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ACQ Sessions: Jason Calacanis

We kick off ACQ Sessions with the-behind-the-scenes story of All-in, from the world’s greatest moderator himself Jason Calacanis. ACQ Sessions is our new, occasional “MTV Unplugged” version of Acquired: a great IRL guest, a bottle (or two) of wine, and no script. We talk about everything you’d imagine we would over wine with JCal — All-In, bestie relationships, money & politics in Silicon Valley, who his influences and mentors have been (one surprise — the great Fred Wilson of USV!), what motivates him to keep grinding and why, at age 50+ when he could easily be winding down he’s instead speeding up into the most productive phase of his entire career. Pour a beverage yourself, pull up a comfy seat and join us! If you want more Acquired, you can follow our public LP Show feed in the podcast player of your choice (including Spotify!): http://pod.link/acquiredlp Survey! Please take our 2022 Acquired Survey if you have a minute. It'd mean the world to us! http://acquired.fm/survey Sponsors: Thanks to Vanta for being our presenting sponsor for this special episode. Vanta is the leader in automated security compliance – making SOC 2, HIPAA, GDPR, and more a breeze for startups and organizations of all sizes. You might say they’re like the “AWS of security and compliance”! Everyone in the Acquired community can get 10% off using this link: https://bit.ly/acquiredvanta Thank you as well to Brex and to Tiny: https://bit.ly/acquiredbrex https://bit.ly/acquiredtiny Note: Acquired hosts and guests may hold assets discussed in this episode. This podcast is not investment advice, and is intended for informational and entertainment purposes only. You should do your own research and make your own independent decisions when considering any financial transactions.

David RosenthalhostBen GilberthostJason Calacanisguest
Oct 4, 20222h 23mWatch on YouTube ↗

EVERY SPOKEN WORD

  1. DR

    [upbeat music] So wait, it was a magazine when you started?

  2. BG

    Magazine, yeah.

  3. JC

    Magazine, that's how I started, yeah.

  4. DR

    You said-

  5. JC

    Magazines was, like, the original platform for-

  6. BG

    Wait, are we star- have we started?

  7. JC

    ... Silicon Alley.

  8. BG

    I guess we've started.

  9. DR

    This is, this is the trick, we've just been recording the whole time.

  10. BG

    We just started, yeah, the whole time. [chuckles]

  11. JC

    Yeah, but that, I don't know-

  12. DR

    Welcome to Acquired Sessions.

  13. BG

    All that stuff that you said beforehand-

  14. JC

    Yeah

  15. BG

    ... that, like, was really juicy, I don't think we should put that in.

  16. JC

    No, definitely not.

  17. BG

    [laughs]

  18. JC

    Definitely not. No, we don't wanna tell people where the bodies are buried. Well, cheers, boys.

  19. DR

    Cheers!

  20. JC

    Here we go. We're... This is the... Is this the first one, or- [glasses clink]

  21. DR

    This is the first-

  22. BG

    First one

  23. DR

    ... in real life.

  24. JC

    Wow, IRL.

  25. DR

    But I think this is our ninth, tenth together, something like that?

  26. JC

    A lot between the two pods, yeah, for sure. Great to know you, boys. [sighs]

  27. BG

    So this is the first Acquired Sessions.

  28. JC

    Acquired Sessions. I feel like I should get out a guitar here and just play some Dylan. [laughs]

  29. BG

    [laughs] This is, this is your baby. What is Acquired Sessions?

  30. DR

    Acquired Sessions is, normally on the show, we are, like, so scripted-

Episode duration: 2:23:51

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