Infinite Loops
by Jim O'Shaughnessy
Jun Kwak - AI Agents and the Future of Commerce (Ep. 335)
About this podcast
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!"
Episodes
The newest 50 of 349 episodes
- Jun Kwak - AI Agents and the Future of Commerce (Ep. 335) · 1 h 42 minJun Kwak, co-founder and CTO of Overjoy, joins Jim O'Shaughnessy on Infinite Loops to talk about why he believes every B2B SaaS company will have to become a service business…
- Infinite Loops Classics | Mike Maples, Jr. — How To Become a Pattern-Breaking Founder · 1 h 35 minThis week, we're re-upping one of my favorite episodes from the archives: my chat with Mike Maples, Jr., from September 2024. Normal scheduling will resume next week. Enjoy! ***…
- Tren Griffin - How To Write, Publish & Sell A Book In The AI Era (Ep. 334) · 1 h 45 min · Episode 334Tren 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…
- Spencer Greenberg - 106 Self-Help Books Distilled Into 12 Strategies (Ep. 333) · 1 h 46 min · Episode 333Spencer 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…
- Ed William - Writing A Biography That Reads Like Fiction (Ep. 332) · 1 h 19 min · Episode 332Pre-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…
- Emma Camp - Why Gen Z Is Afraid of Rejection: Dating, Therapy Culture & Housing (Ep. 331) · 1 h 21 min · Episode 331Emma 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…
- Julie Fredrickson - The Right to Compute: AI Agents, Nuclear Power & Human Data (Ep. 330) · 1 h 28 minJulie 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…
- Derek Sivers - Living Many Lives: Parenting, Moving Countries & AI (Ep. 329) · 1 h 44 minDerek 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…
- Brent Seales - How AI Is Reading the Only Library That Survived Antiquity (Ep. 328) · 55 minDr. 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…
- Ryan Resch - How Data Changed the NBA and What AI Changes Next (Ep. 327) · 1 h 42 minRyan 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…
- Brian Chau - How AI is Reinventing Investigative Journalism (Ep. 326) · 1 h 46 minBrian Chau, founder of Effort News, joins Infinite Loops to explore how AI could fundamentally reshape investigative journalism—not by writing articles, but by searching…
- Julian Gough — The Egg and The Rock (Infinite Loops Classics) · 1 h 47 minWe'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…
- Dr. Julie Gurner — Ultra Successful (Infinite Loops Classics) · 1 h 33 minHi 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…
- Lulu Cheng Meservey — Going Direct: What Founders can learn from K-Pop, Crypto, and the Early Christians (Infinite Loops Classics) · 1 h 37 minHi 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…
- Jesse Michels — American Alchemy (Infinite Loops Classics) · 1 h 25 minHi 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…
- Nat Eliason - The High School That Guarantees You'll Make $1 Million (Ep. 325) · 1 h 36 minNat 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…
- Philip Howard - How to Bring Common Sense Back to America (Ep. 324) · 1 h 16 minPhilip 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…
- Sangeet Choudary - How AI Will Reshape the Knowledge Economy (Ep. 323) · 1 h 48 minSangeet 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…
- Jameson Olsen - Becoming the Main Character (Ep. 322) · 1 h 34 minWhat 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…
- David Gelles - The Stories that Shape Business (Ep. 321) · 1 h 10 minDavid 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…
- Gretchen Rubin - How Curiosity Becomes a Calling (Ep. 320) · 1 h 23 minGretchen 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…
- Ben Cohen - The Hidden Art of Making Things Better (Ep. 319) · 1 h 20 minWall 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…
- Revan Lazarus - How AI is Rebuilding the Creator Economy (Ep. 318) · 55 minAI 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…
- Brian London, Marisa Adler & Eric Stubin - The Hidden Economy of Recycled Clothes (Ep. 317) · 1 h 7 minWhat 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…
- Jason Buck - Faith, Failure, and Finance (Ep. 316) · 2 h 1 minJason 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…
- Chelsea Follett - Why Progress Is the Exception, Not the Rule (Ep. 315) · 1 h 29 minChelsea 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…
- Mykhailo Marynenko - AI Tools That Give Creators More Control (Ep. 314) · 1 h 43 minMykhailo 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…
- Danielle Crittenden - Dispatches from Grief (Ep. 313) · 1 h 52 minOn 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…
- Saloni Dattani - The Hidden Bottleneck Holding Back the Future of Medicine (Ep. 312) · 1 h 25 minSaloni 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…
- Brian Potter - How to Fix America's Building Problem · 1 h 13 minWhy 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…
