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Pixar’s Golden Age, Twitter through IPO, and Building YC’s Growth Fund | Ali Rowghani | Ep. 26

(If you enjoyed this, please like and subscribe!) Ali Rowghani is the founder of First Harmonic, a go-to-market program purpose-built for seed stage founders. Ali has had a long, distinguished career in tech. He worked with Steve Jobs and Ed Catmull at Pixar for nine years holding various roles including CFO and SVP of Strategic Planning, took Twitter from $0 in revenue through IPO as the CFO and COO, and most recently was the founding Managing Director of Y Combinator’s Continuity Fund where he led investments in DoorDash, Stripe, Coinbase, Zapier, among many others. Ali has also invested as an early angel in several breakout AI companies, including Mercor, Decagon, and Cursor. He’s seen the arc from inception to IPO many times and recognizes what separates winning startups from the pack. We covered: - Pixar’s golden age - Exceptional leadership - Working with Steve Jobs - Twitter going from $0 to $2B - Operating beliefs in venture Timestamps: (0:00) Intro (0:53) Pixar’s miracle factory (6:28) Working with Steve Jobs (13:23) Ed Catmull and John Lasseter (16:28) Crazy years at Twitter (18:30) Getting monetization right (19:56) Learnings in hindsight (22:37) Elon Musk observations (24:03) Beginning of YC’s growth fund (29:31) Between pre and post traction (33:23) The second job of a CEO (34:35) First Harmonic (35:31) Beliefs in venture More on Ali: https://www.firstharmonic.com/ https://x.com/ROWGHANI More on Jack: https://www.altcap.com/ https://x.com/jaltma Link to Ali’s referenced blog post: https://www.ycombinator.com/library/3k-the-second-job-of-a-startup-ceo https://linktr.ee/uncappedpod Email: friends@uncappedpod.com

Ali RowghaniguestJack Altmanhost
Oct 1, 202541mWatch on YouTube ↗

EVERY SPOKEN WORD

  1. 0:000:53

    Intro

    1. AR

      We live in a world of hedging. We live in a world of thinking with bets, backup plans, you know, contingencies-

    2. JA

      Yeah.

    3. AR

      -et cetera. And in a sense, that's very rational, okay? Um, but what if you didn't live in that world? Like, what if you, like, positioned yourself against that? And what if, like, you tortured everything you worked on to try to be great-

    4. JA

      Yeah

    5. AR

      ... you know, within the context of a company?

    6. JA

      Yeah.

    7. AR

      And I think that is the core of a miracle factory.

    8. JA

      [music] All right. I'm super excited to be here with Ali Rowghani. He was the COO at Twitter in some of the most formative years. You had exec roles at Pixar, worked directly with Steve Jobs for many years. You started and ran the YC Growth Fund. You've been an angel investor in amazing current companies like Cursor, Decagon. You've got your own fund now. You've also been, like, an advisor to a bunch of people in our ecosystem, like me, over the years, and so many others. Um, and so you're just someone I've looked up to and wanting to talk to you on the show for a long time, so thank you for doing this.

    9. AR

      Oh, it's a pleasure. I'm psyched to be here.

  2. 0:536:28

    Pixar’s miracle factory

    1. JA

      The thing I want to start with that is so interesting to me is the Pixar experience, and you were there for ten years, around 2000 to 2010, give or take, and what's shocking to me, above all, is it seems like year after year after year, they just released, like, bangers, and everyone was good. And most movie studios, I feel like some of the products are good, some are not. But, like, here we had, we had Monsters, Inc., Finding Nemo, The Incredibles, Cars, Ratatouille, WALL-E, Toy Story. Like, it's just-

    2. AR

      Up.

    3. JA

      Up. It's just crazy.

    4. AR

      Yeah.

    5. JA

      And so I guess my first question is... And I don't think I skipped, like, a bunch of misses or something. How did that happen? Like, how is the quality bar-- What, what went into making that happen time after time?

