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
Podcast website
Latest episode
Jul 9, 2026
Where to listen?
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Episodes
John Kennedy — The Hidden Crisis in American Education (EP.253) 30.01.2025 1:10:31
John Kennedy, a director at the Corsi-Rosenthal Foundation, is tackling an overlooked crisis in American education: air quality. With the ingenious use of a simple $60 box fan, he's on a mission to revolutionize the health and learning environments of students nationwide. It's mind-boggling how much low-hanging fruit there is here. The difference that clean air makes to health and brain capacity...
Michael Strong — Let's Get Socratical (EP.252) 23.01.2025 1:31:36
Michael Strong has spent decades quietly revolutionizing education by designing innovative schools and programs built around agency, critical thinking, entrepreneurship and creativity. He is the founder and CEO of The Socratic Experience, a virtual school that equips students for lifelong happiness and success through Socratic dialogue. Alongside his work in the US, he has educational consulting e...
Sahil Bloom — A Multitude of Wealth (EP.251) 16.01.2025 1:09:10
Sahil Bloom, a prolific creator, founder and investor, has mastered the art of translating complex ideas about wealth and success into wisdom that resonates with millions. His newsletter, The Curiosity Chronicle, grew from just 100 readers to over 800,000 subscribers in three years - a testament to his ability to cut through the noise with clarity and insight. His upcoming book, "The 5 Types of We...
Seth Stephens-Davidowitz — Who Makes the NBA? (EP.250) 09.01.2025 1:24:31
Seth Stephens-Davidowitz, a data scientist and bestselling author, is known for his brilliant use of data to upend conventional wisdom - often with humorous, surprising, and occasionally shocking results. His latest book, Who Makes the NBA, uses data to interrogate some of basketball's biggest questions, consistently yielding unexpected insights. Here's the kicker - he wrote the entire book in jus...
Julian Gough — The Egg and The Rock (EP.249) 02.01.2025 1:41:48
Julian Gough sums up his career as follows: " I just sit in my room and write." Well, I think being an acclaimed children's author, novelist, stage playwright, poet and top-ten Irish musician is a little more impressive than he's letting on… Oh, and I didn't even mention that he wrote the ending to the computer game Minecraft! His current project, The Egg and The Rock, puts all of this to shame. T...
Ben Reinhardt — Speculative Technologies (EP.248) 26.12.2024 1:19:55
Ben Reinhardt is the founder of Speculative Technologies " a nonprofit industrial research lab that's working to unlock a wonderful, abundant future through technologies that don't have a home in other institutions." He has previously worked at NASA and Bay Area startups/VC firms, founded a startup building robotics for eldercare, and helped entrepreneurs start companies in Singapore. Oh, and he h...
Jay Reno — Making A Point (EP.247) 19.12.2024 1:15:12
My guest on Infinite Loops this week knew he wanted to be an entrepreneur from the time he was buying and selling things on eBay. Jay Reno claims he didn't know what the word 'arbitrage' meant back then, but if you tug on the colourful threads of his career, you'd reveal the kind of tenacity and resourcefulness that allows special founders like him to repeatedly find value in places that have long...
Michael Garfield — Play the (Mind) Jazz (EP.246) 12.12.2024 1:19:44
My guest today is Michael Garfield, a paleontologist, futurist, writer, podcast host and strategic advisor whose "mind-jazz" performances — essays, music and fine art — bridge the worlds of art, science and philosophy. This year, Michael received a $10k O'Shaughnessy Grant for his "Humans On the Loop" discussion series, which explores the nature of agency, power, responsibility and wisdom in the...
Max Meyer Launched a Print Magazine in 2024. Here's Why. (EP.245) 05.12.2024 1:14:57
My guest today is Max Meyer, the proprietor of Arena Magazine , a new quarterly publication exploring technology, capitalism and civilization. Arena's aim? To " make it okay to dream in public again." Max and I discuss why he launched a print magazine in 2024, WTF happened to legacy media, the wisdom of Ratatouille and MUCH more. I hope you enjoy this conversation as much as I did. For the full tr...
Parmita Mishra — How to Think About Biology (EP.244) 28.11.2024 1:30:55
Parmita Mishra is a computational biologist and the founder & CEO of Precigenetics , a company aiming to become a rocket to precision medicine. Parmita is deeply knowledgeable about cutting-edge biology, particularly epigenetics — how behavior and environment can affect gene function without altering genetic code. Her passion for advancing our understanding of diseases is inspiring (and contagious...
Luis Seco — On Mathematical Beethovens, Decentralized Education & the Voyage to the Human Brain (EP.243) 21.11.2024 1:25:07
Professor Luis Seco is a mathematician, educator, and investor. Among many other titles and achievements, he is the Professor of Mathematics at the University of Toronto, Director of the quant research hub Risklab, Chair of the Centre for Sustainable Development at the Fields Institute, and co-founder of the asset management firm Sigma Analysis & Management Ltd. Got all that?! This one was really...
Anthony Pompliano — How to Live an Extraordinary Life (EP.242) 14.11.2024 1:09:55
Anthony Pompliano — investor, entrepreneur, and media powerhouse — returns four years and 228 episodes later to discuss his new book, How To Live an Extraordinary Life , a collection of 65 heartfelt letters to his two children. At just 36, Anthony has already invested in circa 200 companies, served in Iraq with the U.S. Army, built and sold multiple businesses, and created one of the world's large...
