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Infinite Loops

Jim O'Shaughnessy
Infinite Loops
Latest episode

334 episodes

  • Infinite Loops

    Nat Eliason - The High School That Guarantees You'll Make $1 Million (Ep. 325)

    30/07/2026 | 1h 36 mins.
    Nat Eliason joins guest host Jimmy Soni to discuss Founders School, a new high school for entrepreneurs that guarantees students will generate $1 million in gross profit by graduation or get their tuition refunded.

    We explore how AI is changing what teenagers can build, why traditional entrepreneurship education falls short, and what happens when we take young people seriously.

    Important Links:

    Learn more about Founders School: https://founders.school/

    Read more from Nat here: https://www.nateliason.com/
  • Infinite Loops

    Philip Howard - How to Bring Common Sense Back to America (Ep. 324)

    23/07/2026 | 1h 16 mins.
    Philip Howard joins Infinite Loops to explain how America's legal and regulatory system became too complicated to function effectively—and how we can rebuild it around judgment, accountability, and human agency.
    We discuss why government has become unmanageable, how thousand-page rulebooks discourage individual judgment, why infrastructure projects can take decades to approve, and how public institutions end up costing more while delivering less.
  • Infinite Loops

    Sangeet Choudary - How AI Will Reshape the Knowledge Economy (Ep. 323)

    16/07/2026 | 1h 48 mins.
    Sangeet Choudary joins Infinite Loops to explain why AI's greatest impact will not be automating today's work, but rebuilding the structures beneath it.
     
    They discuss AI-native companies, the future of knowledge work, the American and Chinese AI models, creative "exhaust," changing career paths, and how to compete when the rules of the game are constantly being rewritten.

    Important Links:

    Learn more about Sangeet and Reshuffle here: https://reshufflebook.com/

    Read more about the Platform Revolution here: https://platformthinkinglabs.com/materials/platform-revolution
  • 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.
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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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