    6. AR

      You know, Pixar was a miracle factory. That's, that's how I thought of it. Um, you know, you start with a blank sheet of paper, and then four years later, you have Finding Nemo, and then, then you start with another blank sheet of paper, and four years later, you have The Incredibles, Ratatouille, Up, and so on. So, like, the interesting question is exactly what you asked: Like, how is that possible? And I think for me-- I've thought a lot about this question, and I think for me, it kind of boils down to really three big things. One of them is, we only made movies that the directors themselves felt really passionate about. It wasn't, uh, filmmaking by committee. It wasn't, like, some executives ordering up a movie or like, "Let's do a Madl- Mad Libs style with focus groups," or whatever else. None of that. It was like, what was the story that somebody who was really talented truly wanted to tell? And then we put all of our eggs in one basket. Like, there was no thinking in bets.

    7. JA

      Mm.

    8. AR

      There was no hedging.

    9. JA

      Stuff wasn't getting killed along the way.

    10. AR

      No, no. And it was once we were committed to a director and to an idea, it was like-

    11. JA

      Mm

    12. AR

      ... all in. And it was this focus, almost like it had to be great. The future of the studio depended on it, so it would be great.

    13. JA

      What percent of the studio would work on a given movie while it was being worked on?

    14. AR

      At the beginning, before we could have multiple films going at the same time, a hundred percent of the studio worked on one film. So I would say for the first three movies or so, a hundred percent of the studio worked on, on the film. And that started to change with Toy Story 2, which I think is kind of the seminal movie in Pixar history, because Toy Story 2, it was a new creative team, not the creative team that made the first couple of movies. A new creative team made that movie. And when the creative team, like, finished up on Bug's Life, which was the second movie, they turned their attention to Toy Story 2, which was supposed to come out just one year later. And they looked at it, and they were like, "This isn't good enough."

    15. JA

      Mm.

    16. AR

      And so they replaced the creative team. They took over the movie nine months before it was supposed to come out, and if you know anything about animated filmmaking, nine months before the movie comes out is, like, not when you start over. You know, these films take multiple years to make. And they rewrote and remade the movie from scratch, and it almost, like, killed the studio to do that.

    17. JA

      Wow!

    18. AR

      But, you know, Ed Catmull talks about that was the, the moment in Pixar history, because faced with a choice of, like, "Do we release something we're not proud of, or do we kill ourselves to release something we're really proud of?" The studio made the choice to r- to, like, stop everything and focus on, like, making it great. And that established a culture, like, a set of norms, and this notion of, like, we don't think in bets. Like, we're all in. No hedging. Like, and, and I think that really means something.

    19. JA

      Mm.

    20. AR

      So that's the foundation of it. Um, and then there are two other things in terms of the process that I think are super important. One is, like, the, the Pixar films were made and remade and made and remade, like, a dozen times before the audience ever saw them, and not many people know that. Uh, but what we would do is we'd have this process called story reels, and we would expect the directors to write essentially a moving comic strip version of their movie, a temporary version of the movie, produce that three to four times a year, and then the... And that was-- a- and it was shown in pub- in public within the studio. And, you know, we'd get the brain trust of the studio, creative brain trust, together, and they'd give a bunch of notes o- on this thing. So there was a rapid prototyping process, and the thing that was important was not how bad the movies were when they started, but that they were showing, like, improvement from screening to screening to screening. And so this, like, making and remaking, making and remaking process, um, was really important. So that's two. The last thing is, there was an incredible sort of, like, open feedback on the films, um, meaning, like, you were expected, as a director, to hear the feedback of other filmmakers on your movie. You, you, you had the... You know, the decisions were yours in terms of what to do, but, um, but you had to hear it, you know? And so we built this, uh, sort of culture of it being safe and okay to show work that wasn't finished, to show imperfect work, and that just meant that the work, in-process work always got better, as opposed to someone working for two years and finally showing you something, and you saying, like, "Okay, that's crap." You know, if it's that kind of a, kind of a culture, then the feedback is, is shattering, and it's not sought. But if it's feedback where it's, like, okay to, like, show incomplete work, and the leaders of the studio, when they're making films, are showing their work when they know it's not very good-

    21. JA

      Mm-hmm

    22. AR

      ... then it, I think, breeds this culture of, like, always getting better. Yeah.

    23. JA

      That decade, like, the 2000s-... I guess Apple was and is also very much like that. Like, you know, you back, you go back and you think about going all in on the iPod and then the iPhone. Like, that was also, I guess, it couldn't have been a thinking in bets culture there either, right?

