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Jim O'Shaughnessy · Philosophy

Infinite Loops

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

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

28 May 2026
2h 1m
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Chelsea Follett - Why Progress Is the Exception, Not the Rule (Ep. 315)

21 May 2026
1h 29m
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Humanity is currently experiencing unprecedented levels of prosperity, yet widespread anxiety and nostalgia for an idealized past persist due to a fundamental misunderstanding of history. Life in pre-industrial eras was characterized by extreme violence, high child mortality, and pervasive physical discomfort—realities...

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

15 May 2026
1h 43m
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Danielle Crittenden - Dispatches from Grief (Ep. 313)

07 May 2026
1h 52m
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Saloni Dattani - The Hidden Bottleneck Holding Back the Future of Medicine (Ep. 312)

30 Apr 2026
1h 25m
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Brian Potter - How to Fix America's Building Problem

23 Apr 2026
1h 13m
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Alex Petkas - What Ancient Greece Can Teach Us About AI and the Future (Ep. 310)

16 Apr 2026
1h 36m
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Sam Arbesman - Why Future Belongs to Curious People (Ep. 309)

09 Apr 2026
1h 46m
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Rational optimism serves as the framework for navigating rapid technological change, emphasizing that while humanity inevitably makes mistakes, iterative "piecemeal engineering" allows for consistent progress. Sam Arbesman, a polymathic researcher, argues that looking backward at forgotten technological paths—such as t...

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

02 Apr 2026
1h 39m
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Polina Pompliano - What Truly Drives Successful People (Ep. 307)

26 Mar 2026
1h 7m
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Adam Mastroianni - Why Creativity Feels Like It's Dying (Ep. 306)

19 Mar 2026
1h 32m
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Arkady Kulik - The Psychology of Self-Deception (Ep. 305)

12 Mar 2026
1h 31m
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Angus Fletcher - The Biggest Mistake We Made About Intelligence (Ep. 304)

05 Mar 2026
1h 36m
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Jonathan Tepper - Growing Up in the Heroin Capital of Europe (Ep. 303)

26 Feb 2026
1h 12m
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Jonathan Tepper discusses his memoir, "Shooting Up," which chronicles his childhood experiences as the son of Christian missionaries running a drug rehab center in Madrid's heroin district. Tepper recounts the initial culture shock, his family's interactions with addicts, and the impact of the AIDS epidemic on the comm...

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

19 Feb 2026
1h 30m
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Packy McCormick - How Writing Shapes Companies (Ep. 301)

12 Feb 2026
1h 33m
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Jean-Marc Daecius - The Last Human Chief of Staff (Ep. 300)

05 Feb 2026
1h 49m
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John Wang - The Man Who Built The Queens Night Market (Ep. 299)

29 Jan 2026
1h 20m
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Cliff Asness - Surviving the Meme Stock Bubble (Ep. 298)

22 Jan 2026
1h 57m
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Cliff Asness, co-founder and chief investment officer of AQR Capital Management, joins Jim O'Shaughnessy on Infinite Loops to discuss quantitative investing, market anomalies, and behavioral finance. Asness reflects on prospect theory, noting how losses affect him more profoundly than gains please him. He recounts aggr...

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

15 Jan 2026
1h 38m
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