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Infinite Loops

von Jim O'Shaughnessy

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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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  1. Tren Griffin - How To Write, Publish & Sell A Book In The AI Era (Ep. 334)

    Tren Griffin, author of Charlie Munger: The Complete Investor and the 25iq blog, joins Jim O'Shaughnessy on Infinite Loops to talk about why writing a book is rarely about money, how AI is reshaping writing and publishing, why every author

  2. Spencer Greenberg - 106 Self-Help Books Distilled Into 12 Strategies (Ep. 333)

    Spencer Greenberg, mathematician, founder of Clearer Thinking, and co-author of The 12 Levers, joins Jim O'Shaughnessy on Infinite Loops to talk about which self-help techniques hold up to evidence, why memory works like autocomplete, how e

  3. Ed William - Writing A Biography That Reads Like Fiction (Ep. 332)

    Pre-order No One's Coming to Save You today: https://infinitebooks.com/products/no-ones-coming-to-save-you David Rhoiney was five when his father walked out, forcing David to become the "man of the house." Compton, Oakland, Long Beach: no m

  4. Emma Camp - Why Gen Z Is Afraid of Rejection: Dating, Therapy Culture & Housing (Ep. 331)

    Emma Camp, senior newsletter editor at The Wall Street Journal's Free Expression, joins Jim O'Shaughnessy on Infinite Loops to talk about why Gen Z is dating less and spending more time alone, how therapy culture and helicopter parenting ca

  5. Julie Fredrickson - The Right to Compute: AI Agents, Nuclear Power & Human Data (Ep. 330)

    Julie Fredrickson, Managing Partner of Chaotic Capital, rejoins Jim O'Shaughnessy on Infinite Loops to talk about Montana's Right to Compute Act, why verified human data may become one of the most valuable assets online, what nuclear power

  6. Derek Sivers - Living Many Lives: Parenting, Moving Countries & AI (Ep. 329)

    Derek Sivers, author, entrepreneur, TED speaker, and founder of CD Baby, joins Jim O'Shaughnessy on Infinite Loops to talk about parenting a teenager who is ready to leave home, why he moves countries on purpose and plans to live in Bangalo

  7. Brent Seales - How AI Is Reading the Only Library That Survived Antiquity (Ep. 328)

    Dr. Brent Seales, computer scientist at the University of Kentucky and co-founder of the Vesuvius Challenge, joins guest host Nick Tawil on Infinite Loops to explain how synchrotron X-rays and machine learning are making unopenable ancient

  8. Ryan Resch - How Data Changed the NBA and What AI Changes Next (Ep. 327)

    Ryan Resch, former Assistant General Manager and VP of Basketball Operations for the Phoenix Suns, joins guest host Jimmy Soni on Infinite Loops to explore what happens to competitive advantage when every team has the same data, and why the

  9. Brian Chau - How AI is Reinventing Investigative Journalism (Ep. 326)

    Brian Chau, founder of Effort News, joins Infinite Loops to explore how AI could fundamentally reshape investigative journalism—not by writing articles, but by searching, analyzing, and connecting millions of legal, financial, and governmen

  10. Julian Gough — The Egg and The Rock (Infinite Loops Classics)

    We're digging out some of our favorite conversations from the archive. This one is from January 2025, with Julian Gough. Enjoy. Julian Gough sums up his career as follows: "I just sit in my room and write." Well, I think being an acclaimed

  11. Dr. Julie Gurner — Ultra Successful (Infinite Loops Classics)

    Hi everyone, Jim here. We're taking a short pause on new episodes through the end of August. In the meantime, we're digging out some of our favorite conversations from the archive. This one is from August 2023, with Dr. Julie Gurner. Enjoy.

  12. Lulu Cheng Meservey — Going Direct: What Founders can learn from K-Pop, Crypto, and the Early Christians (Infinite Loops Classics)

    Hi everyone, Jim here. We're taking a short pause on new episodes through the end of August. In the meantime, we're digging out some of our favorite conversations from the archive. This one is from November 2022, so a few of our references

  13. Jesse Michels — American Alchemy (Infinite Loops Classics)

    Hi everyone, Jim here. We're taking a short pause on new episodes through the end of August. In the meantime, we're digging out some of our favorite conversations from the archive. This one is from February 2023, so a few of the references

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

    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 chan

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

    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 ha

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

    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 Chines

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

    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, failur

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

    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 storie

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

    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

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

    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 journali

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

    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 Lo

  22. Brian London, Marisa Adler & Eric Stubin - The Hidden Economy of Recycled Clothes (Ep. 317)

    What actually happens after you donate a bag of clothes? Most people assume it gets sold locally to someone in need, but the reality is much bigger, stranger, and more global. In this episode of Infinite Loops, hosted by OSV's Nick Tawil (h

  23. Jason Buck - Faith, Failure, and Finance (Ep. 316)

    Jason Buck, founder and CIO of Mutiny Funds, joins Infinite Loops to tell the painful and darkly funny story of how the 2007–2008 crash destroyed his real estate business, wiped out his paper wealth, and taught him one of the hardest lesson

  24. Chelsea Follett - Why Progress Is the Exception, Not the Rule (Ep. 315)

    Chelsea Follett joins Infinite Loops to explain why the "good old days" were far darker than most people imagine — and why progress should never be taken for granted. Chelsea is the managing editor of Human Progress and author of Centers of

  25. Mykhailo Marynenko - AI Tools That Give Creators More Control (Ep. 314)

    Mykhailo Marynenko joins Infinite Loops for for a fascinating conversation about the future of AI, creative tools, privacy, and data ownership. From growing up in his father's phone repair shop in Ukraine to building experimental AI systems

  26. Danielle Crittenden - Dispatches from Grief (Ep. 313)

    On a February morning, Danielle Crittenden's world cleaved in two: the life before her daughter Miranda was found dead in her Brooklyn apartment, and the life after. Two years and three months later, Danielle joins Infinite Loops to discuss

  27. Saloni Dattani - The Hidden Bottleneck Holding Back the Future of Medicine (Ep. 312)

    Saloni Dattani, author of the Scientific Discovery Substack and founding editor of Works in Progress magazine, joins Infinite Loops to discuss why medical innovation is often much slower than it needs to be. We explore why so much research

  28. Brian Potter - How to Fix America's Building Problem

    Why has America become so bad at building housing, infrastructure, and major projects? Brian Potter, author of The Origins of Efficiency and writer of Construction Physics, explains why prefab housing keeps failing and why there are no easy

  29. Alex Petkas - What Ancient Greece Can Teach Us About AI and the Future (Ep. 310)

    What can Aristotle, Plato, Prometheus, and the Greek city-states teach us about AI, innovation, and the future of human flourishing? Alex Petkas joins the show to explore how old myths still matter in a world shaped by technology. We talk a

  30. Sam Arbesman - Why Future Belongs to Curious People (Ep. 309)

    Scientist and writer Sam Arbesman joins us for a wide-ranging conversation on AI, optimism, science, education, archives, science fiction, and why the history of computing still has so much to teach us. We talk about why pessimism is often

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