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Infinite Loops

Infinite Loops

Jim O'Shaughnessy · Jim O'Shaughnessy

329 episodesEN

Show overview

Infinite Loops has been publishing since 2019, and across the 7 years since has built a catalogue of 329 episodes, alongside 1 trailer or bonus episode. That works out to roughly 430 hours of audio in total. Releases follow a weekly cadence.

Episodes typically run an hour to ninety minutes — most land between 1h 7m and 1h 28m — and the run-time is fairly consistent across the catalogue. It is catalogued as a EN-language Technology show.

The show is actively publishing — the most recent episode landed 5 days ago, with 26 episodes already out so far this year. Published by Jim O'Shaughnessy.

Episodes
329
Running
2019–2026 · 7y
Median length
1h 17m
Cadence
Weekly

From the publisher

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!"

Latest Episodes

View all 329 episodes

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

Jun 25, 20261h 23m

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

Jun 18, 20261h 20m

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

Jun 11, 202654 min

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

Jun 4, 20261h 7m

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

May 28, 20262h 1m

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

May 21, 20261h 29m

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

May 15, 20261h 43m

Danielle Crittenden - Dispatches from Grief (Ep. 313)

May 7, 20261h 52m

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

Apr 30, 20261h 25m

Brian Potter - How to Fix America's Building Problem

Apr 23, 20261h 13m

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

Apr 16, 20261h 36m

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

Apr 9, 20261h 46m

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 introspective, why societies often run on useful fictions, how America encourages megalomania, what happens when materialism starts to feel incomplete, and why the "seeker" may matter even more in the age of AI. The episode moves from Plato and Caesar to founders, mystics, near-death experiences, and the future of human creativity. Important Links: Johnathan's Youtube Channel: https://www.youtube.com/@bi.johnathan Johnathan's Substack: https://substack.com/@johnathanbi

Apr 2, 20261h 39m

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 performers, why we misunderstand people (including ourselves), and what it really takes to see the world differently. From creativity and rationality to identity, media bias, and the hidden motivations driving success, this conversation is a deep dive into how great thinkers actually operate. Important Links: Check out Polina's new book: https://www.amazon.com/Hidden-Genius-Thinking-Successful-People/dp/0593715604 More from Polina Pompliano — The Profile: https://theprofile.substack.com

Mar 26, 20261h 7m

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 argues that as society becomes more stable and risk-averse, we may be unintentionally reducing the "deviance" that drives originality and breakthrough thinking. We also discuss why science should get weirder, how to fight credentialism, and the dangers of professionalization. Important Links: To learn more about Adam Mastroianni: https://www.adammastroianni.com/ Adam's Piece on the Decline of Deviance: https://www.experimental-history.com/p/the-decline-of-deviance Slime Mold Time Mold: https://slimemoldtimemold.com/ Our Conversation with Julian Gough: https://newsletter.osv.llc/p/the-egg-and-the-rock-ep-249

Mar 19, 20261h 32m

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 almost always human problems, how great founders deal with stress, and why the biggest lie entrepreneurs tell is often to themselves. He also explains how investors evaluate founder psychology, why difficult conversations are essential in business, and why resilience is more about adaptability than stubbornness. Important Links: Listen to our last conversation with Arkady here: https://www.infiniteloopspodcast.com/arkady-kulik-bridging-science-entrepreneurship-ep193/ Arkady's deep tech venture fund, rpv global: https://rpv.global/

Mar 12, 20261h 31m

Ep 304Angus 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, and brain science. Angus' research challenges one of the most widely accepted ideas in modern culture: that the human brain works like a computer. Drawing on his work with U.S. Army Special Operations, he argues that humans think not in equations, but in actions and stories — and that modern education systems are failing to cultivate the kinds of intelligence needed to navigate the real world. Jim and Angus explore the difference between probability thinking and possibility thinking, why standardized education may be suppressing creativity, how stories shape strategy and leadership, and why the most successful innovators think like explorers rather than optimizers. Important Links: Read Angus' book — Primal Intelligence: The New Science of How We Think: https://www.amazon.com/Primal-Intelligence-New-Science-Think/dp/0593712974 Angus' Harvard Business Review Article — Your Brain Doesn't Work the Way You Think It Does: https://hbr.org/2025/01/your-brain-doesnt-work-the-way-you-think-it-does Learn more about Angus here: https://www.angusfletcher.co/