- Alex Petkas - What Ancient Greece Can Teach Us About AI and the Future (Ep. 310) · 1 h 36 minWhat 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…
- Sam Arbesman - Why Future Belongs to Curious People (Ep. 309) · 1 h 46 minScientist 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…
- Johnathan Bi - Why the Best Founders Might Need a Little Delusion (Ep. 308) · 1 h 39 minJohnathan Bi returns to Infinite Loops for a conversation about founders, delusion, America, religion, mysticism, and the strange tension between truth and action. We explore why…
- Polina Pompliano - What Truly Drives Successful People (Ep. 307) · 1 h 7 minPolina Pompliano studies some of the most successful people in the world—and what she's found challenges how we think about success, creativity, and human behavior. In this…
- Adam Mastroianni - Why Creativity Feels Like It's Dying (Ep. 306) · 1 h 32 minIn this episode of Infinite Loops, we speak with Adam Mastroianni—experimental psychologist and sharp critic of modern culture and science. We ask, why does creativity feel like…
- Arkady Kulik - The Psychology of Self-Deception (Ep. 305) · 1 h 31 minIn this episode of Infinite Loops, we sit down with venture capitalist and physicist Arkady Kulikov to explore the psychology behind founders, responsibility, and self-deception…
- Angus Fletcher - The Biggest Mistake We Made About Intelligence (Ep. 304) · 1 h 36 min · Episode 304In this episode of Infinite Loops, Jim O'Shaughnessy sits down with Angus Fletcher, Professor of Story Science at Ohio State University's Project Narrative and author of multiple…
- Jonathan Tepper - Growing Up in the Heroin Capital of Europe (Ep. 303) · 1 h 12 minIn this episode of Infinite Loops, we sit down with author Jonathan Tepper to discuss his extraordinary childhood. In 1985, when Jonathan was seven, his missionary parents moved…
- Paul Millerd & Jimmy Soni — The Creative Opportunities of a Boring Life (EP. 302) · 1 h 30 min · Episode 302Fresh off releasing one of the most beautiful hardcover books we've ever seen, Paul Millerd returns alongside Infinite Books CEO Jimmy Soni for a deep dive into the broken…
- Packy McCormick - How Writing Shapes Companies (Ep. 301) · 1 h 33 minPacky McCormick is one of the most thoughtful writers in tech and investing. In this episode of Infinite Loops, we talk about why writing is still the most powerful way to think…
- Jean-Marc Daecius - The Last Human Chief of Staff (Ep. 300) · 1 h 49 minWhat happens when you design a company assuming AI should do everything it possibly can? Jean-Marc Daecius, OSV's Chief of Staff, joins Infinite Loops to explain what it means to…
- John Wang - The Man Who Built The Queens Night Market (Ep. 299) · 1 h 20 minThe Queens Night Market is one of New York City's most beloved institutions — but it was never supposed to last more than a year. John Wang, founder of the Queens Night Market…
- Cliff Asness - Surviving the Meme Stock Bubble (Ep. 298) · 1 h 57 minCliff Asness — co-founder, managing principal, and chief investment officer at AQR Capital Management — is one of the most influential quantitative investors of the last 30…
- Tomás Pueyo — Explaining the World Through Geography, History and Data (EP. 297) · 1 h 38 min · Episode 297Tomás Pueyo, the French-Spanish engineer and writer behind the successful "Uncharted Territories" Substack, joins us to dismantle the invisible forces that shape our history and…
- Annie Duke — Why We Make the Wrong Decisions (Ep. 296) · 1 h 45 minAnnie Duke — former professional poker player, decision strategist, and bestselling author — joins us for a deep conversation about why smart people so often make bad decisions…
- Jimmy Soni — The Publishing System is Broken (EP. 295) · 1 h 37 minJimmy Soni, CEO and editor in chief of Infinite Books, is back on Infinite Loops. We discuss what's broken in traditional publishing and how we're fixing it. We also dig into…
- Guy Spier — Wealth, Wisdom & Enlightenment (Infinite Loops CLASSICS) · 2 h 2 minHappy Holidays! We're taking a short break from new episodes this week so you can focus on finishing that Christmas dinner. We'll be back next Thursday with something new. In the…
- Vik Muniz — The Art of Perception (EP.294) · 1 h 35 minWhat if the invention that truly made us human wasn't the wheel, language, or even agriculture — but art? In this episode of Infinite Loops, we sit down with internationally…
- Marc Dennis — Painting the Punchline (EP.293) · 1 h 58 minArtist Marc Dennis joins Jim O'Shaughnessy to explore the intersection of hyper-realism, humor, and the "meta-narrative." Marc shares his incredible non-linear journey—from…
- Ariel Meyerowitz — Navigating the Art World (EP. 292) · 1 h 36 minProfessional art advisor Ariel Meyerowitz joins Jim O'Shaughnessy to demystify the complex world of art. Ariel provides an essential guide for aspiring collectors, explaining…







