In short
Podcast Summary: Uncapped #40 | Vinod Khosla and Keith Rabois from Khosla Ventures
Podcast Overview Host: Jack Altman Guests: Vinod Khosla and Keith Rabois Description: This episode features in-depth conversations with Vinod Khosla, founder of Khosla Ventures, and Keith Rabois, CEO of OpenStore and managing director at Khosla Ventures, about their experiences, investment strategies, and perspectives on the future of technology, including AI and other emerging markets.
Key Points Discussed
Working Relationship
- History of Collaboration:
- Vinod and Keith discuss how their partnership began, particularly during their time at Square.
- They emphasize the importance of first principles thinking, which allows for straightforward discussions about investments and decisions.
- Communication Style:
- Both express a preference for direct communication, arguing that transparency in debate leads to better decision-making.
- They noted a low percentage of their discussions focus on firm management, with more time dedicated to investments and supporting founders.
Ethos of Investing
- Changing Investor Mindsets:
- The podcast highlights a shift in investor attitudes over time, pointing out that effective investors often have direct experience building companies.
- They argue that being supportive and providing honest feedback to founders is essential, contrasting this with the more passive “founder-friendly” approach that has become prevalent in the industry.
- Defining Great Founders:
- Both Khosla and Rabois share their criteria for what makes a successful founder, emphasizing exceptional traits in key areas like strategic thinking, tenacity, and the ability to learn and adapt.
- They assert that great founders often possess unique abilities that set them apart, like creativity or extreme diligence.
Investment Themes
- AI Focus:
- Khosla discusses their significant investment in AI, highlighting a strategy that favors companies doing the work rather than just facilitating human efforts (i.e., avoiding "co-pilot" models).
- They express excitement about AI's potential in various fields, including healthcare and engineering.
- Beyond AI:
- They explore other sectors such as sustainability, financial services, and defense, indicating a diverse investment approach.
- Khosla mentions a strong belief in the importance of energy technology, robotics, and the evolving landscape of manufacturing, which may become more reliant on AI.
Political Engagement
- Active Political Dialogue:
- Both Khosla and Rabois engage openly in political discussions on social media, driven by a desire to use their platforms for advocating their beliefs and principles.
- They reflect on the importance of maintaining values and standing against what they perceive as problematic behaviors in the political sphere.
Reflections on the Future
- Emerging Technologies:
- The podcast concludes with a discussion on the rapid advancements in AI and other technologies, suggesting that firms must adapt quickly and rethink traditional business frameworks to stay competitive.
- Cultural and Ethical Considerations:
- The need for ethical considerations in technology and regulation is a recurrent theme, particularly in the context of competition with global adversaries like China.
Key Takeaways
- Effective Partnership: The collaboration between Khosla and Rabois is defined by mutual respect, clear communication, and a shared ethos of supporting founders.
- Evolving Investment Landscape: The podcast stresses the rapid changes in technology, particularly in AI, and the necessity for investors to remain adaptable and proactive.
- Foundational Attributes of Success: Attributes such as first-principles thinking and a track record of learning are essential for identifying promising founders.
- Active Political Engagement: Both investors feel a responsibility to engage in political discourse, reflecting their personal values and the impact of technology on society.
Conclusion The episode provides a rich exploration of the dynamics of venture capital, the traits of successful founders, and the importance of ethical considerations in investing, especially regarding emerging technologies. Vinod Khosla and Keith Rabois offer insights that are both practical for aspiring entrepreneurs and thought-provoking for those interested in the intersection of technology and society.
Written by AI. May contain mistakes. Listen to the episode to check what was said.
Chapters
Tap a time to open that second in VOWorking Relationship Dynamics
0:46 to 2:30
An exploration of how Vinod and Keith collaborate and communicate in their roles.
“podcasts you've done and just knowing you over time.”
Decision-Making Through First Principles
2:30 to 4:19
Vinod and Keith discuss their decision-making framework and its effectiveness.
“If you can do first principles thinking, it's easy to know where you agree and where you disagree.”
Managing the Firm versus Investing
4:19 to 6:28
The pair reflects on their focus on investing compared to managing the firm.
“succinct and direct communication, they process extraordinarily well.”
Evolving Investor Ethos
6:28 to 8:25
Discussion on the shift in venture capital strategies and how it affects founders.
“Because we're in the build a company business, you know, sort of that's what we focus on is we're an investor.”
Traits of Great Founders
8:25 to 10:38
Insights into identifying and supporting exceptional founders and their qualities.
“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.”
The Role of Advisors in Founding Success
10:38 to 14:01
Exploration of the importance of having advisors and mentors for founders.
“Keith, I'm actually really curious because like obviously Founders Fund is an amazing firm as well as Kostla and the ethos is the same in the sense of like we want to do what's right for the company.”
The Boldness of Founders
14:01 to 14:50
Learn the importance of identifying founders who can change industries or the world.
“What I'm trying to find out is, is there a non-zero chance that this person can change a vertical or the world?”
Assessing Founder's Traits
14:50 to 17:41
Discover key traits that successful founders possess and how to identify them.
“There's less than five people and Max is one of them.”
Learning Rate and Adaptability
17:41 to 21:59
Understand the significance of a founder's learning rate and adaptability to change.
“that I was talking about, where we can help them be a complete founder.”
Recruitment Skills of Founders
21:59 to 24:59
Explore the critical recruitment skills founders must have for startup success.
“So you need, do you try to go in historically?”
Show all 29 chapters
Investment Insights and Hot Deals
24:59 to 28:00
Gain insights into evaluating investment opportunities and the nature of hot deals.
“But then the question is, can they parlay whatever unique assets they have into convincing people to work with them?”
Understanding Investment Decisions
28:00 to 28:30
Explore the nuances of investment choices based on personal connections and market trends.
“I know it makes no sense, but we're doing it anyway, not asking for permission.”
The Role of Consensus in Investments
28:30 to 30:01
Discuss whether consensus investments outperform unique seed opportunities.
“plus certain traits about Sam specifically led to that investment.”
AI Market Landscape Exploration
30:01 to 30:46
Delve into the current state of AI and emerging opportunities outside traditional labs.
“I think the consensus ones aren't going to outperform the outliers at all.”
The Future of AI Applications
30:46 to 32:58
Examine various AI applications and their potential impact across different professions.
“I think I was counting the 30-some startups in our portfolio that are building an AI worker or some sort.”
Challenges in AI Development
32:58 to 35:36
Address the challenges of hallucination in AI and the importance of reliability.
“that they don't have to replace transformer models, but they're different.”
