Infinite Loops-logo

Infinite Loops

Business & Economics Podcasts

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...

Location:

United States

Description:

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!"

Language:

English


Episodes
Ask host to enable sharing for playback control

Brian Potter - How to Fix America's Building Problem

4/23/2026
Why 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, explains why prefab housing keeps failing and why there are no easy fixes to America's building problem. We discuss Katerra, California's anti-growth turn, and the deeper logic behind local opposition to growth: concentrated harms and diffuse benefits.

Duration:01:13:00

Ask host to enable sharing for playback control

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

4/16/2026
What 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 myths still matter in a world shaped by technology. We talk about Prometheus as the foundational myth of tech, Plato's fear that writing would become a tool for forgetting, the real lesson of Icarus, why decentralization creates cultural power, and what it means to remain fully human in the age of AI. Important Links: Learn More about The Cost of Glory: www.costofglory.com Check out Alex's Youtube Channel: https://www.youtube.com/@costofglory Alex's Twitter: https://x.com/costofglory The Cost of Glory Substack: https://costofglory.substack.com/

Duration:01:36:44

Ask host to enable sharing for playback control

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

4/9/2026
Scientist 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 has so much to teach us. We talk about why pessimism is often mistaken for sophistication, why AI may reward open-mindedness more than intelligence, why science works even though scientists are imperfect, and why the future may depend on revisiting forgotten ideas from the past. Important Links: Learn more about Sam here: https://arbesman.net/ Read Sam's latest book: https://www.hachettebookgroup.com/titles/samuel-arbesman/the-magic-of-code Sam's Substack: https://arbesman.substack.com/about Neal Stephenson's Innovation Starvation: https://www.wired.com/2011/10/stephenson-innovation-starvation/ David Deutsch's The Beginning of Infinity: https://www.thebeginningofinfinity.com/

Duration:01:46:29

Ask host to enable sharing for playback control

Johnathan Bi - Why the Best Founders Might Need a Little Delusion (Ep. 308)

4/2/2026
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

Duration:01:39:47

Ask host to enable sharing for playback control

Polina Pompliano - What Truly Drives Successful People (Ep. 307)

3/26/2026
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

Duration:01:07:08

Ask host to enable sharing for playback control

Adam Mastroianni - Why Creativity Feels Like It's Dying (Ep. 306)

3/19/2026
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

Duration:01:32:42

Ask host to enable sharing for playback control

Arkady Kulik - The Psychology of Self-Deception (Ep. 305)

3/12/2026
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/

Duration:01:31:23

Ask host to enable sharing for playback control

Angus Fletcher - The Biggest Mistake We Made About Intelligence (Ep. 304)

3/4/2026
In this episode of Infinite Loops, Jim O'Shaughnessy sits down with Professor Angus Fletcher, a neuroscientist and storytelling expert at Ohio State University and author of Primal Intelligence. Fletcher's 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, Fletcher 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.

Duration:01:36:13

Ask host to enable sharing for playback control

Jonathan Tepper - Growing Up in the Heroin Capital of Europe (Ep. 303)

2/26/2026
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/

Duration:01:12:20

Ask host to enable sharing for playback control

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

2/19/2026
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 WebsitePaul's XPaul's Substack The Pathless Path Premium HardcoverGood WorkInfinite BooksJimmy's X Show Notes: Books Mentioned: Reclaim the Book

Duration:01:30:08

Ask host to enable sharing for playback control

Packy McCormick - How Writing Shapes Companies (Ep. 301)

2/12/2026
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/

Duration:01:33:13

Ask host to enable sharing for playback control

Jean-Marc Daecius - The Last Human Chief of Staff (Ep. 300)

2/5/2026
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 last human chief of staff. The conversation explores how AI can remove meaningless cognitive load, protect deep work, and unlock creative leverage — from reshuffling priorities and filtering email, to reinventing publishing, agriculture, education, and even how we discover books, movies, and ideas. Important links: Substack: https://newsletter.osv.llc/ Jean Marc's "The Future of Food": https://newsletter.osv.llc/p/the-future-of-food

Duration:01:49:24

Ask host to enable sharing for playback control

John Wang - The Man Who Built The Queens Night Market (Ep. 299)

1/29/2026
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 "terrible business model" unexpectedly became one of the most celebrated food markets in the world. From leaving a traditional legal career to imposing a strict price cap in one of the most expensive cities on earth, John shares how the market evolved into a cultural institution representing more than 100 countries through food. Important links: Substack: https://newsletter.osv.llc/ Queens Night Market: https://queensnightmarket.com/

Duration:01:20:04

Ask host to enable sharing for playback control

Cliff Asness - Surviving the Meme Stock Bubble (Ep. 298)

