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. —
   Jack Butcher

   Jack Butcher — Reality is the Boss (EP.173) · 2 episodes

   0 votes

   Never again
2. —
   Annie Duke

   Annie Duke — Why We Make the Wrong Decisions (Ep. 296) · 2 episodes

   0 votes

   Never again
3. —
   Nat Eliason

   Nat Eliason - The High School That Guarantees You'll Make $1 Million (Ep. 325) · 2 episodes

   0 votes

   Never again
4. —
   David Perell

   David Perell—Write to Find Yourself (EP.119) · Aug 2022

   0 votes

   Never again
5. —
   Ed Latimore

   Ed Latimore — The Art of Self-Transformation (EP.278) · 3 episodes

   0 votes

   Never again
6. —
   Ron Howard

   Ron Howard – The Past, Present and Future of Entertainment (EP.19) · Sep 2020

   0 votes

   Never again
7. —
   Gretchen Rubin

   Gretchen Rubin - How Curiosity Becomes a Calling (Ep. 320) · Jun 2026

   0 votes

   Never again
8. —
   Jacqueline Novogratz

   Jacqueline Novogratz - Manifesto for a Moral Revolution · Feb 2024

   0 votes

   Never again
9. —
   Nadia Asparouhova

   Nadia Asparouhova — An Antimemetic Rollercoaster · Jun 2025

   0 votes

   Never again
10. —
    Brian Potter

    Brian Potter - How to Fix America's Building Problem · Apr 2026

    0 votes

    Never again
11. —
    Ananyo Bhattacharya

    Ananyo Bhattacharya — John von Neumann: The Man from the Future (EP.151) · Mar 2023

    0 votes

    Never again
12. —
    Jimmy Soni

    Jimmy Soni — The Publishing System is Broken (EP. 295) · 4 episodes

    0 votes

    Never again
13. —
    Jason Crawford

    Jason Crawford — The Roots of Progress (EP.162) · May 2023

    0 votes

    Never again
14. —
    Dan Wang

    Dan Wang — China, US and our Collective Future (EP.284) · Oct 2025

    0 votes

    Never again
15. —
    Joe Weisenthal

    Joe Weisenthal - Rapid Fire (EP.42) · Apr 2021

    0 votes

    Never again
16. —
    Kyla Scanlon

    Kyla Scanlon — Cultivating Vibes (EP.125) · 2 episodes

    0 votes

    Never again
17. —
    Venkatesh Rao

    Venkatesh Rao & Tim Beiko — The Summer of Protocols · 2 episodes

    0 votes

    Never again
18. —
    Matthew Ball

    Matthew Ball — Into The Metaverse (EP.225) · Jul 2024

    0 votes

    Never again
19. —
    Will Storr

    Will Storr—The Status Game (Infinite Loops CLASSICS) · 2 episodes

    0 votes

    Never again
20. —
    Michael Green

    Michael Green: Evolving Market Structures and COVID-19 (EP.05) · Apr 2020

    0 votes

    Never again
21. —
    Alex Danco

    Alex Danco — Speeches and Spells for the Kings and Priests (EP.283) · 10 episodes

    0 votes

    Never again
22. —
    Alex Komoroske

    Alex Komoroske — Complex Adaptivity All The Way Down (EP. 208) · Mar 2024

    0 votes

    Never again
23. —
    Ben Hunt

    Ben Hunt — Preserving the Physical Metaverse (EP.106) · May 2022

    0 votes

    Never again
24. —
    Brent Beshore

    Brent Beshore – Boring Businesses, COVID-19, and Doing Better (EP.20) · Sep 2020

    0 votes

    Never again
25. —
    Cliff Asness

    Cliff Asness - Surviving the Meme Stock Bubble (Ep. 298) · 2 episodes

    0 votes

    Never again
26. —
    Dan Rasmussen

    Dan Rasmussen — Crises Investing (EP.56) · Jul 2021

    0 votes

    Never again
27. —
    Dan Shipper

    Dan Shipper — I, Writer (EP.237) · Oct 2024

    0 votes

    Never again
28. —
    David Chilton

    David Chilton — The Wealthy Barber (EP.111) · Jun 2022

    0 votes

    Never again
29. —
    Emad Mostaque

    Emad Mostaque — The Future of AI (EP.128) · Oct 2022

    0 votes

    Never again
30. —
    Ethan Mollick

    Ethan Mollick — How AI Changes Everything (EP.165) · Jun 2023

    0 votes

    Never again
31. —
    Howard Lindzon

    Howard Lindzon – The Larry David of Finance (EP.43) · Apr 2021

    0 votes

    Never again
32. —
    Ian Cassel

    Ian Cassel — All Great Things Start Small (EP.113) · Jul 2022

    0 votes

    Never again
33. —
    Jason Zweig

    Jason Zweig – Psychology, History & Writing (EP.32) · Jan 2021

    0 votes

    Never again
34. —
    Jeff Bussgang

    Jeff Bussgang — The Experimentation Machine (EP.285) · Oct 2025

    0 votes

    Never again
35. —
    Jeremiah Lowin

    Jeremiah Lowin — Make Original Mistakes (EP.130) · 2 episodes

    0 votes

    Never again
36. —
    Jesse Livermore

    Jesse Livermore — Future of Money, Education, and Health (EP.78) · 2 episodes

    0 votes

    Never again
37. —
    John Fio

    John Fio — The Wizard & The Warrior (EP.184) · Oct 2023

    0 votes

    Never again
38. —
    Josh Brown

    Josh Brown & Brian Portnoy – "How I Invest My Money" (EP.25) · Nov 2020

    0 votes

    Never again
39. —
    Josh Wolfe

    Josh Wolfe - Inventing The Future (EP.40) · Mar 2021

    0 votes

    Never again
40. —
    Kenneth Stanley

    Kenneth Stanley — The Trap of the Objective (EP.288) · Oct 2025

    0 votes

    Never again