Mar 5, 20261h 36m

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 — to start a drug rehabilitation center. Jonathan and his brothers grew up alongside former bank robbers, prison survivors, and people living through the AIDS epidemic. These recovering addicts became like older siblings to them. What began with one man in a small apartment grew into a global movement operating in 20 countries. Jonathan's memoir, Shooting Up: A Memoir of Love, Loss, and Addiction, is out now and published in the US by Infinite Books and in the UK by Little, Brown Book Group. Important Links Buy Shooting Up: A Memoir of Love, Loss and Addiction: https://www.infinitebooks.com/books/products/shooting-up Read the first chapter for free: https://infiniteloops.substack.com/p/give-them-to-anyone-who-looks-like Learn more about Jonathan here: https://jonathan-tepper.com/

Feb 26, 20261h 12m

Ep 302Paul Millerd & Jimmy Soni — The Creative Opportunities of a Boring Life (EP. 302)

Fresh 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 incentives of traditional publishing, why the industry breeds "cynicism at scale," and how the internet is powering a second Renaissance for creators. We get into what it means to build a creative life on your own terms, the Taoist approach to growing an audience, how to navigate financial uncertainty while raising a family, and why seemingly boring daily routines fuel extraordinary creative work. I hope you enjoy this conversation as much as I did. For the full transcript, episode takeaways, and bucketloads of other goodies designed to make you go, "Hmm, that's interesting!," check out our Substack. Important Links: Paul's Website Paul's X Paul's Substack The Pathless Path Premium Hardcover Good Work Infinite Books Jimmy's X Show Notes: Make Books Beautiful Why Paul Turned Down Penguin Creative Work Should Inspire More Creative Work Cynicism at Scale in the Publishing Industry The Long Tail of Book Marketing Why Paul Launched a Hardcover Pathless Path Dre, Spielberg & Chappelle: Design Your Own System Playing Probabilistic Games How to Live a Pathless Life With a Family The Creative Perks of a Boring Life "What If I Do Less?" Books Are Win-Win Paul as World Emperor Books Mentioned: The Pathless Path: Imagining a New Story for Work and Life; by Paul Millerd Good Work: Reclaiming Your Inner Ambition; by Paul Millerd The Founders: The Story of PayPal and the Entrepreneurs Who Shaped Silicon Valley; by Jimmy Soni What Works on Wall Street; by Jim O'Shaughnessy How to Retire Rich; by Jim O'Shaughnessy Walden (Steel Brothers reimagined edition); by Henry David Thoreau Why Greatness Cannot Be Planned: The Myth of the Objective; by Kenneth O. Stanley The Work Is the Win; by Billy Oppenheimer (forthcoming) Reclaim the Book; by Paul Millerd (essay) Tiny Experiments: How to Live Freely in a Goal-Obsessed World; by Anne-Laure Le Cunff The Chronic; by Dr. Dre (album) Tao Te Ching (Dao De Jing); by Lao Tzu

Feb 19, 20261h 30m

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 with people actually building things, and what happens when the internet punishes you for being early and wrong. Important Links: Packy McCormick on Optimism: https://www.notboring.co/p/optimism The Internet Contrarian: https://www.osam.com/pdfs/research/The%20Internet%20Contrarian.pdf Elliot Herschberg on GitLab Founder and Cancer: https://www.notboring.co/p/the-builder-cancer-problem Ben Thompson's Aggregation Theory: https://stratechery.com/aggregation-theory/

Feb 12, 20261h 33m