Jim O'Shaughnessy

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!"

Author

Jim O'Shaughnessy

Category

Technology

Podcast website

infiniteloopspodcast.com

Latest episode

Jul 9, 2026

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Episodes

Herbert Lui — Creative Doing (EP.129) 20.10.2022

Herbert is a writer and editorial director who has been writing online since he was 15. He is the editor of 'The World According to Kanye' and has written for publications such as Forge, TIME and Quartz. Herbert joins the show to discuss his book 'Creative Doing: 75 Practical Exercises to Unblock Your Creative Potential in Your Work, Hobby, or Next Career', and to share some practical, actionable...

Emad Mostaque — The Future of AI (EP.128) 18.10.2022

Emad Mostaque is the founder and CEO of Stability AI, the company behind Stable Diffusion. Emad joins Stability AI's recently announced Executive Chair of the board of directors Jim O'Shaughnessy to discuss the future of AI, the benefits of open source software, and much more. Important Links: Stability AI Stable Diffusion Launch Announcement Stability AI's Twitter Emad's Twitter Jim's announcemen...

David Senra — Pick The Right Heroes (EP.127) 13.10.2022

"To get me stop, they're going to have to pry the microphone out of my cold dead hand". Hot on the heels of his hugely popular appearance on 'Invest Like The Best', David Senra joins a marathon episode of Infinite Loops to discuss obsession, education, optimism, podcasting, and so much more. Unsurprisingly, this one is not to be missed. Important Links: Founders Podcast Founders on Colossus David'...

Liz Wallenstein + Dr Michael Donnino — The Mind-Body Connection (EP.126) 06.10.2022

Dr Michael Donnino is the founder/director of the Psychophysiologic Research Group, and the first person in the country to complete a residency/fellowship program leading to board certification in internal medicine, emergency medicine, and critical care. Liz Wallenstein is a licensed mental health counselor who has trained in, among other areas, the methodology of 'TMS Mind Body-Connection'. Liz a...

Kyla Scanlon — Cultivating Vibes (EP.125) 29.09.2022

The brilliant Kyla Scanlon returns for her second appearance on Infinite Loops. As well as being a prolific creator, curator and writer, Kyla is the founder of the financial education company Bread. Kyla joins the show to discuss the vibecession, her plans for Bread, the creator economy, and much more. Important Links: Kyla's website Kyla's Twitter Kyla's TikTok Kyla's Instagram Kyla's Substack Ky...

Trung Phan + Rob Henderson — Talking Television (EP.124) 22.09.2022

Is this the greatest crossover event in history? Fresh from their individual appearances on Infinite Loops, Trung Phan and Rob Henderson join forces to discuss TV, film, and why Rob still hasn't seen Apocalypse Now. Important Links: Rob's Substack Rob's Twitter Trung's Substack Trung's Twitter Show Notes: Hearts of Darkness: one of the craziest stories in Hollywood history The beginning of TV's go...

Nick Gillespie — The Lou Reed of Libertarianism (EP.123) 15.09.2022

Nick Gillespie is the host of the Reason Interview and an editor at large at Reason. Nick is one of the most interesting libertarian thinkers in America, and has been described by the New York Times as being to libertarianism "what Lou Reed is to rock 'n' roll, the quintessence of its outlaw spirit". Important Links: Nick's Substack Nick's Twitter Nick's Podcast Reason Show Notes: Is libertarianis...

Will Storr—The Status Game (EP.122) 08.09.2022

Will Storr is an award winning journalist and author. His book 'The Status Game' transforms our understanding of human nature by demonstrating how our unconscious desire for status ultimately drives our behaviour. Important Links: Twitter: https://twitter.com/wstorr?s=21&t=ZdtIqP9eE3_a5qZocDjEXQ Website: https://willstorr.com The Science of Storytelling: https://www.thescienceofstorytelling.com Sh...