1/22/2026
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, Cliff joins Infinite Loops to talk about why losses hurt more than wins, how bubbles form, why modern investing increasingly resembles gambling, and what the dot-com era can teach us about today's markets. Important links: Substack: https://newsletter.osv.llc/ Cliff's Perspectives: https://www.aqr.com/Insights/Perspectives Cliff's X: https://x.com/CliffordAsness

Duration:01:57:56

Ask host to enable sharing for playback control

Tomás Pueyo — Explaining the World Through Geography, History and Data (EP. 297)

1/15/2026
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 exponential change, the geographical advantages of the U.S, why the Luddites might have been right, the "social media politician" of the future, why education is mostly signaling, and how air conditioning and mosquito eradication could change the destiny of nations. Important Links: Tomas's WebsiteX / TwitterLinkedInSubstack: Uncharted TerritoriesYouTube Channel

Duration:01:38:46

Ask host to enable sharing for playback control

Annie Duke — Why We Make the Wrong Decisions (Ep. 296)

1/8/2026
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 misinformation, why data is often true but misleading, and how our brains are wired for certainty in a probabilistic world. From real-world media examples to investing, health decisions, and AI-generated insights, this episode explores how explanations feel satisfying — even when they're wrong. Important links: Substack: https://newsletter.osv.llc/ Annie's website: https://www.annieduke.com/

Duration:01:45:13

Ask host to enable sharing for playback control

Jimmy Soni — The Publishing System is Broken (EP. 295)

1/1/2026
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 "problem authors," and why our goal is to make our authors millionaires. We explore why most industries optimize for prestige instead of outcomes, how digital distribution has reshaped attention, and why authors — and creators more broadly — have more leverage than they realize. Important Links: Infinite Books: https://www.infinitebooks.com/ Jimmy's X: https://x.com/jimmyasoni Substack: https://newsletter.osv.llc/ Books Mentioned: The Founders by Jimmy Soni A Mind at Play by Jimmy Soni The Dao of Kobe by Jimmy Soni (Upcoming) What Works on Wall Street by Jim O'Shaughnessy Invest Like the Best by Jim O'Shaughnessy How to Retire Rich by Jim O'Shaughnessy The 4-Hour Workweek by Tim Ferriss The Almanac of Naval Ravikant by Eric Jorgenson (transcribed as "Naval Akan") Dispatches from Grief (Upcoming) Mamba Mentality by Kobe Bryant Slow Horses by Mick Herron The Boys in the Boat by Daniel James Brown

Duration:01:37:14

Ask host to enable sharing for playback control

Guy Spier — Wealth, Wisdom & Enlightenment (Infinite Loops CLASSICS)

12/25/2025
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 from January 2024, which remains one of my favorites. Enjoy! _________________ Guy Spier runs the Aquamarine Fund, an "investment partnership closely modeled on the original Buffet Partnerships." He is also a podcast host, YouTube creator, author of The Education of a Value Investor and the host of the annual investment gathering VALUEx. He describes his life's project as "a quest for wealth, wisdom and enlightenment." Guy joins the show to discuss the differences between Switzerland and the US, how to unlock the British class system, what he learned from Warren Buffett, and MUCH more! Important Links: Guy's WebsiteGuy's TwitterGuy's YouTube Channel3Blue1BrownNumberphile Show Notes: Books Mentioned:

Duration:02:02:29

Ask host to enable sharing for playback control

Vik Muniz — The Art of Perception (EP.294)

12/17/2025
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 idea: that art — the ability to represent the world — may be humanity's most important invention after fire. Born in São Paulo and now collected by major museums around the world, Muniz reflects on his own life journey — from growing up in a Brazilian favela to redefining what art can be — and explains why the artwork is only ever half complete. The viewer finishes it. #Art #Creativity #VicMuniz #Perception #Photography #Innovation #Documentary #Mindset #VisualArt #InfiniteLoops Important links: Substack: https://newsletter.osv.llc/ Vik's website: https://vikmuniz.net/

Duration:01:35:07

Ask host to enable sharing for playback control

Marc Dennis — Painting the Punchline (EP.293)

12/11/2025
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 tenured professor and eventually betting it all to become a full-time artist with no plan B. They discuss why the "key to failure" is trying to please everyone, how humor acts as a survival mechanism, and the crucial difference between perception and reality. Marc also offers a masterclass on intention, explaining why he plants hidden stories within his paintings and sharing the profound realization that you cannot love others until you love yourself. This conversation is a deep dive into the creative mind, offering insights on resilience, identity, and the art of betting on yourself. For the full transcript, episode takeaways, and bucketloads of other goodies designed to make you go, "Hmm, that's interesting!", check out our Substack. #Art #Creativity #Hyperrealism #Philosophy #MentalModels #Resilience #Humor #Psychology Important Links: Substack: https://newsletter.osv.llc/ Marc's Website: http://www.marcdennis.com/ Marc's Instagram: https://www.instagram.com/darcmennis/ Books mentioned: Meditations by Marcus Aurelius The Twelve Caesars by Suetonius

Duration:01:58:33