    24. AR

      Certainly in terms of the quality bar, that everything they release to the public has to be great, and that you take the time to make sure it's great. I think in that sense, um, probably. I don't know if A- Apple had-- I think from just hearing from the outside, there were lots of things they were working on that they killed-

    25. JA

      Yeah

    26. AR

      ... you know, along the way, that they just didn't think was good enough. Or-

    27. JA

      Yeah

    28. AR

      ... I mean, there was rumors about a television set-

    29. JA

      Right

    30. AR

      ... and all this other stuff that-

  3. 6:2813:23

    Working with Steve Jobs

    1. JA

      I think I didn't fully realize this until we were chatting before, but Steve Jobs was CEO of both, right? Like, he was running Apple through this, I guess, turnaround-

    2. AR

      Yeah

    3. JA

      ... and getting, you know, the sort of iPod and iPhone and everything else in those years. But he was CEO of Pixar during that same time.

    4. AR

      Yep.

    5. JA

      And for at least some number of those years, you worked directly with him. So I guess I don't know other people who have worked directly with Steve, so I kinda wanna ask a few questions about that.

    6. AR

      Mm-hmm.

    7. JA

      Um, what was, I guess, just to start, like, what was he like? Like, what was working with him, like, in a sort of regular cadence business? What was that like?

    8. AR

      You know, he was the most, um, impressive, like, business creature, um, I've ever been around in a room. And, and it wasn't because he was famous or it was like, "Oh, there's Steve," or anything like that. Um, and in the end of the day, for me, it boiled down to a set of basic skills that he had. You know, his ability to break down a problem in real time, his ability to communicate really clearly, his ability to inject urgency-

    9. JA

      Mm

    10. AR

      ... and kind of like cadence and urgency and importance to everything that we did. Um, all of this stuff kind of was in service of like, um-- all of his basic skills were in service of, like, trying to create, as fast as possible, a map of the world, a map of reality in every discussion, that would help, like, guide the discussion and help us get to the truth.

    11. JA

      Mm.

    12. AR

      And so he was so good at, like, you know, developing this, generating a map of the world. And even if it, he was wrong about c- certain things, like, you fed him new data, and he would, like, recalculate it. And it was, it-- you always had the feeling being around him that, like, wow, like, this, you know, I thought this game we were playing was, like, level one to three, but then you saw somebody that was, like, at level twenty-

    13. JA

      Uh-huh

    14. AR

      ... and it was, like, incredibly inspiring, just the way he did the basic stuff.

    15. JA

      So, like, what are some of those, like, those basics, like communication-

    16. AR

      Yeah

    17. JA

      ... and, like, understanding and pulling things out of people? What, what specific sort of things stuck out to you there? Like, can you share more of those, like, basics done really well? 'Cause I feel like I can't remember where I saw this recently, but someone was talking about, like, if you don't know what, like, your equivalent of practicing scales is, you, like, you need to figure that out.

    18. AR

      Mm-hmm.

    19. JA

      And I feel like when you're talking about basics, like, that's something that doesn't get discussed enough in, like, business.

    20. AR

      Yeah.

    21. JA

      'Cause especially as a CEO or an executive or an investor, you kind of don't even know what your basics are a lot of times. Like, what, what were those?

    22. AR

      Yeah, so I mean, it was really some of the things th-

    23. JA

      Yeah

    24. AR

      ... I mentioned.

    25. JA

      Yeah.

    26. AR

      And I think what happens with most of us, you know, I, I'm-- certainly with me, is like, you get pretty good at communicating. You get pretty good at, like, exchanging ideas-

    27. JA

      Yeah

    28. AR

      ... or, like, trying to decipher something or developing your own mental map of the universe or-

    29. JA

      Yeah

    30. AR

      ... a mental map of a particular problem, particular discussion.

  4. 13:2316:28

    Ed Catmull and John Lasseter

    1. JA

      What, what did you learn that you can share about Ed Catmull or John Lasseter, who are the other leaders?