Navigating AI Investments
35:36 to 38:08
Learn about the process of investing in AI and the importance of team assessment.
“So I think the winning customer support thing will be something that does not hallucinate for a class of applications.”
Building AI Companies
38:08 to 40:48
Explore how the approach to building AI companies differs from traditional tech startups.
“And then you develop some taste and some ideas about what works.”
The Evolving Nature of Systems of Record
40:48 to 42:00
Understand how AI is reshaping traditional systems of record and operational strategies.
“In fact, most likely that'll be the case.”
The Evolution of ERP Systems
42:00 to 44:40
Learn how modern ERP systems are changing with AI and integrations.
“Used to be in an ERP system, it's what features does it have?”
Transforming Company Structures with AI
44:40 to 47:20
Discover how companies are rethinking structures and strategies in the AI era.
“And if Ramp's doing that, imagine what every other company should be thinking.”
Exploring Fintech and AI Integration
47:20 to 50:00
Understand the current landscape of fintech and how AI is shaping it.
“Because I do feel that the fintech companies of the last era I've seen more, they seem more insulated from the AI wave and threats.”
The Future of Manufacturing and Defense
50:00 to 53:10
Examine the potential of AI in manufacturing and its implications for defense.
“Essentially, reducing labor costs in other ways.”
Political Engagement and Social Media
53:10 to 56:00
Explore the reasons behind political discussions on social media among entrepreneurs.
“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.”
Engagement with Social Media
56:00 to 57:19
Learn how the guests engage with social media and their thoughts on online interactions.
“All of social media, I probably spend less than an hour a week.”
Political Journey and Principles
57:20 to 59:20
Explore the political evolution of the guests and the importance of principles in politics.
“So when it bothers me, I reply, but I don't spend a lot of time and I don't have a lot of time.”
The Tech and Political Landscape
59:21 to 1:02:48
Discuss the changing dynamics of the tech industry in relation to politics and regulation.
“Yeah, when you watch that and like, so it's like violating your principles, you're seeing like everybody around you.”
AI Regulation and Global Competition
1:02:49 to 1:04:09
Analyze the implications of AI regulation and the competition with global adversaries.
“State level regulation is a horrendous idea.”
Personal Stories and Closing Remarks
1:04:10 to 1:04:58
Hear a personal story of inspiration and the closing thoughts from the guests.
“Did you see the report that Keith went to Barry's 2 ,000 times last year?”
Transcript
Automatic transcript. May contain errors.0:28I've invested a lot in AI. I think I would either miss the whole wave and been completely irrelevant or been reckless. 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 two of you to come on together. So thanks for doing it. Pleasure to be with you. Yeah. Obviously, I follow both of you a lot, you know, sort of online and watching a lot of podcasts you've done and just knowing you over time. And I've never seen you together in this kind of format. And so I was really excited to set this up.
0:58one 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?
1:26Like, what does it look like? Just like all the time. Do you want to start? Sure. Well, we first started working together when Vinod joined the board of Square. So, and, you know, I've learned a lot of things from... Actually, Sly. Well, we worked together Sly, but that was more intermediated through Max. And I would hear about these meetings with Vinod and all these ideas and these grand theories about how we should rewrite the business. But it wasn't like hands-on. I actually worked with another one of our partners, David, at Sly very directly. He told me my first revenue model was terrible.
1:52And so David's a little bit of an acquired taste. Sounds like David. Yeah, he's like, this revenue plan is very mediocre, was the exact quote. That's great. Which turned out to be right. 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 he built. So when I was considering being a VC, it was a very natural fit because a lot of the contributions that Benoad had at Square resonated with me. And I could see the style of KB and how that translated through my brain and that I felt like it would be a really good pairing.
2:22What was it like for you? So like, you know, when you're starting to work with Keith, like, could you tell immediately that stylistically it was like what you like? Like, how did you know? For me, it's really one thing. It's first principles thinking. If you can do first principles thinking, it's easy to know where you agree and where you disagree. It isn't this hand baby thing. A, B, and C, then we can debate those three factors. And it's worked out very smoothly. It's seldom we grossly disagree. will even come down to if X were true, then this is a good decision or a bad decision. Which is incredibly helpful.
3:01Like 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 junior colleague, John Chu, and I were like, well, on those three dimensions, this founder is AAA. So it made the decision really easy because he was able to isolate the key variables for that particular company. Yeah. Do you guys like 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?
3:33Because it's hard for me to imagine either of you shying away from us. Like you're obviously both going to say whatever you think all the time. I think that helps the direct style, which you've talked about for years. I've always said I prefer hypocritical. Yeah. Brutal honesty to hypocritical politely. I can't imagine you dancing around a topic with each other. No, and it doesn't matter whether it's internally in the debate or on Twitter. You know, it doesn't matter. Being very direct saves a lot of hassle. Yeah. And once you have that culture, nobody's guessing at what you're thinking. Yeah.
4:10And that's worked really well within the partnership. Nobody's ever guessing what you think or why you think that. And then externally, I think one of the reasons why we pair well with really ambitious founders is they appreciate clear communication. succinct and direct communication, they process extraordinarily well. On you two working together, if you had to guess 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? So nobody ever discusses operating the firm very much.
4:44You don't discuss that. Interesting. You know, there's almost no, I would guess it's far less than 5%. Is that because it's so clear how it works or because it's like, okay. Maybe around if you include hiring, like then there's an allocation to assessing people. We'll call that separate. Out of curiosity, is that because you think that it's like, 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? Well, first, we have a lot more fun investing than managing. And the firm doesn't take much management, honestly, other than calm once a year.
5:22There really isn't a lot of hiring that we talked about. There isn't much in terms of, I can't remember when we had a strong policy disagreement. It's also, you know, at the end of the day, the node 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 to some extent from those two core activities, which are exciting. So what else then? We spend almost no time with LPs. Yeah, that's nice. I mean, I... We may have to edit that. Just kidding.
5:57Look, I don't mind. I spend less time with LPs than almost any other senior partner. And I think that's generally two of all the senior partners at Costa. Well, you're a place where you probably don't need to spend that much. And frankly, entrepreneurs are a lot of fun to work with. Yeah. So are you spending most of your time talking about new companies, existing companies? Is that basically all of it? Actually, both. I mean, we take the current portfolio very seriously. Every single Monday meeting starts with the current portfolio before we ever talk about a new opportunity. Because we're in the build a company business, you know, sort of that's what we focus on is we're an investor.