Vitaliy Katsenelson—Soul In The Game (EP.121) 01.09.2022

Vitaliy Katsenelson is the CEO of a value investment firm IMA, author of two books on investing, and a recently published non-investing book named "Soul In The Game". Known for his uncommon common sense, Forbes magazine called him "The New Benjamin Graham." Vitaliy loves to read, listen to classical music, play chess, and write about life, investing, and music. Important Links: Blog:  https://cont...

Dennis McKenna—Rebooting Yourself with Psychedelics (EP.120) 25.08.2022

Dennis McKenna is the founder of the McKenna Academy and has conducted research in ethnopharmacology for over 40 years. He is a founding board member of the Heffter Research Institute, and was a key investigator on the Hoasca Project, the first biomedical investigation of ayahuasca. Important Links: McKenna Academy:  https://mckenna.academy/ ESPD 55 (Ethnopharmacologic Search for Psychoactive Drug...

David Perell—Write to Find Yourself (EP.119) 18.08.2022

David Perell is prolific writer and online educator, who runs a writing school called "Write of Passage". David also hosts the "The North Star Podcast" featuring interviews with writers, athletes, and entrepreneurs. Important Links: Website: https://perell.com/ Writing School: https://writeofpassage.school/ Friday Finds Links: https://perell.com/friday-finds-links/ Twitter: https://twitter.com/dav...

Shreyas Doshi—Making of a Great Leader (EP.118) 11.08.2022

Shreyas Doshi is a startup advisor who has formerly worked in the product teams of tech firms like Stripe, Twitter, Google, Yahoo. He regularly writes about product, strategy, org psychology, leadership, and life! Important Links: Twitter: https://twitter.com/shreyas LinkedIn: https://www.linkedin.com/in/shreyasdoshi Show Notes: Shreyas's childhood Operating with the owner mindset The LNO framewor...

Alex Danco—Where the Circle Begins, or Ends (EP.117) 04.08.2022

Our recurring guest (who rarely recurs these days), Alex Danco, comes back for his sixth appearance on Infinite Loops! Important Links: Twitter: https://twitter.com/Alex_Danco Website: https://alexdanco.com/ Newsletter: https://danco.substack.com/ Show Notes: Our planned, but unplanned conversations Pink Floyd were philosophers From Heraclitus, to Lao Tzu, to Gita, to Deutsch Where does decision m...

Johnathan Bi — Girard, Desire, and Modernity (EP.116) 28.07.2022

Johnathan Bi started out getting trained in Mathematics, and then eventually went on to study Philosophy and Computer Science at Columbia. He hosts a lecture series on René Girard's Mimetic Theory and is also a founding member of Lonsdale Investment Technology. Important Links: Twitter: https://twitter.com/JohnathanBi Lecture series: https://www.youtube.com/watch?v=5Qu6vBebwwg Website: https://joh...

Dan McMurtrie — On Markets and Policy (EP.115) 21.07.2022

Dan McMurtrie is the Portfolio Manager at Tyro Partners, an asset management firm for institutions and HNWIs; and the General Partner at Anchorless Bangladesh, an early stage venture fund focused on Bangladeshi startups. Links: Dan's Twitter: https://twitter.com/SuperMugatu Tyro Partners: https://www.tyropartners.com/ Anchorless Bangladesh: https://www.anchorless.vc/ Coolworks: Jobs in Great Place...

George Mack — Marketing, Mental Models, and Technology (EP.114) 14.07.2022

Description: George Mack is a creator who writes about the intersection of mental models, marketing, and technological tools and tactics. His marketing agency "Multiply" has helped grow some of the fasted growing businesses in the world backed by VCs like Stripe, YC, Sequoia, and LVMH. George's Twitter: https://twitter.com/george__mack George's newsletter: https://emailoctopus.com/lists/6d23df04-d...