    2. AR

      I think Ed Catmull was the architect of the miracle factory, in my view, and, um, he, um... You know, like, this idea that, like, we have to make everything great, um, uh, which, by the way, like, if you think about it, you know, again, applying it to like... I mean, what, what greater aspiration would anyone trying to start anything have than to try to build a miracle factory of their own, you know? And so, like, you know, I think really for Ed, it started with, like, having an extremely high bar-

    3. JA

      Mm

    4. AR

      ... for what was great, you know, and always trying to... You know, you perform to your own expectations, or you perform down to your own expectations. And like, he helped, he and John both, um, who was the ch- chief creative officer at Pixar, held the studio to an incredibly high bar about what was good, and they were willing to pay the costs of, you know, whatever cost was necessary to maintain that bar, so-

    5. JA

      I think that's the key. It's easy to say, but there's costs associated-

    6. AR

      Exactly

    7. JA

      ... and they're personal and emotional-

    8. AR

      Yep

    9. JA

      ... financial.

    10. AR

      Yeah.

    11. JA

      There's a lot of costs-

    12. AR

      Yep

    13. JA

      ... associated with maintaining a high standard.

    14. AR

      That's right. So I, you know, I mentioned the Toy Story 2 story. The other, the other story at, at, at Pixar was Ratatouille, where, you know, the film wasn't coming together and the director of the film was replaced. Another director was put on the film-

    15. JA

      Mm

    16. AR

      ... and then the film was essentially... And then they delayed the release of the film by, I think, six or nine months or maybe a year, I don't know, uh, some period of time, which in animation time is a big deal, and it makes the movie a lot more expensive.

    17. JA

      Yeah.

    18. AR

      Um, but then Ratatouille becomes, like, one of these incredible-

    19. JA

      Yeah

    20. AR

      ... you know, it, members of the sort of like canon of Pixar.

    21. JA

      There was this great, uh, tweet from John Collison, and it ended with basically, like, the world's a museum of passion projects-

    22. AR

      Yeah

    23. JA

      ... or something like that. Basically, just that, like, every good thing you see in the world, like, somebody had to sacrifice a lot-

    24. AR

      Yeah

    25. JA

      ... to produce anything at a high standard.

    26. AR

      Yeah.

    27. JA

      That sticks with me.

    28. AR

      That's right.

    29. JA

      And it hurts.

    30. AR

      And, and... Yeah, yeah. And, you know, and we live in this world where, you know, particularly investors, and look, investing isn't like Pixar, but it in a lot of ways, but, like, you know, we live in a world of hedging. We live in a world of thinking with bets, backup plans, you know, contingencies-

  5. 16:2818:30

    Crazy years at Twitter

    1. AR

      that much harder.

    2. JA

      Okay, I wanna move over to Twitter-

    3. AR

      Yeah

    4. JA

      ... now X. Um, you were COO there-

    5. AR

      Yeah

    6. JA

      ... from 2010 to '14, and obviously, those were, like, crazy years. I guess on some level, it seems like for the company, all the years are crazy years, but there was a lot going on then. Can you just, like, tell me about what was happening at a leadership, founder level? Like, what were the, what were the big chess pieces moving around at that time?

    7. AR

      Yeah. So when I joined Twitter, we had, um, less than 100 employees. We had no revenue. We didn't have a business model. We weren't sure we were gonna make our money with ads or some other charge memberships. Like, there were all sorts of issues-

    8. JA

      The site was going down all the time?

    9. AR

      The site was going down all the time.

    10. JA

      The fail whale.

    11. AR

      The fail whale, yeah. There was a logo, for those who don't remember. The company built its own logo for the site crashing and the site going down, which was the fail whale.

    12. JA

      That's funny.

    13. AR

      Um, it was kind of a bit of a laughingstock company, and it clearly touched a certain cultural zeitgeist. You know, it had about 15 million users. We just ran twitter.com. We didn't have any mobile apps. We didn't have any mobile engineers at the company. And, you know, about eight months or so after I joined, um, the founder... You know, there'd been s- a lot of founder turmoil between Jack and Ev, and J- Ev was the CEO when I joined, and he was out. Um, and Biz kind of walked out with him, and so we were sort of founderless, um, about eight months into the, into the tenure. And it was both a-

    14. JA

      Wow

    15. AR

      ... sort of like hyper-scaling challenge, um, because the opportunity was so large, and effectively a turnaround-

    16. JA

      Mm-hmm

    17. AR

      ... because, you know, all the leadership was pushed out. There were a lot of wrong people in the wrong pos- uh, in the, in various positions.

    18. JA

      It's a very interesting case study, 'cause it seems like it had unstoppable product market fit-

    19. AR

      Yeah

    20. JA

      ... and then was just not run well.