6:34We're going to be a partner for 10, 20 years. How do we help the company achieve its highest ambition, highest potential? And so we start literally intentionally that way with the portfolio before looking elsewhere. So the funny thing is, in 40 years that I've done venture capital, I've not once called myself a venture capitalist or an investor. Always say I'm a venture assistant to entrepreneurs trying to build companies. And that's what our website is focused on. And that's what we talk about mostly internally. how do we help a company change its trajectory if the potential exists to change it?
7:10How different do you see today like the sort of ethos of like new young investors versus like when you were getting started? Because like right now it is such like a thing to - You know, 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.
7:53A lot of firms just want to be nice to founders and it hurts the founder. Because, you know, it's like I say, It's like saying yes to your kids all the time, no matter what they want. You want that they know you love them, but you're trying to get them to be the best they can be. Yeah. 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. 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.
8:37I don't know if it was 10 years ago or 15, 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? You know, our goal has always been what's good for the company, not what sounds good or 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.
9:16And when a founder selects for that, they're selecting, they're generally a weak founder. 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 character. One of my favorites is this, some founders, I don't know the names, the two founders did something called founderschoicevc.org or.com. Some survey of founders. 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.
10:02And you can't say, we have these three investors, they're all great. They forced them to rate them head to head, like a chess elo rating. And I'm very proud. We're sort of at the top of that list among 400 VCs, firms, and hundreds and hundreds of votes. I think it's the most important survey for me to know that in retrospect, our founders prefer us and we prefer backing the same founders again and again. Like our LP DAX always have a huge component of how many repeat founders have come back to us to work with us. Keith, I'm actually really curious because like obviously Founders Fund is an amazing firm as well as Kostla and the ethos is the same in the sense of like we want to do what's right for the company.
10:53But I think like the pathway to get there is like the opposite. 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 sometimes the consigliere tells you that's a bad idea, and sometimes they tell you that's a great idea. Then they help the principal, and they're not confused about who's the CEO and who's the consigliere. That's how I think of my role. Founders Fund thinks their role is to provide the capital and get out of the way.
11:25And if you have an idea where they might be helpful, please call, and we'll do everything we can to try to help. Right. Proactive versus reactive. Totally. That's exactly right. Very, very similar goals in betting on really bold ideas, whether they're popular or not. whether they're on trend or not. They've done an incredible job of that. And we like to think we do that also. 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.
11:59Of course, like, I mean, like even the best basketball players have, you know, coaches or, you know, they have shooting coaches even, like they're very dedicated or fitness coaches. Yeah. Like there's almost no profession where the best at what they do doesn't have an advisor, coach, mentor. Yes. Yeah, look, take somebody, a really strong founder like Max Lovchen. 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 pry them in to think harder.
12:42Like you're ignoring this or that. I want to talk about like, so what this clicking into the source of like great founders, great companies, because obviously that's like the center of like the work. I posted this, you know, that I was going to have you guys on the podcast. Somebody said, you know, we want to 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 want to 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.
13:15You might disagree on a market or if this is a business you want to be in. But like more or less, you think the same thing about if a person is a great founder. Very rarely is there significant divergence on the assessment of the founder. I can probably name two, three examples in like eight years. What specifics can you sort of like describe? Well, I'll give you my formula and feel free to, you know, edit. So 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.
13:47They can be the best assessor of people. They can be the most strategic. They can, it's just like, oh my God, top one basis point on some dimension. And 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? Like that's really it. One of those two things. Either the world or like at least the legal industry. 99 % of humanity is not going to change and reinvent an entire industry, let alone the world. And so it's like, what's, is there some probability?
14:19Usually the people who succeeded that have some trait that's just like, oh my God, your ears like perk. The 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 2000, 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 25 years later. It's still true. There's less than five people and Max is one of them.
14:52And that's led to his trajectory. So if I see these traits, Jack Dorsey, who we've both worked with, is actually a pretty damn good design mind, pretty good technologist, and a very good business strategies he has three which is also why he's been very successful okay so you meet you meet somebody that you trust refers somebody you great i'm going to 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 it usually if it's so strong it usually shows up in three minutes like literally you meet someone who's the smartest person ever you did like like you just feel this energy aren't there some less obvious traits than like super smart though yes there are like grit or something like that exactly but like so for example one of my favorite gritty founders told me the story of when he was working at uber his team in this foreign country that he just joined like because he was a launcher was going to run a marathon on saturday and this is like thursday and he's like i want to be part of his team like i want to fit in i'm going to do it i haven't trained at all didn't own a bike so what do you do he rented a city bank and ran the track it did the whatever triathlon on a city bike that's crazy that's where there's so much crazy like is like that's all you need to hear then and then his co-founder like wouldn't uh finished second in the spelling bee when he was in high school and passed out like due to like stress so he didn't quit his senior year he went back and tried to win it like i was like there's a dimension there they're like you don't hear very often so to get some of these like ones that don't show up in a like a live meeting are you do you have certain like things that you're prodding towards like are you asking more about life than business like no i actually don't do the Free flowing and see what comes up.
16:27The Doug Leone, Daniel Gross style thing where tell me about your history and your sibling and that. It does work for the people that definitely does. Can you try it? Tell me about your company and why you're doing this company. It just shows up somewhere. There's just a spark. They can't help themselves. Have you tried the Doug Leone thing and it just didn't work for you? I never really tried it. The mechanical... It's like when you assess people. If you know it's interviewed executive candidates for 30, 40 years for companies, there's a mechanical way of assessing doing the interview where you go experience by experience.
16:57Like, why'd you leave? What was your accomplished? What was the biggest challenge? What are people going to say about you? And then there's different ways when you interview people that's a little bit more freeform. I'm definitely in the freeform version of interviewing. Do you do a founder meeting similar to that? Or is it a whole different thing for a founder? You know, every situation is different. I want to add a couple of other things to what Pete said. I think the most important thing is exceptionality in some dimension. whether they're going to be a good CEO or not. But related to that is two things.
17:29In the areas where they're not good, perfectly good to back a founder if they don't know an area. Often it's a professor or something. That's where venture assistance comes in that I was talking about, where we can help them be a complete founder. But also the thing I want to emphasize is, To me, what's key is the learning rate of the founder. How open-minded they are to new ideas and how good they are at rejecting bad ideas they solicit. Too many founders just take every idea and try and execute. If a person listens to me all the time, I'll almost never invest with them. I know they're not critically examining.
18:12I often take positions I don't believe in just to test how the founder's thinking about something. I have a document I put out, this public document on how to do an interview. It is very much like it's preformed, but everybody knows what answers to give in an interview. So how do you get past that? I have an internal document I give to only our founders on how to interpret the answers they get. If I put them out publicly, then every candidate would understand how I'm interpreting. So I can't put that publicly. But the first half, I made it public. Like, here's how I assess somebody. So I have a pretty clear style.
