Infinite Loops
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 investor at Thiel Capital and the creator and host of ‘American Alchemy’, a Youtube channel dedicated to highlighting the most heretical thinkers and ideas of our time. He joins the show to discuss the...
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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: Read more from Nat here:
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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.
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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: Read more about the Platform Revolution here:
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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:
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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...
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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:...
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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: Read The Science of Success: Read The Hot Hand:
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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:
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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 , we sit down for a roundtable on the hidden global economy of secondhand textiles with , , and , all experts in the field. We discuss how the industry works, why fast fashion has made the problem harder, why 70% of the world uses secondhand clothing, what AI can and can’t solve, and why turning an old shirt into a new shirt is still much harder than it sounds....
info_outlineAuthor, CEO of VUDU Marketing and digital nomad Sam McRoberts returns for his second appearance on Infinite Loops. This week, Sam and Jim discuss Sam’s latest book ‘The Grand Redesign’.
Part science-fiction, part operating manual for upgrading human OS, ‘The Grand Redesign’ touches on a number of recurring Infinite Loops themes, and is available for free online (see ‘Important Links’ section below).
Important Links:
- The Grand Redesign
- Sam’s Twitter
- Sam’s Substack
- The Thinker and The Prover
- Tinkered Thinking’s winning entry to our ‘White Mirror’ competition
Show Notes:
- Why Sam wrote the book
- Is the Watcher a reliable narrator?
- Interfering with complex systems
- An overview of Social OS
- Why we need White Mirror
- The kindness pledge
- Incentives and the Cobra Effect
- How do we break the Shannon limit?
- Jim’s movie idea
- Improving the political and legal system
- The opportunities of AI
- Optimising our system for flourishing
- Finding the hidden geniuses
- Sam’s solutions; reaching the tipping point
- Sam’s hopes for the book
- MUCH more!
Books Mentioned:
- The Grand Redesign; by Sam McRoberts
- The Status Game: On Human Life and How to Play It; by Will Storr
- Prometheus Rising; by Robert Anton Wilson
- House of Cards: Psychology and Psychotherapy Built on Myth; by Robyn Dawes
- The Lessons of History: by Will Durant and Ariel Durant
- Happy: Why More or Less Everything is Absolutely Fine; by Derren Brown
- The Inevitable: Understanding the 12 Technological Forces That Will Shape Our Future; by Kevin Kelly