    21. AR

      ... That's largely right.

    22. JA

      It's better than the inverse, I guess.

    23. AR

      Yes. Yes.

    24. JA

      Yeah.

    25. AR

      Yeah, sometimes product-market fit is so powerful that it allows you to make a lot of mistakes at the top.

    26. JA

      Reddit had this for a long time.

    27. AR

      Yep. Yeah, that's right.

    28. JA

      Yeah.

    29. AR

      Yeah And so, um, yeah, so I joined it when it was in that state. I left about four or five years later, and we'd gone from no revenue to $2 billion in revenue. We'd gone from 50 million users to 300 million users. We'd gone from just one office in San Francisco to 23 offices in 14 countries. And when I look back, I think there are a couple of things we did great and a couple things I wish I could have over again.

    30. JA

      Mm-hmm.

  6. 18:3019:56

    Getting monetization right

    1. AR

      I think we got monetization right. And the core of it was, I think we figured out before any social platform, that if you can make the ad unit and the content unit the same, in our case, tweets-

    2. JA

      Yeah

    3. AR

      ... then, um, you have the ability to make ads feel more like content.

    4. JA

      Yeah.

    5. AR

      And you have- you can judge them based on relevance, and you give advertisers the ability to participate in a conversation. And, like, my favorite example of this, you may remember, um, the year we're in the Super Bowl, like, when the lights went out at the Super Bowl, um, Oreo, which was Oreo cookies, which was a advertiser on Twitter, right at that time, when, like, the lights are out, it sends out this adverti- this tweet-

    6. JA

      Yeah

    7. AR

      ... promoted tweet, that ta- that talks about, like, dunk after dark.

    8. JA

      That's good.

    9. AR

      So, you know, dunk your Oreo cookie in milk. It's dark or whatever.

    10. JA

      Yeah.

    11. AR

      Right when the... So and it got a lot of attention and a lot of buzz, and it was just clever. It was content, or was it an ad? I don't know. It made people laugh, right?

    12. JA

      Yeah.

    13. AR

      So, um, I think we got that notion of the ad unit and the content unit being the same, right? And the nice thing was, it was graceful as, like, the platform shifted from desktop to mobile. Um, Facebook, at the time, you may remember, kind of stumbled because its ad units were built for the desktop, which is the majority, majority of users.

    14. JA

      Mm-hmm.

    15. AR

      That's how they interfaced with Facebook until that changed, and so they kind of had to figure out what their ad units would look like in a mobile world. I, I think Twitter kind of nailed that. Um, [clears throat] the second thing is, you know, we scaled the company globally really fast and generally pretty well. And as a result, our, um... You know, there was a big global audience, and we built a global business quickly.

    16. JA

      Mm-hmm.

    17. AR

      I think those were the things I think we got right.

  7. 19:5622:37

    Learnings in hindsight

    1. JA

      Yeah.

    2. AR

      I think the things that I regret or big learnings for me, um, were, um, probably the biggest one is w- the company never showed enough curiosity about its own users.

    3. JA

      Mm.

    4. AR

      And we had a mental model of who a Twitter user was that way lagged the reality of what Twitter users were, you know, across all these countries, across all these devices-

    5. JA

      Yeah

    6. AR

      ... you know, using it in v-

    7. JA

      Oh, yeah

    8. AR

      ... a myriad of ways.

    9. JA

      I can imagine that the early adopters and, like, the middle of the pack of the curve were completely different.

    10. AR

      Yeah. A- and this is an interesting thing for, like, any, any, in any business-

    11. JA

      Mm

    12. AR

      ... which is, um, your mental model, um, of your customer, ah, naturally lags. There's inertia in how that model, like, moves relative to, like, reality. And you have to, if you're gonna kind of keep up with, like, who your users actually are and what their needs are, you have to actually develop a ton of discipline and a ton of, like, rituals and processes to keep up.

    13. JA

      Yeah.

    14. AR

      I remember, um, uh, Patrick Colsen asked me years ago to attend one of their, um, all-hands, and this is all I talked about. All I talked about was, like, "Hey, your platform is starting to take off, and let's talk about the ways in which your views of your users are maybe outdated to what you... who your users actually are today and what they're doing."

    15. JA

      Yeah.

