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The Benefits of "Disagreeable" Leader at the Helm | Pivot

Venture capitalist Mike Maples Jr., co-founder of Floodgate, and author of "Pattern Breakers: Why Some Startups Change the Future," talks to Kara Swisher and Scott Galloway about what defines a successful and transformative startup. He shares his admiration for Elon Musk's bold approach, and explains why sometimes companies need a "disagreeable" leader. Mike also reveals his biggest investing miss — passing on Airbnb. Subscribe to Pivot on Apple Podcasts: https://podcasts.apple.com/us/podcast/pivot/id1073226719 Subscribe to Pivot on Spotify: https://open.spotify.com/show/4MU3RFGELZxPT9XHVwTNPR Follow us on Instagram and Threads at: https://www.instagram.com/pivotpodcastofficial Follow us on TikTok: https://www.tiktok.com/@PIVOTPODCAST Send us your questions by calling us at 855-51-PIVOT, or at https://podcasts.voxmedia.com/show/pivot #pivot #podcasts #startups #venturecapital #elonmusk #airbnb

Kara SwisherhostMike Maples Jr.guestScott Gallowayhost
Oct 1, 202410mWatch on YouTube ↗

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  1. KS

    Mike Maples Jr. is the co- founder of the venture, uh, capital firm, Floodgate. He's written a new book, Pattern Breakers: Why Some Startups Change the Future. And let me say, I was just telling Scott a second ago, you're one of my favorite people to talk to 'cause you're so smart. You've always given me good insights. And, although at the same time, with many VCs, it's a low bar. Um, so, uh, but I've always appreciated your insights. You- it was always different and unusual. So, let's just get into it. Just for people who don't know, you were an early investor. You've always been a very earlier investor. In Twitter, uh, when it was Odeo, Twitch, Lyft, and many others. What exactly defines a founder or company as a pattern breaker? I mean, that's... why- why'd you call your book Pattern Breakers?

  2. MJ

    Now, I'll, I'll give an example that's not even in the startup realm, but it would be a pattern-breaking example of recent times, the Tesla Cybertruck. Now, y- you may like it, you may dislike it, when I saw it a- announced, I thought he might be joking. Right? Like, I, I was like, "Is he really gonna ship that thing?" But nobody, when they see a Cybertruck ever says, "Well, so how does that compare to an F-150?" So, Elon kind of says, "Live in my future or don't, but you have to choose." Uh, so pattern breaker is... the idea was that we tend to operate according to consistent patterns. And that's actually not a bad thing. That help- helped us avoid saber-toothed tigers or it helps us fit in socially in communities and stuff. But, but pattern break- uh, pattern matching, uh, creates a bias as well. It causes you to not, not see other, other opportunities.

  3. KS

    This is a quote from you. "The right amount of disagreeableness can be a founder's ally in developing breakthrough ideas." Now, at the same time, it can lead to toxicity. You mentioned Elon-

  4. MJ

    Yeah.

  5. KS

    ... he was, he was very disagreeable, but it's morphed into toxicity now-

  6. MJ

    Mm-hmm.

  7. KS

    ... right? In a way that's... everything is disagreeable, right? Talk about that balance. 'Cause I agree with you, uh, you know, I, I think I'm a disagreeable person. I think that's one of the reason I'm successful-

  8. MJ

    (laughs)

  9. KS

    ... 'cause I disagree. No, but I go-

  10. MJ

    Okay.

  11. KS

    ... I'm like, "I wanna do podcasts now 10 years ago." This is what I-

  12. MJ

    (laughs)

  13. KS

    ... even though... and a lot of people said no or-

  14. SG

    Don't say anything. Don't say-

  15. KS

    I'm just saying-

  16. SG

    ... anything.

  17. KS

    Shush. Shush. Shush. Shush. Um, but we'll talk about this disagreeableness and when it becomes kind of, you know, I was right before and you'll see that I'm right again, 'cause it's not always the case for sure.

  18. MJ

    Yeah. So, um, so I'm gonna tread carefully on this question because, uh-

  19. KS

    Okay.

  20. MJ

    ... my, uh, you know, I'm, I'm a little bit more positive on Elon than you might be.

  21. KS

    Yes, I know that.

  22. MJ

    Um, so, so like the way I-

  23. SG

    'Cause you're a VC looking for his next deal? What, what VC-

  24. KS

    (laughs)

  25. MJ

    (laughs)

  26. SG

    ... out there with a fond open is critical of Elon Musk?

  27. MJ

    Okay. Well, let me-

  28. SG

    Anyways.

  29. MJ

    So I haven't invested in his companies.

  30. SG

    But I'm sure you're, I'm sure you're fondness for him is, is, is genuine. Anyways, go ahead though.

Episode duration: 10:54

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