# 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!" Page: Feed: --- ## [Lulu Cheng Meservey - — Going Direct: What Founders can learn from K-Pop, Crypto, and the Early Christians (Infinite Loops Classics)](https://infiniteloopspodcast.com/133) _2026-08-13_ 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 (and jobs!) are out of date, but the ideas have only gotten better. Enjoy this conversation with Lulu Cheng Meservey. Lulu Cheng Meservey is the Chief… [Listen](https://traffic.libsyn.com/secure/infiniteloops/CLASSIC_EP.133_-_Lulu_Cheng_Meservey_FINAL.mp3?dest-id=1666472) ## [Jesse Michels — American Alchemy (Infinite Loops Classics)](https://infiniteloopspodcast.com/145) _2026-08-06_ 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 have aged since (mine included), but the ideas have only gotten better. Enjoy this one with the wonderfully heretical Jesse Michels. Jesse Michels is an… [Listen](https://traffic.libsyn.com/secure/infiniteloops/Jesse_Michels_Classic.mp3?dest-id=1666472) ## [Nat Eliason - The High School That Guarantees You'll Make $1 Million (Ep. 325)](https://infiniteloopspodcast.com/325) _2026-07-30_ 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:… [Listen](https://traffic.libsyn.com/secure/infiniteloops/OSV_NAT_EPISODE_Final.mp3?dest-id=1666472) ## [Philip Howard - How to Bring Common Sense Back to America (Ep. 324)](https://infiniteloopspodcast.com/324) _2026-07-23_ 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… [Listen](https://traffic.libsyn.com/secure/infiniteloops/OSV_Howard_Episode_1.mp3?dest-id=1666472) ## [Sangeet Choudary - How AI Will Reshape the Knowledge Economy (Ep. 323)](https://infiniteloopspodcast.com/323) _2026-07-16_ 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… [Listen](https://traffic.libsyn.com/secure/infiniteloops/OSV_Sangeet_EPISODE_Final_Audio1.mp3?dest-id=1666472) ## [Jameson Olsen - Becoming the Main Character (Ep. 322)](https://infiniteloopspodcast.com/322) _2026-07-09_ 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,… [Listen](https://traffic.libsyn.com/secure/infiniteloops/OSV_Jameson_Episode_AUDIO.mp3?dest-id=1666472) ## [David Gelles - The Stories that Shape Business (Ep. 321)](https://infiniteloopspodcast.com/321) _2026-07-02_ 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… [Listen](https://traffic.libsyn.com/secure/infiniteloops/OSV_Gelles_Episode_1.mp3?dest-id=1666472) ## [Gretchen Rubin - How Curiosity Becomes a Calling (Ep. 320)](https://infiniteloopspodcast.com/320) _2026-06-25_ 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… [Listen](https://traffic.libsyn.com/secure/infiniteloops/OSV_RUBIN_Episode_1.mp3?dest-id=1666472) ## [Ben Cohen - The Hidden Art of Making Things Better (Ep. 319)](https://infiniteloopspodcast.com/319) _2026-06-18_ 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… [Listen](https://traffic.libsyn.com/secure/infiniteloops/OSV_COHEN_Episode_1.mp3?dest-id=1666472) ## [Non-custodial Crypto Payments & Escrow (Sponsored)](https://crawlproof.com/a/qNBJCE8jGnxZ) _2026-06-18 · **Sponsored**_ Accept multi-chain crypto with trustless escrow, instant confirmations, and no KYC ## [Revan Lazarus - How AI is Rebuilding the Creator Economy (Ep. 318)](https://infiniteloopspodcast.com/318) _2026-06-11_ 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… [Listen](https://traffic.libsyn.com/secure/infiniteloops/OSV_LAZARUS_EPISODE_AUDIO.mp3?dest-id=1666472)