18:56And it's usually about putting people in a situation they haven't been in. It's not soft. Tell me about your life history. Because people know how to storytell. and the best storytellers may not be the best candidates. So you have to get past the obvious answers. Like I did this in that company or I opposed that in retrospect. I think it's very nuanced. So that's a great example and ties back to the team you build. There's a company you build, not the plan you make. Because the right team will evolve the plan to the right thing. and your initial plan is seldom the right plan. But if you can help pick the right team in a new context, which is you're trying to do something bold and different, that's a pretty critical part of it.
19:50So both part of what we can do to help a founder and why most people are not qualified to even interview candidates. I've seen such bad specs for what the company needs. Most of the time, they're wrong on what a company needs to hire. Well, you have a great example in marketing specifically, where you talk a lot about like the zero to end marketing versus the majority of that. What is that? Yeah, I'm curious. For example, most startups are trying to create a brand. If you've been marketing at Cisco, you know nothing about creating a brand. You know how to incrementally sustain a brand. That's a very different skill set.
20:29I was going to say something even worse than that, but yeah. You know, like make this quarter's number look a certain way. I got in trouble saying if you're at Cisco more than 10 years, you're not qualified for a real job in the entrepreneurial world. No, it's generally true. Yeah, it's hard. They're just so different. They have like trying to figure out like they have nothing to do with each other. What's the dimension that leads to success for what the startup needs? Yeah. And then how do you find that trait or that proven ability? Yeah. Make sure there's a Venn diagram overlap there, which purses diagnosis.
21:00And then it's like assessment. And, you know, this is the kind of place where venture firms are pretty different. We'll agree if somebody can advise somebody on marketing. But if you look at a spec a board will put out, it'll be cookie cutter than X business to get somebody from X related businesses. It's just a terrible idea. It's actually a source of a lot of like management mistakes, which is like, it has to like look good on LinkedIn for the board. And that's a disaster. Yeah. And it's really hard if you're like a young founder to like stand up to that. This is the world of a really good advisor, board member.
21:38So I'm not just giving the founder confidence. Yeah. Permission to trust our own gut. You're not wrong. Just saying that when they're getting a lot of pressure from somewhere else, like especially the first time founder, just saying like, no, you're probably more likely right, actually. and then then all their instincts kick in and they have enough confidence to just say no outside of this idea of like exceptionalism and like finding this dimension of special like you know basically what you're saying is like if somebody's like b plus at everything that's not a good investment for you it's usually an a plus and either incomplete like venner likes to term incomplete incomplete i like that plus plus it's a work in progress really a really good formulation the rate of growth is hard to tell in your first meeting that is one of the hardest things because we have one dot, you know, geometry is like, you can draw a infinite number of lines through one dot.
22:24What do you do about that? So you need, do you try to go in historically? The best is you know someone over time. Like reality is. So the easiest, let me interrupt with my favorite example. For YC founders, the most important question I can ask the partner who's working with the company is how much have they learned in the last three months? Three months is enough to tell if they have a high learning rate or not. Totally. So I guess in a fast-moving process, all you can do is basically try to get a data point from the past. Yeah. And then once in a while, you can try to get data points from external people.
22:54But most people have the wrong prison. They don't, unless you ask the question perfectly and unless you can really retrain their eyes, it doesn't help. But, you know, there's other ways. Like to say, imagine you were in this business that you're not familiar with. How would you go about learning X or Y? Yeah. Let's even see how they would start. Putting them out of context and having them think through, very easy to tell. One of my favorite questions 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?
23:37How would you go about evaluating them over the next six months? Yeah, that's good. It's a pretty simple test. you can tell a lot about a person just based on how they answer that question. Yeah, that's good. Are there any things that a founder can't be completely deficient in? Ethics. Ethics? No question. How do you figure that one out? Mostly through references. Even on that point, a lot of people that seem not so friendly are actually very ethical. And I've noticed that a lot of the highly disagreeable, intense founders actually have a very strong moral compass. Yes, that is absolutely true because they believe in their principles.
24:18And it like is the source of both. That's interesting. 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. Yeah, we're definitely coming back to politics in a little bit. I have a lot there. Is there anything around like ability to like recruit anything around like? Ability to recruit is very important to mention. Can you envision this person? It sounds like they got to hire a thousand people at some point. Yeah, but can they hire the first 10? Maybe a hundred. It's like really critical because those people are going to replicate themselves.
24:51You know, Patrick Halson talks about this at length, like the first 10 are going to multiply by 10. Because you can imagine somebody who's really exceptional in some dimension, but you just don't think they could recruit well. Right. But then the question is, can they parlay whatever unique assets they have into convincing people to work with them? And sometimes they can't actually, even if they're very uneven. in is like, oh my God, like they can still, or you can help them. You can help them communicate. Like, why is this ambition worth chasing? What kind of people do you want? But their energy or their special secret sauce like comes through.
25:22Like, let's say I set you up to interview with one of these great founders. I think you would pick up on this person's kind of unique, even, even if you couldn't articulate the exact reason. Yeah. You just come out feeling that way. You're coming out feeling like, wow, that was interesting. At a minimum, that was interesting. Yeah. I mean, And one of the things that I often think about is like somebody who is good at selling anybody is kind of on some level good at selling everybody. Like it's the same person who can convince candidates and investors and customers and kind of all of it. Like it all kind of does bundle together.
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25:48Yeah, you definitely have to be able to tell a story, right? Like at the end of the day, you have to convince people. Like you haven't proven almost anything usually in the beginning. Right. And you've got to convince people to come along on the journey with you. Yeah. Those are investors, early beta alpha customers, employees. You have to retain your employees in a hot market. Like you're doing some version of that constantly. When you look back at like a bunch of like the greatest investments over the last, let's say, 15 years to go back, like an Airbnb or, you know, whatever. There's like a bunch of companies that were like not hot early and like everybody passed.
26:18Is that still the case, do you think? Or do you think that it has become more like has the consensus become more accurate or is it still the case that like it's random signal? I don't think it's random at all, by the way. Go ahead. I mean, I think, for example, like let's talk about like Airbnb. be. To me, it was obvious. Three minutes into Brian's monologue, I was like, this is the coolest thing since YouTube. Literally told him this, told him exactly why. It was so obvious. I needed to meet him. And I didn't like the Arab bed and breakfast name that they were using at the time. So I kept referring the meeting, which was a very costly decision for me.