    16. AR

      Um, so that was a huge thing at, uh, at Twitter. Um, and, you know, unfortunately, you know, there were big product launches that we, that we had. One of them was, uh, the conversations feature. You remember the blue line?

    17. JA

      I do remember. That was so hard to use.

    18. AR

      Yeah, the co-

    19. JA

      Yeah.

    20. AR

      Yeah. Well, what happened was, um, there were- there... Probably, our most engaged users of Twitter were people who were using the platform to subtweet their friends, often with false identities, kids usually.

    21. JA

      Mm-hmm.

    22. AR

      And that feature broke Twitter for them. So our most eng- engaged users in the United States, like, we launched a feature that broke Twitter for them, and that was simply because we didn't really understand-

    23. JA

      Mm

    24. AR

      ... like, who they were. We were building for ourselves, that, that seemed nifty.

    25. JA

      Yeah.

    26. AR

      And so that's a really dangerous thing to do.

    27. JA

      Yeah.

    28. AR

      The other thing- the other learning for me was, um, we were too precious. I mean, we were too precious about 140 characters-

    29. JA

      Yeah

    30. AR

      ... we were too precious about, um, the reverse chronological, um, timeline. And I think one of the things I give Elon credit for is he, like, sacrificed-

  8. 22:3724:03

    Elon Musk observations

    1. JA

      It must be interesting for you to watch Elon do what he's been doing with it, which is so different from what you were doing. And I'm sure there must be a lot of things that he's doing that you think are really good. I'm sure there's some things where you're just like, "What are we doing?" I'm curious to hear your, like-

    2. AR

      Yeah

    3. JA

      ... you know, observations.

    4. AR

      Look, I think he made a bunch of unforced errors. Like, I think the check marks thing, I think, was really poorly handled-

    5. JA

      You think?

    6. AR

      ... letting people buy the check marks, and then obviously-

    7. JA

      Shouldn't have done that.

    8. AR

      It shouldn't have been handled the way it was handled, where, like, the thing that verified your identity was suddenly for sale.

    9. JA

      Yeah.

    10. AR

      And of course, like, you know, somebody bought the drug maker's handle, the check mark-

    11. JA

      Yeah

    12. AR

      ... and then tweeted, and their stock dropped.

    13. JA

      I just feel like the blue checks thing was driving a lot of people... Like, it made this multi-class system-

    14. AR

      Yeah

    15. JA

      ... kind of thing that I think didn't feel good.

    16. AR

      Yeah, yeah.

    17. JA

      It's like I actually- I think what you're saying is, like, it wasn't necessarily it was a bad idea, it was just the way that it went down that was bad.

    18. AR

      Yes, the rollout was bad.

    19. JA

      Yeah.

    20. AR

      It wasn't as thoughtful.

    21. JA

      Yeah.

    22. AR

      You know, um, but look, I, I never expected him to change the name, you know?

    23. JA

      Yeah, that was, that was surprising.

    24. AR

      Yeah, yeah. I mean, I think it's, in a sense, indi- indicates that he has something bigger in mind, and maybe that's cool. Um, uh, you know, he took a lot of costs out of the business.

    25. JA

      I also wonder if it was just, like, a sign to say, like, nothing's sacred.

    26. AR

      Yeah.

    27. JA

      Like, even without a big plan, just like, "I'll change the name"-

    28. AR

      Yeah

    29. JA

      ... like, says something, I guess.

    30. AR

      Oh, yeah, for sure, for sure. Yeah.

  9. 24:0329:31

    Beginning of YC’s growth fund

    1. AR

      too.

    2. JA

      Yeah. Okay. So-... um, you had those experiences, and then you went into venture.

    3. AR

      Yeah.

    4. JA

      Right? So, um, talk about that, like-

    5. AR

      Well, I joined YC.

    6. JA

      You joined YC.

    7. AR

      Yeah, yeah. It's not venture. It's not now venture, but yes.

    8. JA

      You had a-

    9. AR

      Yes

    10. JA

      ... you had a large venture fund-

    11. AR

      Yes

    12. JA

      ... at YC, but really-

    13. AR

      Yes

    14. JA

      ... at YC.

    15. AR

      Yeah. Yeah.

    16. JA

      Yeah. Um, but, like, so that was, like, the beginning of the growth fund, right? Like, there wasn't one- like, that was right at the beginning of it.

