yeah, through technology, I developed a following, and I woke up one day and said, like: "Look, I don't want to die one day and regret that I didn't use my audience to po- proselytize about ideas and things that I find important." So if I can surface new ideas or new-- or rebut bad ideas, I want to, you know, finish my life thinking I did the best I could to have influence, and I have a platform. So I started using it that way, particularly on, like, topics related to politics. Um, and so I was just like, "I, I don't want to regret having not tried to change people's opinion."

    3. VK

      Are you stressed at all when, like, when you're, like, getting into it on X with somebody? Are you, like, feeling anything about it, or are you just like, "Oh, I'm just saying what I think, but I'm-

    4. KR

      Well, there's times when-

    5. VK

      Or are you, like, worked up?

    6. KR

      -I wish I had more time to, like, research. Like, if I was doing nothing else, if I didn't have, like, a day job.

    7. VK

      Yeah.

    8. KR

      You know, there's times when, like, I know how to construct an argument. I know where all the evidence is. I don't have time to go do that. Um, like, my friend David Sacks, back in the day, hired a research assistant secretly before, you know, to help him. I don't, I don't have time to do that.

    9. VK

      Yeah.

    10. KR

      So there's times when I happen to know the answer. I used to be very involved in politics. I, I know a lot of details, but I do wish sometimes that if I wasn't doing a real job-... I would be spending more c- more care in marshaling more evidence and probably be more effective.

    11. JA

      Actually, one other bit that I'm now curious to ask, 'cause I think it's kind of funny, is you're, like, kind of harsh on Twitter, but you're, like, really friendly in person. Is that just, like, how you write, or, like, do you mean to? Like-

    12. KR

      Well, there's-

    13. JA

      Are you doing it for the bits?

    14. KR

      Well, I also had this crazy idea, this is a dumb idea, like a decade ago. I was like, "I'm gonna combat [chuckles] every bad idea on the internet."

    15. JA

      With a worse idea?

    16. KR

      I'm gonna respond. Like, I was like, "Well, if someone puts a bad idea or something wrong-

    17. JA

      Now, we're gonna fight it.

    18. KR

      -and nobody responds, people think it's true."

    19. JA

      Yeah.

    20. KR

      Like, LLMs are gonna pick it up and think it's true.

    21. JA

      Like-

    22. KR

      This is before LLMs.

    23. JA

      Like, I'm gonna fight. [chuckles]

    24. KR

      I was like, "I'm just gonna respond, so at least there's a written record." [chuckles] But, like, there's so many bad ideas, there's so many dumb ideas in the world, that this is, like, the worst idea I've ever had in my life.

    25. JA

      Yeah.

    26. KR

      But you get addicted [chuckles] to trying to fix every mistake on the internet.

    27. JA

      I like the ones where you don't even, like, explain what's the problem, though. You're just like, "Wrong." [chuckles] And then you just-

    28. KR

      Yeah, well, that was a funny Square joke.

    29. JA

      That was-

    30. KR

      An old Square... We had this critic at Square, named Rakesh, and he used to just, like, constantly complain about, like, "Square, Square was never gonna be successful. We need new payments for twenty years." He's a canonical expert in payments. And so sometimes I'd engage and write back, like, substantively, but sometimes he'd be, like, so far off, [chuckles] just so wrong. So it became, like, this internal Square joke to Rakesh, [chuckles] and it became like a meme.

  12. 58:241:05:02

    Evolution of political leanings

    1. JA

      It's too much

    2. KR

      ... maybe not the best.

    3. JA

      You were, like, ten years ago, maybe, let's say, you were, like, sort of, like, one of the first sort of, like, vocal conservatives.

    4. KR

      Maybe the only one. [chuckles]

    5. JA

      Maybe the only. And I think now you're maybe, like, one of the only vocal, like, at least, like, liberal leaning. Maybe that's, like, too strong.

    6. VK

      I'm an independent-

    7. JA

      You're an independent

    8. VK

      ... for the record.

    9. JA

      Yeah.

    10. VK

      I've never been a Democrat.

    11. JA

      Oh, yeah, so, uh, what, so what, what, what, what was the political journey?

    12. VK

      So I used to be a lifelong Republican over fiscal issues, and switched to independent over climate issues.

    13. JA

      Mm.

    14. VK

      And I've stuck with that pretty consistently. Um, my-- a-and then principles matter a lot.

    15. JA

      Mm-hmm.

    16. VK

      So, you know, my fight against Trump is his values. He has none.

    17. JA

      Yeah.

    18. VK

      Um, we can disagree, or he tries to go to extremes to get his constituency rallied around him. Either way, I don't like the idea that people don't mind lying about things.

    19. JA

      Yeah. When you watch that, and like, so it's, it's like violating your principles, you're seeing, like, everybody around you... Like, what's your, what is your, like, assessment or read on the situation? 'Cause, like, obviously, ten years ago, this wouldn't have been the dynamic, and then it, it all flipped.

    20. VK

      Clearly, people have changed their affiliation to be for convenience.

    21. JA

      Mm-hmm.

    22. VK

      Doing things for convenience is a bad idea. Now, I realize some CEOs have responsibilities to other than, to others than themselves, but some are just, will change political affiliations, and if the next president is Bernie Sanders, they'll become liberal again. Uh, that I hate.

    23. KR

      So I agree. By the way, I don't like the convenience. I believe in principles. I think a reasonable fraction of people, I think that's true. And then I think there are some who, like, watch the evidence of just, like, there's a lot of things, let's say, the last administration did badly and made-- jeopardized the country in some ways. And then some things that Trump has done have clearly worked or seem to be working, at least, you know, et cetera. And some people, it is fine to change your mind-

    24. JA

      Yeah

    25. KR

      ... based upon evidence.

    26. JA

      Mm-hmm.

    27. KR

      I would say there's a, an element-

    28. JA

      Yeah

    29. KR

      ... of convenience, too. There's probably a mix. It's hard to sometimes, you know, who's who and what camp and all that stuff. And then there are some who have customers and employees that they have to represent, absolutely. And, you know, that's an important consideration. Like, so for example, if you have a significant government contracting revenue, you know, you have, you do have to think about, like-... you're fueling your families, your com- your-

    30. JA

      Yes

Episode duration: 1:05:02

Install uListen for AI-powered chat & search across the full episode — Get Full Transcript

Transcript of episode MBf1LZbk2Pk

Get more out of YouTube videos.

High quality summaries for YouTube videos. Accurate transcripts to search & find moments. Powered by ChatGPT & Claude AI.

Add to Chrome