Sajith Pai — Exploring Indus Valley (Ep.241) 07.11.2024 1:28:22
There's a quote I heard a long time ago that goes something like this - "India has consistently disappointed both the optimists and the pessimists". It is equal parts pithy and profound, and does a somewhat passable job of summarising the multitudes contained in 21st century India. It's a quote that was brought to life for me numerous times in my conversation with this week's guest on Infinite Loo...
Scott Aaronson — Quantumania (EP.240) 31.10.2024 1:12:11
My guest today is Scott Aaronson, a theoretical computer scientist, OG blogger, and quantum computing maestro. Scott has so many achievements and credentials that listing them here would take longer than recording the episode. Here's a select few: Self-taught programmer at age 11, Cornell computer science student at 15, PhD recipient by 22! Schlumberger Centennial Chair of Computer Science at The...
Danny Crichton — Player of Games (EP.239) 24.10.2024 1:23:53
Danny Crichton is a man of many talents. He's got a background in computer science, has worked in the worlds of foreign policy, was a managing editor at Techcrunch, and now serves as Head of Editorial at Lux Capital. As Lux's de-facto games master, Danny also devises their Riskgames : strategic simulations that immerse players in complex scenarios reflecting real-world challenges and dynamics. Th...
Yuk Chi Chan — On Rockets, Dog Years & Robotic Space-Snakes (EP.238) 17.10.2024 1:28:16
My guest today is the human Swiss Army Knife, Yuk Chi Chan, who has packed more into the last decade than many people do in a lifetime. Yuk Chi is the founder of Charter Space, the first British space company to graduate from the Techstars Space Accelerator. Before that, he served as an officer in the Singapore army (hmm, so maybe I should have described him as a Singaporean Army Knife) and practi...
Dan Shipper — I, Writer (EP.237) 10.10.2024 1:25:48
"Ignoring what is obvious incurs a huge cost. It requires you to go about your day numbing yourself to the reality of who you are and what you want—which is a waste of time for you and everyone around you. By contrast, admitting what is obvious is freeing and motivating. But it's terrifying to do it. Sometimes the most obvious truths about ourselves are hard to see because the consequences of thos...
Dr. Gena Gorlin — How to Build a Builder (EP.236) 03.10.2024 1:44:23
My guest today is Dr. Gena Gorlin, a psychologist specializing in the unique needs of the ultra-ambitious. Unlike many in her field. Gena doesn't aim to simply lift the floor of her clients' ambitions — she wants to raise the ceiling. In this episode, she breaks down the "Builder Mindset" - a way of thinking that empowers people to live to healthier, happier, and more fulfilled lives. Over on our...
Nir Eyal — How To Become An Indistractable Force (EP.235) 26.09.2024 1:09:44
"Most people don't want to acknowledge the uncomfortable truth that distraction is always an unhealthy escape from reality." My latest guest, Nir Eyal , writes, consults, and teaches about the intersection of psychology , technology, and business. Nir previously taught as a Lecturer in Marketing at the Stanford Graduate School of Business and the Hasso Plattner Institute of Design at Stanford....
Alex Danco — Finding Mystery in the Margin (EP.234) 19.09.2024 1:27:58
As the saying goes, only three things in life are certain: death, taxes & Alex Danco. Armed with sizzling hot takes on the sad death of Twitter likes and a new secret weapon in the form of his catchphrase-turned-episode theme (" Without mystery, there is no margin "), Alex returns for his eighth episode. Despite our intentional lack of preparation, somehow this ended up as one our most cohesive co...
Mike Maples, Jr. — How To Become a Pattern-Breaking Founder (EP.233) 12.09.2024 1:33:24
Mike Maples, Jr., co-founding partner of the VC firm Floodgate, is the veteran seed investor behind some of the 21st-century's great success stories, including Twitter, Twitch, and Applied Intuition. His book, Pattern Breakers (co-authored with Peter Ziebelman), articulates a new model of foundership, one built on the simple premise that transformative startups upend rather than improve current pr...
Ben Orlin — Math As Universal Language (EP.232) 05.09.2024 1:30:47
As a former quant with six grandkids, my spidey-senses started tingling as soon as I heard about Ben Orlin's mission to make math fun. A native of St. Paul, Ben is a math educator and popularizer who is known for his "Math With Bad Drawing" blog and book series. Today's conversation revolves around his excellent, original new book Math for English Majors: A Human Take on the Universal Language ,...
Gurwinder Bhogal's Guide to Modern Survival (EP.231) 29.08.2024 1:40:13
"We have created for ourselves a world that we didn't evolve for." Gurwinder Bhogal is, for my money, one of the most independent, original and insightful thinkers you'll find in our corner of the internet. He returns to discuss how willpower and good old-fashioned human agency can help us reclaim our mental sovereignty and escape the " constant avalanche of concerns that are being vomited over us...
Julia Sonnevend — Charming! (EP.230) 22.08.2024 1:24:57
Professor Julia Sonnevend believes that charm is one of the defining political trends of our era. In her latest book, she argues that charm will do no less than " shape the future of democracy worldwide ," exploring how it is weaponized by politicians ranging from Jacinda Arden to Kim Jong Un. In our episode, you will discover why charm has emerged as a political force and how to innoculate yourse...
Bilawal Sidhu — How to Unite Reality With Imagination (EP.229) 15.08.2024 1:39:52
As a proud owner of the exceedingly rare "two-digit" designation on CompuServe (the internet's precursor), I've always been an early adopter of new tech. I was, therefore, particularly excited to speak to Bilawal Sidhu, a one-man corporation whose prolific output outpaces many creators put together. Since he was 11, Bilawal has been passionate about using cutting-edge tech to create videos that un...
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