26:50That's at the end of the day. If you met Brian for three minutes, there was no way of missing this. This team was very special. And he was able to convey a couple, three key things he said in the three minutes that I was like, oh my God, this is really, really amazing. But you saw it, but most people didn't. Yeah, but I'm saying it's not random. Or like you saw OpenAI, like some of the companies we all know. The key investment decision, literally, like if you read our memo, which he sent to the LPs because it was so much of an outlier at the time, was this outside Google and DeepMind specifically, this was the only critical density of research grade people that could possibly pull off AI.
27:27That was the investment hypothesis in like a sentence. Given all the other stuff, like it was a nonprofit, you know, there was no product plan, no revenue plan, just this AI capability. It's the only time in the history of 20 year history of Costa Ventures. We sent an apology letter to our LPs when we made the investment because it was twice the largest investment we'd ever, initial investment we'd ever made. We sent an apology letter. I know it makes no sense, but we're doing it anyway, not asking for permission. It's really that letter is now part of our fundraising deck. Wow. But we sent it in 2018.
28:13Yep. And then here's a good example, too, of Raider Grove. Like, it did help a lot that David, me, and Vinod all knew Sam for a long time, a sustained period of time. So you could see certain lines there and the critical density of talent that he had assembled plus certain traits about Sam specifically led to that investment. Do you think that as time has gone on and like more people are in tech and there's more founders and more investors, do you think that there's any increasing, not from people who can really see it, but from the average reception to investors? Do you think that the consensus hot deal is becoming any more or less likely over time?
28:54You know what I'm kind of - A hot seed? I don't think so. You think it's still the case that like these hot seeds are no better than the non-consensus seeds? Personal opinion? I agree totally. Because it's like - We're talking about like Rocket Lab, which is one of the best investments anywhere. No, I mean, I don't think they would have raised money from anybody. Well, it's worth 40 billion now, but we bought a third of the company for$5 million. Yeah. And nobody wanted to invest in space. Or Commonwealth Fusion probably. Or Conwell Fusion for Fusion or even OpenAI, right? It wasn't, we were the only venture investor in 2018 that committed because it didn't make sense.
29:37I think at the seed level, consensus hot bets are generally around people, not around the idea. Yeah, it's like, you know, if you have two people who left, you know, pick your super hot current, you know, two people leave cursor. or, you know, it's like an engineer and a, you know, designer leave cursor tomorrow. Like what's that going to go at? A lot. But a seed investment around, let's say undiscovered people. Yeah. I think the consensus ones aren't going to outperform the outliers at all. 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.
30:14Maybe 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, 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 going to be like a big deal in the next year or two.
30:44Well, that's such a broad surface. Of course, sorry. I think I was counting the 30-some startups in our portfolio that are building an AI worker or some sort. Yeah. An AI oncologist, an AI mental health therapist, an AI chip designer, an AI structural engineer. As many professions as there are, there's that many opportunities. Basically to fully do the work. Do the work. Yeah. So one thing we decided a couple of years ago, probably three years ago, we wouldn't do a lot of co-pilots. Co-pilots had just come out and we said, co-pilots, humans get in the way, let's just do the work. So we love really people doing the work as opposed to helping a human do the work.
31:35Now, there's exceptions to that, but mostly that's true. Mm-hmm. 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. We can talk about loyalty. Well, OpenAI, 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. Yeah. Is the loyalty, does that stem from sort of like a business? decision or idea? Or is it stemmed from just like, this is how it ought to be? Like a more ethics kind of thing? I think this is how it should be.
32:16It's about ethics. And if I disagree with them, then my job is to sit down, tell them why, and agree that we agree or disagree before taking the right position publicly. Yeah, if we believe on the principles, like for the point, if you have principles and you believe you're on the right side, than we're willing to use our brand capital audience to help. Yeah. But along those, the AI question you were asking, we've invested a bunch in all their other approaches than transformer models that make sense. And we probably have four or five different efforts that they don't have to replace transformer models, but they're different.
33:04Because I think the big labs are doing transform models really well and then doing some other things. So what else do you think is promising? Look, it's too early to have. So I think any of us who pretends we know this technique or that neurosymbolic technique, we have a bet on category theory in math. We have a bet on interpretability that leads to different models. We have diffusion models. There's plenty of others. I'm very excited in real world models. Yeah, I was just going to ask you that. So I think that game hasn't played out yet. It's not clear at all who will win. Yeah. It's very clear what the major labs will do in that area.
33:49And at least the major labs all have efforts. But I think it's completely up for grabs. And you have no doubt it's going to work. It's just a matter of how and what. So I have zero doubt it will work and work increasingly well. And it'll be embodied robots that are... It'll be embodied and more than that. Understanding the physical world. Yeah. Let me give you an example. This is a public clip we showed. Intuition is a very big deal. And I don't think current models embody intuition. So we have a company called General Intuition based on gaming data. And I saw a clip of this live feed of Ukrainian soldiers trying to escape Russian attackers.
34:39And then we gave the AI half the clip and said, replicate the other half. It replicated the intuition of the Ukrainian soldiers trying to escape almost identically. That's intuition. There's many dimensions like that. But there's many obvious ones. You know, we all talk about the fact that frontier models hallucinate. And there's probably not a good way to avoid them. There's ways to minimize them. And the labs will do a pretty good job. But you see the hot agent startups like Sierra and Decagon. They're completely, I think, missing the point. We've focused on customer support agents that do not hallucinate.
35:23If you're a bank, if you're a Visa or MasterCard or insurance, you can't afford to hallucinate an answer, even if it's low percentage. We've heard a lot about mental health therapy, where bots take people down towards bats. Those are all examples. So I think the winning customer support thing will be something that does not hallucinate for a class of applications. Some applications, some hallucination is fine. And are you saying that you think that like a company can't just increment its way from hallucinating sometimes to hallucinating never? And you just need to, you can't just, those companies can't just improve their way to no hallucination?
36:09It's possible, but I think if you architect for low hallucination, know when to use no hallucination when you can afford to, giving somebody's bank balance, you'd better not ever hallucinate. Yeah. I think it's pretty important to look beyond normal. 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 10 startups. Keith, are you interested in hard tech as much or do you invest more in like B2B typically? Well, I've invested a lot in AI. So, yeah, I love your quote about AI and how you'd have done it differently if you hadn't joined the Coastal Venture.
