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Infinite Loops

Jim O'Shaughnessy
Infinite Loops
Latest episode

331 episodes

  • Infinite Loops

    Jameson Olsen - Becoming the Main Character (Ep. 322)

    09/07/2026 | 1h 34 mins.
    What if the great stories were more than just stories?
    Jameson Olsen, host of Becoming the Main Character, joins guest host Liberty to explore fiction as a kind of operating system for life — a way to study agency, ambition, empathy, failure, courage, and change without having to live every consequence yourself. Through Hamlet, Frankenstein, Sherlock Holmes, Lord of the Rings, training montages, NPCs, and the Hero's Journey, they discuss what it means to stop drifting through life and start holding the pen of your own story.

    Important Links:

    Listen to Jameson's podcast here: https://www.becomingmain.com/
  • Infinite Loops

    David Gelles - The Stories that Shape Business (Ep. 321)

    02/07/2026 | 1h 10 mins.
    David Gelles joins guest host Jimmy Soni to discuss his career covering business for The New York Times. They talk about his books - Mindful Work, The Man Who Broke Capitalism, and Dirtbag Billionaire - and the reporting behind major stories on Bernie Madoff, Jack Welch, Boeing's 737 Max crashes, and Patagonia's Yvon Chouinard.
    David explains how he broke a front-page story five weeks into journalism school, how he convinced Bernie Madoff to grant him a prison interview, and his process for writing books while working full-time. They also discuss raising kids who read for hours every day and why meditation helps him stay sane.
  • Infinite Loops

    Gretchen Rubin - How Curiosity Becomes a Calling (Ep. 320)

    25/06/2026 | 1h 23 mins.
    Gretchen Rubin joins guest host and Infinite Books CEO Jimmy Soni to discuss her journey from Supreme Court clerk to bestselling author, the creative obsessions that shaped her career, and the daily habits that fuel her work.

    They cover her transition from law to writing Power Money Fame Sex, why she often ends up writing the book before the proposal, the art of editing until the final hour (even during pass pages), her 5:30 AM writing routine, and why "know thyself" remains the foundation of all her books - from 40 Ways to Look at Winston Churchill to Life in Five Senses.
    Important Links:
    Learn more about Gretchen: https://gretchenrubin.com/
    Read more of Gretchen's work: https://gretchenrubin.com/books
    Listen to Gretchen's podcast: https://gretchenrubin.com/happier/
  • Infinite Loops

    Ben Cohen - The Hidden Art of Making Things Better (Ep. 319)

    18/06/2026 | 1h 20 mins.
    Wall Street Journal columnist Ben Cohen joins guest host Jimmy Soni, CEO of Infinite Books, to explore the hidden art of making things better. They explore the hot hand phenomenon in basketball, why Moneyball shaped a generation of journalists, the peanut butter and jelly crisis in the Warriors locker room, why ASML is the most important company you've never heard of, the strange story of Driscoll's tastiest berries, and the troubled development of The Princess Bride.

    Important Links:

    Learn more about Ben here: https://www.wsj.com/news/author/ben-cohen

    Read The Science of Success: https://www.wsj.com/news/types/science-of-success

    Read The Hot Hand: https://www.harpercollins.com/pages/hothand
  • Infinite Loops

    Revan Lazarus - How AI is Rebuilding the Creator Economy (Ep. 318)

    11/06/2026 | 54 mins.
    AI is no longer just a tool creators use to make content faster. It is beginning to reshape the entire creator economy.
    Revan Lazarus is the founder of Jamie, an AI platform for podcast networks and digital sales teams.
    He joins Infinite Loops, guest-hosted by Nick Tawil, to discuss how AI is changing podcasting, media sales, audience analytics, creator monetization, brand deals, and the future of content itself.

    Important Links:

    Learn more about Jamie AI: https://www.jamie-ai.com/
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About Infinite Loops
Every Thursday, join Jim O'Shaughnessy and his favorite people as they arm you with the tools & fresh perspectives required to upgrade your HumanOS and thrive in our messy, probabilistic world. Visit our Substack at newsletter.osv.llc for full transcripts, highlights, weekly doses of timeless wisdom, and a bounty of other goodies designed to make you go, "Hmm that's interesting!"
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