

Infinite Loops
Jim O'Shaughnessy
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!"
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
Mentioned books

12 snips
May 7, 2026 • 1h 52min
Danielle Crittenden - Dispatches from Grief (Ep. 313)
Danielle Crittenden, journalist and memoirist who wrote Dispatches from Grief, recounts the sudden loss of her daughter and why she turned to writing. She talks about grief’s physical shock, the surreal bureaucracy after death, the loneliness of bereaved parents, moments of dark humor amid tragedy, EMDR therapy, reburials and uncanny signs, and how love and grandparenthood reshape life after loss.
48 snips
Apr 30, 2026 • 1h 26min
Saloni Dattani - The Hidden Bottleneck Holding Back the Future of Medicine (Ep. 312)
Saloni Dattani, writer and editor focused on scientific discovery and medical innovation, outlines why medical progress stalls. She discusses the limits of animal models, biased and missing health data, and how clinical trials become the main bottleneck. She explores making trials easier, platform approaches for rare diseases, and how systems and incentives could speed promising treatments to people.

39 snips
Apr 23, 2026 • 1h 13min
Brian Potter - How to Fix America's Building Problem
Brian Potter, structural engineer and author of The Origins of Efficiency, explains why prefab keeps failing and why America struggles to build at scale. He recounts Katerra’s rise and fall, traces prefab history, and contrasts rapid data-center buildouts with local opposition to growth. He also explores AI and robotics in construction and which regulatory levers might actually speed building.

97 snips
Apr 16, 2026 • 1h 37min
Alex Petkas - What Ancient Greece Can Teach Us About AI and the Future (Ep. 310)
Alex Petkas, a classics scholar and podcaster who explores ancient Greek myths. He links Prometheus, Plato, and Icarus to technology and innovation. Short takes on decentralization, cultural power, and why origin myths warn about progress. A lively dive into memory, rhetoric, and what it means to stay fully human as AI reshapes our world.
102 snips
Apr 9, 2026 • 1h 46min
Sam Arbesman - Why Future Belongs to Curious People (Ep. 309)
Sam Arbesman, scientist and writer who studies computing history and forgotten ideas. He talks about how AI rewards open‑mindedness, why pessimism masquerades as sophistication, the value of revisiting archival research, and redesigning education and research incentives. Short, curiosity-driven habits to ask more questions and walk more appear as practical takeaways.
69 snips
Apr 2, 2026 • 1h 40min
Johnathan Bi - Why the Best Founders Might Need a Little Delusion (Ep. 308)
Johnathan Bi, content creator behind the Great Books lectures who explores founders, religion, and culture. He discusses why top builders may need delusion to act. Conversations range from Plato and Caesar to mysticism, near-death reports, and how America fuels megalomania. They touch on useful social fictions, mystical experiences shaping creativity, and what seekers mean in an AI age.
90 snips
Mar 26, 2026 • 1h 7min
Polina Pompliano - What Truly Drives Successful People (Ep. 307)
Polina Pompliano, newsletter writer and author of Hidden Genius who profiles high performers, shares patterns behind top thinkers. She discusses mental models like creativity, practical rationality, and betting on yourself. Conversations cover profiling techniques, media bias, storytelling’s role in empathy, and how identity and hidden motivations shape success.

77 snips
Mar 19, 2026 • 1h 33min
Adam Mastroianni - Why Creativity Feels Like It's Dying (Ep. 306)
Adam Mastroianni, experimental psychologist and cultural critic, explores why creativity feels like it is fading. He discusses rising cultural sameness, the decline of deviant risk-taking, and how prosperity and the internet reshape innovation. He proposes small, rule-light institutions like 'science houses' and practical ways for outsiders to do and replicate science.

133 snips
Mar 12, 2026 • 1h 31min
Arkady Kulik - The Psychology of Self-Deception (Ep. 305)
Arkady Kulik, a venture capitalist and trained physicist focused on deep tech and founder psychology. He talks about resilience as adaptability, how self-deception undermines founders, the importance of hard conversations and ownership, and signals—like rituals and hiring choices—that reveal true motivation.

81 snips
Mar 5, 2026 • 1h 36min
Angus Fletcher - The Biggest Mistake We Made About Intelligence (Ep. 304)
Angus Fletcher, professor and storytelling researcher who wrote Primal Intelligence and consults for U.S. Army Special Operations, argues humans think in actions and stories, not like computers. He explores how movement and walking boost creativity. He discusses training imagination for real-world decision making, the limits of standardized schooling, and why adventurous, possibility-driven thinking matters.