36:53This is a great story. Before I joined KB, I joined KB literally two years ago, basically this week. Yeah. I had invested in zero. Rejoined. Rejoined. Rejoined. Rejoined. And literally had invested in zero AI companies before. Interesting. Since then, in the last two years, I'd say it's about 70 % of my investments are AI. And had I not rejoined KV, I think I would either miss the whole wave and been completely irrelevant or been reckless. Neither one's good. Because what I was able to do when I joined is learn by osmosis. So I'd sit in partner meetings and 80 % of the companies that we would discuss in the portfolio of new opportunities would be AI-based.
37:31And I would listen and learn. And then B, as I started meeting founders who were interested in AI that fit my normal standards, I could send the deck to actually three people here, Vinod, Sven, and John Chu, and sometimes actually Kanu too, get feedback, and then actually often have some combination, maybe all four, meet the team. And so when I first started making AI investments, I felt like I had this air cover of like a lot. They could understand how good is the team, B, how smart is their approach, how differentiated is their approach. And then B, is there anything else in the landscape that's even better?
38:07And then that allowed me to start making new investments. And then you develop some taste and some ideas about what works. And then you join the board of the companies and you learn like how these companies are built, what works, what doesn't, what are problems, what are not. And so now I basically do almost virtually all AI. 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 it's just like something that you talk about a lot. Do you think AI companies are built in any substantially different way?
38:35I think fundamentally different. First of all, 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. If like you see all these enterprise companies going from zero to 50 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? Versus like, oh, that's impossible.
39:02Like if you had said, we're going to start a company and have 10 million dollars of revenue in year one from launch. You would have said all of us would have said 10 years ago. That's impossible. That is not definitely not the right answer. Now, it doesn't mean every company should do that. But it's 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 four months.
39:25Well, 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 are launched live. You can't have a 12-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 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. Compensation, this is in the public domain. Completely different.
39:54Completely different. And people haven't even thought through the implications. Yes, there are some companies like Meta that can afford because of how they meant money or Google because of how they meant 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. Well, you can't, right? Well, this is, but then you still have to compete with people who can. So you have to think through - Doesn't that go to like your diamonds in the rough type of idea? Either.
40:20Well, 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 else, a lot of money from somewhere else that you're not paying for. like but no one's really yeah very few people have thought through company building from scratch if you need research grade talent yeah and you have to compete with a market how do you reorient the entire p l of a company yeah do you have like well i think it depends what you're trying to do like depending on what market you're in and who you're competing with and how much cutting edge ai talent you have do you need one person do you need a team 10 yeah those are all very different you know financial there's a lot of financial consequences to those yeah how different do you think it is for like let's say like a i don't know somebody who's building like a new like ai centric system of record or something like that like how different is like the first 30 hires look like what or like yeah could you just sort of like guess what you think that might approximately look like i think it's very different yeah first the whole idea of systems of record is going to change pretty dramatically and it may be the old system of record don't go way, but the operating substrate is wholly different.
41:32In fact, most likely that'll be the case. Take ERP, a hot area. It's really becoming unbundled. So there's procurement, and then there's finance, and then you can go through the various modules in this ERP system. If you don't have the right substrate to have it operate under an agentic architecture, you're not going to have huge success. Used to be in an ERP system, it's what features does it have? I'm a manufacturer. Do I have manufacturing features? I think now it's about how do I reduce the number of people I need in accounting or supply chain or others. Yeah. So one of my favorite examples, we invest in dual entry.
42:23They have a client called Slash, small business lending, complex business. It's both regulatory complex and credit scoring and all our complex areas. A$150 million ARR company with only one person in accounting? That was my reference when we invested. Why? Because the architecture is right. And by the way, these aren't founders who are credentialed. I think they're from Venezuela. Really great people. Loved the entrepreneurs. That was number one agreement. We loved the entrepreneurs. Two, loved the architecture. Three, loved the impact. The benefit is very different. than a feature list. Another difference is, so for example, traditionally when you build an ERP-ish system of record or whatever, you think about like your defensibility would be around the number of integrations you would do.
43:16Like think Rippling. We have all of these integrations, blah, blah, blah, and creates a big moat. With things like Cognition, Devin, doing 100 integrations, it's something you could actually feasibly do in a month at very low marginal cost. Like a company like MuleSoft makes no sense now. Yeah, well, exactly. So a lot of these incumbents are much more vulnerable, I suspect. So given that you've got all these different intentions for the company, the way success is measured, it's like the building, the way you build a company, like the old playbook, to whatever extent those ever were any good or definitely no good now.
43:47Have you found that retraining, for lack of a better word, experienced execs who came up in pre-AI ports over well? Do you have to be more cautious with that as you're bringing higher execs into new companies? I think it's fun and challenging. So I'll give you a good example. One of the best companies ever is going to be Ramp. But Ramp started in the pre-AI era. And we're very AI forward. We talked about this publicly. There's stats about it. We're leaning in. We're hiring AI native people constantly. We have the best intern pool on the planet for the last three or four years in a row. But we actually have to rethink the company because we really started in 2019.
44:26And so we have a lot of things that were based on doing the best possible version of a technology company in 2019. And that's changing. And it's an interesting board level conversation that we have of like, wow, should we rip up everything we've learned or which pieces should we rip up so that we can be the best company in the next 10 years? Yeah. And if Ramp's doing that, imagine what every other company should be thinking. You know, my way of explaining this, most experts are experts in the previous version of the world, not the one you're trying to create. And so fast learning, and I come back to that, is much more important than lots of experience in this AI world.
45:03Even how you do anything, computer architecture, system integrations, marketing, customer support, all that is so radically different. You want rapid learners, whether they're experienced or fresh. Yeah. Let me give you a mundane example. So like Think Lattice, back in the Lattice days. Right now in enterprise, because of the hype of AI, top-down sales can work extremely well. The CEOs feel pressure from their board to be AI forward. where their executives feel pressure to be leaning into AI. Historically, not the best way to build a company is to depend upon top-down CEO sales. But it actually does work in certain verticals right now extremely well.
45:45So the whole go-to-market playbook, you have to rethink too. That's funny, like in legal or like a couple other categories, it's like they just want to buy AI. Like is it more than what the specific solution is? Like we have a big budget for AI. In the short term, they have the budget. They may not care about the impact. Long term, it'll harmonize. You have to produce results. Ultimately, we care about that. We evaluate. When we look at application level companies, what is the actual impact you're driving for your customers is a key input for every stock. But I assume if you have a founder you love and there's this crazy market pull, even if they haven't worked out all the pieces later, like that's a good enough starting point to bet.
