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!"

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Every guest on Infinite Loops

269 guests, ranked by how many people never want them back.

1. —
   Matt Clifford

   Matt Clifford — The Rise of Modernity (EP.77) · Dec 2021

   0 votes

   Never again
2. —
   Meb Faber

   Meb Faber — Two Quants Walk into a Bar (EP.110) · Jun 2022

   0 votes

   Never again
3. —
   Mike Maples Jr

   Infinite Loops Classics | Mike Maples, Jr. — How To Become a Pattern-Breaking Founder · 2 episodes

   0 votes

   Never again
4. —
   Sahil Lavingia

   Sahil Lavingia — From Web 2.1 to Web 3 (EP.87) · Jan 2022

   0 votes

   Never again
5. —
   Sam Arbesman

   Sam Arbesman - Why Future Belongs to Curious People (Ep. 309) · 2 episodes

   0 votes

   Never again
6. —
   Shreyas Doshi

   Shreyas Doshi—Making of a Great Leader (EP.118) · Aug 2022

   0 votes

   Never again
7. —
   Tren Griffin

   Tren Griffin - How To Write, Publish & Sell A Book In The AI Era (Ep. 334) · 4 episodes

   0 votes

   Never again
8. —
   Aaron Stupple

   Aaron Stupple & Logan Chipkin — The Sovereign Child: Liberating Kids from the Tyranny of Rules · Jun 2025

   0 votes

   Never again
9. —
   Adam Robinson

   Adam Robinson & Bill Brewster — Disproving Your Thesis (EP.65) · Sep 2021

   0 votes

   Never again
10. —
    Alex Lieberman

    Alex Lieberman — On Voice, Unicorns & Intrinsic Motivation (EP.192) · Dec 2023

    0 votes

    Never again
11. —
    Barry Ritholtz

    Barry Ritholtz — Make Fewer Errors, Make More Money (EP.261) · Mar 2025

    0 votes

    Never again
12. —
    David Gelles

    David Gelles - The Stories that Shape Business (Ep. 321) · Jul 2026

    0 votes

    Never again
13. —
    Dennis McKenna

    Dennis McKenna—Rebooting Yourself with Psychedelics (EP.120) · Aug 2022

    0 votes

    Never again
14. —
    Dror Poleg

    Dror Poleg — The Future of Work · Sep 2023

    0 votes

    Never again
15. —
    Guy Spier

    Guy Spier — Wealth, Wisdom & Enlightenment (Infinite Loops CLASSICS) · 2 episodes

    0 votes

    Never again
16. —
    Jack Raines

    Jack Raines — The Authentic Path (EP.170) · Jul 2023

    0 votes

    Never again
17. —
    Julie Gurner

    Dr. Julie Gurner — Ultra Successful (Infinite Loops Classics) · 2 episodes

    0 votes

    Never again
18. —
    Nicholas Gruen

    Nicholas Gruen — Rethinking Democracy with Juries (EP.83) · Dec 2021

    0 votes

    Never again
19. —
    Pippa Malmgren

    Dr. Pippa Malmgren — Why Leadership Has Gone Wrong (EP.167) · Jun 2023

    0 votes

    Never again
20. —
    Seth Stephens-Davidowitz

    Seth Stephens-Davidowitz — Who Makes the NBA? (EP.250) · Jan 2025

    0 votes

    Never again
21. —
    Trung Phan

    Trung Phan & Rob Henderson — Apocalypse Now (EP.178) · 3 episodes

    0 votes

    Never again
22. —
    Angus Fletcher

    Angus Fletcher - The Biggest Mistake We Made About Intelligence (Ep. 304) · Mar 2026

    0 votes

    Never again
23. —
    Anna Gat

    Anna Gát — We Digress (EP. 211) · 2 episodes

    0 votes

    Never again
24. —
    Ben Westhoff

    Ben Westhoff — Fentanyl, Inc. (EP.189) · Nov 2023

    0 votes

    Never again
25. —
    Chris Arnade

    Chris Arnade: Seeking Respect in Backrow America (EP.07) · May 2020

    0 votes

    Never again
26. —
    Chris Williamson

    Chris Williamson — Embracing Your Weirdness (EP.62) · Aug 2021

    0 votes

    Never again
27. —
    Luca Dellanna

    Luca Dellanna — How to Play (and Win) Long Term Games (EP.228) · 3 episodes

    0 votes

    Never again
28. —
    Michael Batnick

    Michael Batnick – The Irrelevant Investor (EP.24) · Nov 2020

    0 votes

    Never again
29. —
    Packy McCormick

    Packy McCormick - How Writing Shapes Companies (Ep. 301) · 2 episodes

    0 votes

    Never again
30. —
    Tracy Alloway

    Tracy Alloway — Understanding Financial Crises (EP.104) · May 2022

    0 votes

    Never again
31. —
    Dan McMurtrie

    Dan McMurtrie — On Markets and Policy (EP.115) · 2 episodes

    0 votes

    Never again
32. —
    Edward Slingerland

    Edward Slingerland: Trying Not to Try (EP.131) · Nov 2022

    0 votes

    Never again
33. —
    Jim Chanos

    Jim Chanos – Financial Frauds and Manias: Past, Present, Future (EP.02) · Feb 2020

    0 votes

    Never again
34. —
    John Allen Paulos

    John A. Paulos — Avoiding Innumeracy (EP. 219) · Jun 2024

    0 votes

    Never again
35. —
    Lily Francus

    Lily Francus and Jesse Livermore — Understanding Financial Bubbles (EP.91) · 2 episodes

    0 votes

    Never again
36. —
    Mark Nelson

    Mark Nelson — Nuclear Power: Change the Memes, Change the Future (EP.144) · Jan 2023

    0 votes

    Never again
37. —
    Naufal Sanaullah

    Naufal Sanaullah – Macro, Psychology & Charity (EP.34) · Feb 2021

    0 votes

    Never again
38. —
    Nick Gillespie

    Nick Gillespie — The Lou Reed of Libertarianism (EP.123) · Sep 2022

    0 votes

    Never again
39. —
    Todd Rose

    Todd Rose — Escaping the Trap of the Standard Path (EP.290) · 2 episodes

    0 votes

    Never again
40. —
    Danny Miranda

    Danny Miranda — Attracted to the Light (EP.180) · Sep 2023

    0 votes

    Never again