    17. AR

      Yes.

    18. JA

      And, um, obviously, you invested in, like, a ton of great companies-

    19. AR

      Yes

    20. JA

      ... and you learned a lot from it. So I guess, can you share maybe like... I, I, I wanna spend more time talking about what you're doing now-

    21. AR

      Yeah

    22. JA

      ... but, like, can you share just, like, a little bit about that?

    23. AR

      Of course. Yeah. So, um, you know, I, I feel like everything kind of happened serendipitously. Like, you know, I joined Pixar because I was, like, in awe of how could anyone make Toy Story 2?

    24. JA

      Yeah.

    25. AR

      And, and they were a public company at the time, and it was kind of like this, like, y- as we said, miracle factory that attracted me, and I was there for a decade. And then I went and joined Twitter, and the... What I learned there was, like, an experience services, hyper-scaling thing-

    26. JA

      Yeah

    27. AR

      ... and taking something from zero revenue through, through IPO.

    28. JA

      Mm-hmm.

    29. AR

      And YC, which is another serendipitous thing, and I was approached by Sam, and he said, "Hey, would you join YC initially just as a visiting partner-

    30. JA

      Yeah

  10. 29:3133:23

    Between pre and post traction

    1. AR

      you know, to me, like, there's, like, pre-traction and post-traction.

    2. JA

      Mm-hmm.

    3. AR

      And so the question is, like, where's the line, right?

    4. JA

      Mm-hmm. Mm-hmm.

    5. AR

      And to me, it's, like, $5 or $10 million of revenue-

    6. JA

      Mm

    7. AR

      ... is the line. It's not a million.

    8. JA

      Yeah.

    9. AR

      You know, it's definitely not 500K.

    10. JA

      Why do you say it's not a million? 'Cause a lot of times people are like, "Oh, s- a million dollars, that's product market fit. That's the A."

    11. AR

      There's no repeatability at a million dollars.

    12. JA

      Yeah.

    13. AR

      You haven't proven repeatability, and, um, you've just proven that you can, you know, get someone to pay you-

    14. JA

      Yeah

    15. AR

      ... or you get five people to pay you or seven people, whatever it is, you know? Um, and to get to one, you have to prove repeatability, in my mind.

    16. JA

      Yeah.

    17. AR

      You know, which means that, like, you've found a problem that enough people have, and you've found a way to, like, be able to, like, convince people to, like, buy it.

    18. JA

      Yeah.

    19. AR

      Right? And the other thing, obviously, you have to prove in that phase is, like, not only do you convince them to buy it, but they use it-

    20. JA

      They like it, and they wanna buy more

    21. AR

      ... they like it, and they wanna buy it again-

    22. JA

      Yeah

    23. AR

      ... or renew or buy, buy more, or if you're in a consumer business, like, the cohort stick.

    24. JA

      Yeah.

    25. AR

      You know, or, you know, and, and similarly in a B2B business, like, the, the renewals and expansion are happening.

    26. JA

      Yes.

    27. AR

      And, and renewals and expansion are the probably the best, you know, metric for product market fit. Uh, it's a lagging metric-

    28. JA

      Right

    29. AR

      ... that's when you gotta-

    30. JA

      And you don't know right away.

  11. 33:2334:35

    The second job of a CEO

    1. JA

      Actually, can you talk about, for a second, um, I sh- have shared your blog post a ton of times-

    2. AR

      Mm

    3. JA

      ... about the, like, second stage of, uh, second phase is the-

    4. AR

      The second job of a CEO.

    5. JA

      I'll link it-

    6. AR

      Yeah [chuckles]

    7. JA

      ... 'cause I think it's an extremely good post.

    8. AR

      Yeah.

    9. JA

      But, like, can you talk about that transition for the CEO-

    10. AR

      Yeah

    11. JA

      ... and, like, what that post was about?

    12. AR

      Yeah, so the interesting thing is, like, I think that if you... But if you like this analogy of the three, three phases, you know, seed and sapling and tree-

    13. JA

      Mm-hmm

    14. AR

      ... the CEO, founder CEO's job changes a lot between sapling and tree. And because the job becomes... At the beginning, the job is just, like, about build a great product and find customers, and keep those customers happy, and get them to renew, et cetera. So it's about product and customer, product and customer, right?