46:19If they really understand that they need to versus just chase revenue. Yeah. Outside of AI, you said 70 % 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... Robotics is AI. Yeah, of course. But pretty big on robotics. 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. We have this point we make to LP is that in every single fund we've had, we've returned the fund solely on one, just on one financial services investment.
46:49That's a crazy stuff. So we love things like Square, Stripe, Affirm, just examples in the modern stuff. First investors in all of those, except Stripe, we were second. We have Avon, which is a very excellent company. It'll be the next surprise strike. Upstart was incredibly successful. We did some of the seed, led the A. Has finance gotten less AI-ified than other areas? People are using it, I'd say, maybe not as strategically yet. You think it's because people are a little scared? Or rightfully scared? Because I do feel that the fintech companies of the last era I've seen more, they seem more insulated from the AI wave and threats.
47:30And like, I haven't seen as many like. Well, there may be some hallucinations. Good example of, well. Well, some of the hallucination concerns. Yeah. But even as 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 10 points lower interest rate. And then they have your credit card. Well, they issue a credit card based on your home equity line of credit. They can get it done in an hour. Normally that's weeks and weeks. And AI is what makes it possible to go so fast, which makes it fit in the right way into like the process.
48:14It ramps using AI very aggressively. But I think it hasn't been quite as transformative across the broad set of legalism. Well, you know, the thing is, there aren't too many great fintech companies. I would venture to guess Ramp and Avon will end up being two of the best of the new breed started in the last five years. Yeah, I agree with that. And so that may be true. Like once every so often, there's an amazing fintech opportunity, at least in the United States. There's been like Nubank and a company in Germany, Trident Public, they're awesome, Revolut. But in the United States, it's once every two or three years at most that you have a true iconic company.
48:59That'll get to tens of billions or 50 billion or 100 billion in market care. There's not that often. And so I do think the next generation will use AI in a very significant. Yeah. So fintech is a really interesting area. We still do a lot of sustainability stuff. I am really bullish on energy. We are very, very bullish that that area will keep sustaining. Actually, so maybe this is a good moment to talk about this. By the way, manufacturing, another area we haven't talked about. Huge interest for us. Defense is another huge interest. What in manufacturing? I think applying AI to completely change the paradigm of how manufacturing is done.
49:44As part of that, you can onshore stuff that was offshore. So it's these two trends colliding. Is robotics part of that too? It is part of that. It's not the most essential part. What's essential? Essentially, reducing labor costs in other ways. Not by a robot do the job. Got it. But running a system in a way, an iPhone assembly line, would have a few thousand manufacturing engineers. If you can do that function with AI, then you have a pretty large advantage manufacturing onshore. How much of the opportunity is at like the points of creation of goods versus like the operations and logistics around a manufacturing company?
50:35Both. We are seeing both. Yeah. Supply chain was sort of a minor part of all ERP, we talked about that. There's going to be lots of opportunities to replace supply chain software with new AI software. Yeah, and then in defense, I guess, like obviously with like Anduril, SpaceX, like, you know, obviously like now there's like huge inroads here. Is your guys sense that there's a lot more opportunity for those flavor of companies to be built? Will those companies dominate in their markets? Like, how do you think about what those markets will play out like? I think there's room for lots of new startups.
51:08I mean, we are big investors in Hermes. Now, that was not started in the current fashion. It was started five years ago to do supersonic aircraft. I think that'll be an important part of national defense, become even more prominent because Russia has used supersonic aircraft missiles in Ukraine and we don't have any. Yeah. So that's an important area. we did a while ago. Then many other areas. Keith, you can talk about Mark and some of the others. Yeah, so we've been in that. Well, we've been concerned like politically, geopolitically about the threat posed by our adversaries, the CCP, et cetera.
51:53Minoune got involved in Hill and Valley Forum before it was cool. One of the first 20 people like when, you know, was setting up to alert. By the way, under a democratic. Yeah, under a democratic administration. Because it was a common concern. Because the country needs to take advantage of the best and brightest in technology and the cutting edge technologies, or we are going to sacrifice our way of living to people who do. And we started investing in things like that ahead of the curve. There's now more interest among VCs because some companies are perceived to be doing quite well. VCs are always like a herd.
52:27But we invested in Varda, which has a significant defense component. Mach Technologies is a very high potential. Rocket Lab, many, many years ago. Yeah, all of these were before was kind of cool. Now, also the country needs to take advantage of technology. The country has more threats and has more potential adversaries to worry about. It has to do with less money. It has to survive or thrive with less money. Technology is a great magic wand. It has been for consumers for 40 years. It's like magic wand, you get more for less. The government needs to embrace that. And this administration is in putting people like Emil in place.
53:04hopefully to catalyze a new world order where we take advantage of technology and make America better. Yeah. 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 say fights, but like fights on X about politics and stuff like that. Clear. It comes from like strongly believing in what you think, why spend the cycles on it? Like, why do you? I'll give you my answer. I don't actually know yours.
53:36Mine 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 proselytize about ideas and things that I find important. So if I can surface new ideas 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 don't want to regret having not tried to change people's opinion 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 i'm just saying what i think but i'm well there's times where you should have more time to like research like if i was doing nothing else if i didn't have like a day job yeah 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.
54:27Like my friend David Sachs back in the day hired a research assistant secretly before, you know, to help him. I don't have time to do that. So there's times when I happen to know the answer. I used to be very involved in politics. 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, more care in marshalling more evidence and probably be more effective. Actually, one other bit that I'm now curious to ask, because 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?
54:57Or like, do you mean to like, are you doing it for the best? Well, I also had this crazy idea. This is a dumb idea. Like a decade ago, I was like, I'm going to combat every bad idea on the internet. With the worst idea. Like I was like, well, if someone puts a bad idea or something wrong or false out there, nobody responds. People think it's true. Yeah. Like LLMs are going to pick it up and think it's true. I was like, I'm just going to respond. So at least there's a written record. 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.
55:24Yeah. But you get addicted to trying to fix every mistake on the internet. I like the ones where you don't even like explain what's the problem. They're just like wrong. Yeah. Well, that was a funny Square joke. That was an old Square. We had this critic at Square named Marquesh. And he used to just like constantly complain about like Square. Square was never going to be successful and need new payments for 20 years. He's a canonical expert in payments. And so sometimes I'd engage and write back like substantively. But sometimes you'd be like so far off. I just, so wrong. So it became like this internal square joke to Rakesh and it became like a meme.