Ian Cassel — All Great Things Start Small (EP.113) 07.07.2022

Ian Cassel is the founder of MicroCapClub, a community where hundreds of investors have discussions on US and Canadian microcap companies. They also help you become better investors with educational content covering investing strategies, intelligent fanatic CEOs, great investors, and more. Ian is also Founder and CIO at Intelligent Fanatics Capital Management, whose goal is to own the smallest, mo...

Paul Millerd — The Pathless Path (EP.112) 30.06.2022

After working at McKinsey and getting an MBA from MIT, Paul Millerd was succeeding well on a path that "made sense". However, things started changing when he had a health crisis, which ended up with him embarking on a pathless path. Since 2017, he's been tinkering with multiple side-hustles, writing newsletters, creating podcasts, traveling, and helping others join the pathless path. Paul's Twitte...

David Chilton — The Wealthy Barber (EP.111) 23.06.2022

Dave Chilton is a Canadian author, investor, and a venture capitalist who has appeared on television in the Canadian version of Dragons' Den. In 1989, he released his book "The Wealthy Barber" which went on to sell an astonishing two million copies in Canada. You can follow Dave on Twitter at https://twitter.com/wealthy_barber and buy his book at https://www.amazon.com/THE-WEALTHY-BARBER/dp/B000SA...

Meb Faber — Two Quants Walk into a Bar (EP.110) 16.06.2022

Meb Faber is co-founder and the Chief Investment Officer of Cambria Investment Management, author of multiple books , and host of "The Meb Faber Show" podcast. You can follow Meb on Twitter at https://twitter.com/MebFaber and know more about him and his work at https://mebfaber.com/ Show Notes: Replicating the Yale endowment Why investors won't follow advice Importance of writing down your investm...

Trung Phan — On Smart Threads and Dumb Memes (EP.109) 09.06.2022

Trung T. Phan is a creator in the tech, business, and media space. His Twitter threads are full of knowledge and humor, and he also co-hosts the "Not Investment Advice" podcast. Follow Trung on Twitter at https://twitter.com/TrungTPhan and subscribe to his newsletter at https://trungtphan.com/subscribe/ Show Notes: Trung's Vietnamese origins Humor in your talent stack Asymmetric returns of creatin...

Jimmy Soni — Make Things, and Be Playful (EP.108) 02.06.2022

Jimmy Soni is an author whose work focuses on people who create and build interesting things—whether theories, carousels, or companies. His books include "The Founders: The Story of PayPal and the Entrepreneurs Who Shaped Silicon Valley", "A Mind at Play: How Claude Shannon Invented the Information Age", and more! You can follow Jimmy on Twitter at https://twitter.com/jimmyasoni and go through his...

Peter Saddington — Love of Learning (EP.107) 26.05.2022

Peter Saddington is a man of many talents. He's a software developer, founder, author, VC, and writes "The Agile VC" newsletter which covers Inside Startups, Venture Capital, and Life! You can connect with Peter on Twitter at https://twitter.com/agilepeter and subscribe to his newsletter at https://theagilevc.substack.com/ Show Notes: Being exceptionally useful Holding nothing close to the vest Ma...

Ben Hunt — Preserving the Physical Metaverse (EP.106) 19.05.2022

Ben Hunt is the creator and primary author of Epsilon Theory, and co-founder and CIO at Second Foundation Partners. Epsilon Theory is a newsletter that examines markets through the lenses of game theory and history. Over 100,000 professional investors and allocators across 180 countries read Epsilon Theory for its fresh perspective and novel insights into market dynamics. You can follow Ben on Twi...

Brian Feroldi — Spreading Financial Wellness (EP.105) 16.05.2022

Brian Feroldi is the author of the book "Why Does The Stock Market Go Up?: Everything You Should Have Been Taught About Investing In School, But Weren't". His mission statement is "To Spread Financial Wellness", and he does exactly that in this episode of Infinite Loops! You can connect with Brian on Twitter at https://twitter.com/BrianFeroldi and get his book from Amazon at https://www.amazon.com...

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