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Johnathan Bi - Why the Best Founders Might Need a Little Delusion (Ep. 308)
Johnathan 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 some of the most effective builders may be the least introspe
Polina Pompliano - What Truly Drives Successful People (Ep. 307)
Polina 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 episode of Infinite Loops, we explore the mental models behind high
Adam Mastroianni - Why Creativity Feels Like It's Dying (Ep. 306)
In 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 it's fading? From endless remakes to cultural sameness, Adam a
Arkady Kulik - The Psychology of Self-Deception (Ep. 305)
In 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. Kulik discusses why the hardest problems in business are almo
Angus Fletcher - The Biggest Mistake We Made About Intelligence (Ep. 304)
In 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 books at the intersection of narrative theory, psychology, an
Jonathan Tepper - Growing Up in the Heroin Capital of Europe (Ep. 303)
In 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 the family to San Blas — then the heroin capital of Europe — t
Paul Millerd & Jimmy Soni — The Creative Opportunities of a Boring Life (EP. 302)
Fresh off releasing one of the most beautiful (https://pathlesspath.com/) hardcover books we've ever seen, Paul Millerd returns alongside Infinite Books CEO Jimmy Soni for a deep dive into the broken incentives of traditional publishing, wh
Packy McCormick - How Writing Shapes Companies (Ep. 301)
Packy 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 clearly, how optimism becomes rational when you spend time wit
Jean-Marc Daecius - The Last Human Chief of Staff (Ep. 300)
What 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 be "AI first" — and why he believes he may be the company's l
John Wang - The Man Who Built The Queens Night Market (Ep. 299)
The 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, joins Infinite Loops to explain how a side project with a "terr
Cliff Asness - Surviving the Meme Stock Bubble (Ep. 298)
Cliff 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 years. He's also one of the most candid. In this conversation, Clif
Tomás Pueyo — Explaining the World Through Geography, History and Data (EP. 297)
Tomás 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 future. We cover why humans are horrible at understanding expo
Annie Duke — Why We Make the Wrong Decisions (Ep. 296)
Annie 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. Annie explains why misinterpretation is more dangerous than mi
Jimmy Soni — The Publishing System is Broken (EP. 295)
Jimmy 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 Jimmy's forthcoming book on Kobe Bryant, why the world needs more
Guy Spier — Wealth, Wisdom & Enlightenment (Infinite Loops CLASSICS)
Happy 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 meantime, why not tuck into this conversation with Guy Spier
Vik Muniz — The Art of Perception (EP.294)
What 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 renowned artist Vik Muniz to explore a radical and deeply human id
Marc Dennis — Painting the Punchline (EP.293)
Artist 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 accidentally starting a forest fire at age seven to becoming a tenu
Ariel Meyerowitz — Navigating the Art World (EP. 292)
Professional art advisor Ariel Meyerowitz joins Jim O'Shaughnessy to demystify the complex world of art. Ariel provides an essential guide for aspiring collectors, explaining where to begin, how to develop your eye, and why buying what you
Adam Moskowitz — The Way of the Cheesemonger (EP.291)
Adam Moskowitz is the King of Cheese—but his path to the throne was anything but straight. In this delicious episode of Infinite Loops, Adam shares his wild journey from a failed rap career and a battle with addiction to becoming one of the
Todd Rose — Escaping the Trap of the Standard Path (EP.290)
From a 0.9 GPA in rural Utah to the faculty of Harvard, Todd Rose's life is a testament to the idea that the "standard path" is a myth. In this return appearance on Infinite Loops, Todd opens up about the gritty, unvarnished reality of his
George Mack — The Game of Life (Infinite Loops CLASSICS)
Hello everyone, Jim here. We're taking a brief break from new episodes to spotlight a golden oldie from the Infinite Loops archive. This conversation from December 2023 remains one of my favorites. Fresh episodes return next week, but first
Michael Perry — Improbable Mentors and the Art of Midwestern Storytelling (EP. 289)
What happens when a shy farm kid from rural Wisconsin who never dreamed of being a writer becomes one of America's most beloved storytellers? Michael Perry joins Infinite Loops to share his remarkable journey from cleaning calf pens to pitc
Kenneth Stanley — The Trap of the Objective (EP.288)
Ken Stanley – AI researcher and author of "Why Greatness Cannot Be Planned" – joins me to explore why ambitious objectives can blind us to the stepping stones that make breakthroughs possible. Ken is the inventor of the novelty search algor
Elle Griffin — Rethinking Ownership and the Future of Work (EP. 287)
Writer, editor, and founder of The Elysian, Elle Griffin joins me on Infinite Loops to discuss her vision for participatory capitalism, a world where ownership, reputation, and creativity are shared more broadly across society. We explore t
Jay Yang — The Power of Permissionless Action (EP. 286)
What if the biggest barrier between you and your dreams isn't talent, connections, or luck— but simply the belief that you need permission to act? Jay Yang joins Infinite Loops to challenge one of the most limiting assumptions of our time:
Jeff Bussgang — The Experimentation Machine (EP.285)
Jeff Bussgang — entrepreneur, venture capitalist, Harvard Business School professor, and co-founder of Flybridge Capital — joins Infinite Loops to explore how AI is transforming the operating systems of startups. We dive into Jeff's framewo
Dan Wang — China, US and our Collective Future (EP.284)
Dan Wang, author of "Breakneck: China's Quest to Engineer the Future," joins me to explore why China builds while America blocks, how lawyers strangled U.S. infrastructure, and why Connecticut trains run slower than they did in 1914. Dan li
Alex Danco — Speeches and Spells for the Kings and Priests (EP.283)
It's Alex Danco's landmark 10th appearance on Infinite Loops! He joins the show to discuss his move from Shopify to a16z (where he'll be building out their editorial operations), the power dynamics between VCs and founders (the kings and pr
Sangeet Paul Choudary — AI and our System Reshuffle (EP.282)
Sangeet Paul Choudary, bestselling author of Platform Revolution and Reshuffle, and senior fellow at UC Berkeley, joins the show to challenge the conventional wisdom about AI's impact on our economy. We explore why knowledge workers risk fa
Michael Dean — The Architecture of Essays (EP.281)
Michael Dean — architect-turned-writer, O'Shaughnessy Fellow, and creator of Essay Architecture — joins the show to explore the hidden structures beneath nonfiction and why essays, like buildings, can be designed with patterns rather than l