55:55That's good. That's where it started. That's good. Why are you motivated to like get into it online? You know, I don't spend very much time. All of social media, I probably spend less than an hour a week. That's good. So if I incidentally run into something that is blatantly wrong, then I'll express an opinion. But I won't even have the time to read the replies I guess. So like if you're if you're like fighting with somebody on X about whatever and you're getting all these replies or you're just like, I can't like you're not like bothered. I'm not bothered. Yeah. But if something's an important idea or something, you know, usually it's some principle somebody is violating.
56:32Like this weekend, I happened to run into a tweet by Bill Ackman that was sucking up to Trump on capping interest rates at 10 percent. You know, he's sort of recommending that idea and then saying, well, maybe there's a market approach. Hedging the truth is clearly a market person. So I replied to him pretty bluntly. I like Bill. He's a good guy. Know him. But I just couldn't let that pass of sucking up to Trump, which on a truly bad idea of capping interest rates, almost like Trump and Trump and Harris would have the same idea, price controls. It's like, come on, speak up. Don't be dishonest about your opinion.
57:28And he was being dishonest. So when it bothers me, I reply, but I don't spend a lot of time and I don't have a lot of time. Otherwise. Yeah. Yeah. I do mostly like I'm in an Uber. You know, you have these moments where it's really hard to be effective. Yeah. Like I just use it as like sack while I'm like in an Uber ride. I'm not going to be able to schedule a call while I'm in an Uber ride, you know, et cetera. So I kind of like. Get on there and dunk. Or sometimes I do it when I'm eating, which is a bad habit. Yeah. Like I'm having breakfast. I'm like on Twitter or something. But I started, you know where I started?
57:57It was actually a business reason. I was kind of famous back in the day at Square. I read every single tweet, every single day about Square for years. Because occasionally you'd see a gem, like either a great story that you could reshare, like a positive experience, like you helped my life and you get this great anecdote. Or you'd see like a customer complaint and you could route it, you know, directly to someone. Or you'd see a product feature. So I literally read every day, started every single day. But then that gets you in this trained habit of like, you have to read everything and, you know, maybe not the best.
58:24You were like 10 years ago, maybe let's say you were like sort of like one of the first sort of like vocal conservatives. Maybe the only one. 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. I'm an independent. You're an independent. For the record. Yeah. I've never been a Democrat. Oh yeah. So what was the political journey? I used to be a lifelong Republican over fiscal issues and switched to independent over climate issues. And I've stuck with that pretty consistently. and then principles matter a lot.
59:03So, you know, my fight against Trump is his values. He has none. 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. Yeah, when you watch that and like, so 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? Because like, obviously 10 years ago, this wouldn't have been the dynamic. Clearly people have changed their affiliation to be for convenience. Doing things for convenience is a bad idea.
59:42Now I realize some CEOs have responsibilities 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 that i hate 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 jeopardize 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 etc and some people it is fine to change your mind based upon evidence I would say there's an element 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 yeah you do have to think about, like you're fueling your families, your employees' families.
1:00:50Like, yeah, you know, there are real responsibilities. There are responsibilities. You see them from a number of companies where they clearly fundamentally haven't changed their principles, but they have to take the responsibility of the role or get out of the role. It's also interesting because it's like it's new for tech to even be reasonable for tech to care about politics. Like it just didn't matter in the past. And also it was like not possible. like tech was much more monoculture on the left before and then also there just like weren't like government related tech startups some of the government is obviously you know founded much more interesting what tech's much more variety good and bad reasons probably and you know you could argue that it was best best thing ever was the tech was built mostly on the west coast far away from washington allowed tech to thrive and you know invent itself without a lot of scrutiny because generally speaking government scrutiny early in emerging technologies is not This is why I'm afraid of AI regulation.
1:01:45I'm like, what are the odds of getting it right? It just seems hard to do. Well, I think that's a real risk with emerging technologies. The government is less likely to be right than wrong on something that's rapidly emerging. Maybe when something stabilizes, the government might have a better predictive accuracy record or something. Yeah. I mean, you obviously need regulation at some point in these journeys. But then you also have to think about the rest of the world. And the node, even though it's probably a little bit more pro-regulation, generally speaking than I am, has been very concerned about losing AI to China and what that would mean to this country.
1:02:15Yeah. And if you have a threat, you have to think very carefully about regulating a new technology if you know a very serious adversary is putting the pedal down and doesn't, you know, isn't less regulated. They're really good at robotics. They're really good at manufacturing. They're really good at robotics. Look, it's very clear. And three years, four years ago at the Hill Valley Forum, I talked about we are in a techno-economic battle with China. We must do everything to win and everything we can to disadvantage them. It's just the truth. What does that look like? What does need to happen there?
1:02:48So I think too much regulation in AI would be a really bad thing. State level regulation is a horrendous idea. Just generally? Because they don't understand the global implications. You know, not everybody abides by American rules. The Chinese for sure don't. So I think we have to be realistic and pragmatic about what battle we are in. Over the next 10, 15 years, economic superiority is up for grabs and we gotta win or we'll live under President Xi's rules. Yeah, I mean, obviously, you've talked about this a lot too. Yeah, but it was a bipartisan effort back four or five years ago um and fortunately um it was very effective it started changing people's mind like there was a lot of people that were very naive about the threat yeah um five years ago and i think if we'd waited too long and there's still debate about like should we export this chip or that chip yeah you know what should the restrictions be on different technologies like there's a lot of nuance to this but at least the central idea that we just cannot lose this race yeah for ai is pretty mainstream now.
1:04:02Yeah, it's part of why a lot of the America-centric companies and investment firms, it's really resonant for people. People want to work at those. There is a growing patriotism out of necessity, I think, probably. I have a final question for you, Vinod. Did you see the report that Keith went to Barry's 2 ,000 times last year? That's an exaggeration. Too many times. Yeah. It's only 438. You're just trying to get a hold of Keith. He's just like... The interesting thing about it is, though, literally this morning, I went to Barry's 7, 10 a.m. and a founder comes up to me after class. And he says, you know, I run, nice to meet you.
1:04:33And I was like, what do you do? He's like, I run an AI detecting cancer funded by A16Z. And I was like, that's cool. It's interesting. Who knows if, you know, who knows if one day we'll invest or whatever. But he said, thank you so much. I said, what are you talking about? And he's like, I started getting myself in shape by going to barriers because I read about you doing it. And so you change someone's life indirectly through that. Like that's actually really rewarding. It's like a bit much, but it's good. No, it's just this morning. That's great. All right, you guys, thank you very much for doing this.
1:04:57I had a great time. Really appreciate it. Thanks a lot.
From the publisher
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.
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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
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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
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https://linktr.ee/uncappedpod
Email: friends@uncappedpod.com