    15. JA

      Yeah.

    16. AR

      Once you get to this place where like, "Oh, I'm now a tree, it, it's taken root. I have a business. It's repeatable. I know, like-

    17. JA

      Yeah

    18. AR

      ... you know, I have some foundation," at that point, then, the job of the CEO changes-

    19. JA

      Big time

    20. AR

      ... from building the product and selling the product to building the company. You become the, like, you need to build a machine that builds the machine. You become the PM of the company-

    21. JA

      Yeah

    22. AR

      ... not so much the PM of the product. And so that means you've gotta find people to do all the... You've gotta get yourself out of these vital things you were doing before, and that's super hard-

    23. JA

      Mm-hmm

    24. AR

      ... um, and so that you can focus on, you know, um, the second job, which is, like, company building.

    25. JA

      Yeah.

    26. AR

      Yeah, that's the basic point of the blog post.

    27. JA

      Yeah.

  12. 34:3535:31

    First Harmonic

    1. JA

      So when you thought about putting your firm together, you also were doing, like, a program.

    2. AR

      Yeah.

    3. JA

      Like, how did you... I guess just how did you decide what structure of firm and approach you wanted to do?

    4. AR

      Yeah, so what I'm interested in doing is I'm interested in working very intently, intensely with a very small group of these sapling kinds of companies, and really on either side of a Series A. I'm a little bit indifferent about that. But people who have launched their product, they've got some traction, they've got- they're committed to what they're doing.

    5. JA

      Mm-hmm.

    6. AR

      There's some beginnings of, you know, something. Like, I don't think I'm very good at the seed stage. Um, I did a lot of the growth stage, and I know that, know that pretty well. But the sapling stage is, I think, where founders need the most help. And in order to help them, you have to do it almost subscale.

    7. JA

      Mm-hmm.

    8. AR

      Like, you have to do it really, really intimately and closely.

    9. JA

      Yeah.

    10. AR

      And so I wanna work with a very small group of folks, um, and try to make a contribution there. And, um, and so yeah, so that's, that's basically my, my hope.

    11. JA

      That's

  13. 35:3141:10

    Beliefs in venture

    1. JA

      great.

    2. AR

      Yeah.

    3. JA

      One of the things that you've talked to me about before is that you think, um... I don't wanna put words in your mouth, but I think you said, like, the Series A is often, like, a bit of a rip-off, and that people take way more dilution than they need-

    4. AR

      Yeah

    5. JA

      ... that it's like the rounds are bigger than they have to be.

    6. AR

      Yeah.

    7. JA

      Is that still something that you feel, or have you, you know... Was- is that an accurate thing that you at least felt at one time?

    8. AR

      Yeah.

    9. JA

      Do you feel that way now?

    10. AR

      Well, I think that, um, what's happening, and I expect it to continue, is that the, um, traditional ownership that a traditional Series A investor would get in a Series A has degraded and will continue to degrade.

    11. JA

      Yeah, 'cause it used to be, like, 25%.

    12. AR

      Even more.

    13. JA

      30.

    14. AR

      But yes.

    15. JA

      Yeah.

    16. AR

      Yeah.

    17. JA

      Yeah.

    18. AR

      And so, um, and that's just driven by the supply and demand of capital and the, like, you know, like, very, uh, sort of burgeoning nature of the seed eco-

    19. JA

      Mm-hmm

    20. AR

      ... ecosystem.

    21. JA

      Mm-hmm.

    22. AR

      And I think that, um-

    23. JA

      I also think you have a dynamic where there's not just the availability of capital or the prices are low, but it's like the venture firms are winning, and they're pushing-... the founder take more money than the founder even thinks they need.

    24. AR

      Yes.

    25. JA

      And they're like, "Okay, but I wanna work with whoever."

    26. AR

      Yeah. Yeah, that's right.

    27. JA

      Yeah.

    28. AR

      Yeah. So I think that, like, the nature of, like, the Series A is changing, and I think the nature- and I think largely to the benefit of founders. Um, but the other thing that's kind of fascinating that's, that's happened, I think, over the last five, seven years especially, as more capital has flooded into the system, you know, deals are getting done in a blink of an eye.

    29. JA

      I know.

    30. AR

      And, and founders don't fundraise anymore. They just get preempted-

Episode duration: 41:10

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