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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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Ed William - Writing A Biography That Reads Like Fiction (Ep. 332)

15 Oct 2026
1h 19m
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Emma Camp - Why Gen Z Is Afraid of Rejection: Dating, Therapy Culture & Housing (Ep. 331)

08 Oct 2026
1h 21m
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Julie Fredrickson - The Right to Compute: AI Agents, Nuclear Power & Human Data (Ep. 330)

01 Oct 2026
1h 28m
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Derek Sivers - Living Many Lives: Parenting, Moving Countries & AI (Ep. 329)

24 Sep 2026
1h 44m
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Brent Seales - How AI Is Reading the Only Library That Survived Antiquity (Ep. 328)

17 Sep 2026
54m
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Ryan Resch - How Data Changed the NBA and What AI Changes Next (Ep. 327)

10 Sep 2026
1h 42m
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Ryan Resch, former Assistant General Manager of the Phoenix Suns, details his career trajectory from a college student manager to a high-level sports executive. The conversation centers on the evolution of data analytics in professional basketball, emphasizing that data serves as a tool for "raising the floor" rather t...

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Brian Chau - How AI is Reinventing Investigative Journalism (Ep. 326)

03 Sep 2026
1h 46m
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Julian Gough — The Egg and The Rock (Infinite Loops Classics)

27 Aug 2026
1h 47m
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Dr. Julie Gurner — Ultra Successful (Infinite Loops Classics)

20 Aug 2026
1h 33m
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Lulu Cheng Meservey - — Going Direct: What Founders can learn from K-Pop, Crypto, and the Early Christians (Infinite Loops Classics)

13 Aug 2026
1h 37m
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Jesse Michels — American Alchemy (Infinite Loops Classics)

06 Aug 2026
1h 25m
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Nat Eliason - The High School That Guarantees You'll Make $1 Million (Ep. 325)

30 Jul 2026
1h 36m
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Philip Howard - How to Bring Common Sense Back to America (Ep. 324)

23 Jul 2026
1h 16m
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Sangeet Choudary - How AI Will Reshape the Knowledge Economy (Ep. 323)

16 Jul 2026
1h 48m
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AI fundamentally restacks the knowledge economy by unbundling traditional work structures and enabling coordination without consensus. Unlike previous mechanization that targeted codified workflows, AI now automates tacit knowledge, forcing organizations to move beyond task-centric automation toward reconfiguring entir...

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Jameson Olsen - Becoming the Main Character (Ep. 322)

09 Jul 2026
1h 34m
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David Gelles - The Stories that Shape Business (Ep. 321)

02 Jul 2026
1h 10m
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Gretchen Rubin - How Curiosity Becomes a Calling (Ep. 320)

25 Jun 2026
1h 23m
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Ben Cohen - The Hidden Art of Making Things Better (Ep. 319)

18 Jun 2026
1h 20m
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Revan Lazarus - How AI is Rebuilding the Creator Economy (Ep. 318)

11 Jun 2026
54m
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Brian London, Marisa Adler & Eric Stubin - The Hidden Economy of Recycled Clothes (Ep. 317)

04 Jun 2026
1h 7m
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