
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!"
Latest episodes

49 snips
Feb 6, 2025 • 1h 27min
Mark Daniel — How to Find a Kaleidoscopic Alien (EP.254)
Mark Daniel, co-founder of the investment firm Digital and Thiel Fellow, dives into intriguing topics about media and investment strategies. He shares why he believes podcasts can be dangerous and argues that content creators should stick to a limit of ten posts for quality over quantity. Mark also discusses his unique method for identifying 'kaleidoscopic aliens' to invest in. He reflects on the fragility of beliefs and the value of simplicity in navigating life's complexities, all while encouraging a thoughtful approach to both wealth and wisdom.

22 snips
Jan 30, 2025 • 1h 11min
John Kennedy — The Hidden Crisis in American Education (EP.253)
John Kennedy, Director at the Corsi-Rosenthal Foundation, is shedding light on the ongoing crisis of air quality in American schools. He discusses how a simple $60 box fan can significantly improve health and learning environments, a surprisingly affordable solution to a major issue. Kennedy also explores potential changes in education, advocating for a reimagined system that fosters happy and capable adults. With insights into technology's role and community collaboration, this conversation promises to inspire a rethink of how we educate future generations.

114 snips
Jan 23, 2025 • 1h 32min
Michael Strong — Let’s Get Socratical (EP.252)
Michael Strong, Founder and CEO of The Socratic Experience, shares his passion for innovative education that fosters critical thinking and creativity. He discusses the scalability of Socratic education and its potential to create new subcultures. Strong critiques traditional learning models, emphasizing high agency and self-directed learning. The conversation dives into the impact of reputation in entrepreneurship and the benefits of predictive markets for truth-seeking, alongside a call for open dialogue in addressing complex issues like climate change.

110 snips
Jan 16, 2025 • 1h 9min
Sahil Bloom — A Multitude of Wealth (EP.251)
Sahil Bloom, founder and investor known for his impactful newsletter, shares his journey from finance to enriching minds with wisdom. He discusses the importance of redefining wealth beyond monetary success, highlighting time, social connections, and mental well-being. Sahil emphasizes the power of small steps in achieving big goals and critiques societal norms linking happiness to material wealth. Through self-reflection, he encourages listeners to assess their own forms of wealth for a more fulfilling life, making impactful connections a priority.

33 snips
Jan 9, 2025 • 1h 25min
Seth Stephens-Davidowitz — Who Makes the NBA? (EP.250)
Seth Stephens-Davidowitz, a data scientist and bestselling author, uses data to challenge our understanding of the NBA. He delves into why many players share the name Chris and the impact of height on NBA opportunities. The conversation touches on the potential for a Moneyball moment in basketball and critiques the glamorization of the rags-to-riches narrative. Additionally, he discusses how tools like Code Interpreter revolutionized his writing process, allowing him to complete his latest book in just 30 days!

35 snips
Jan 2, 2025 • 1h 42min
Julian Gough — The Egg and The Rock (EP.249)
Julian Gough, an acclaimed writer known for his children’s books and the ending of Minecraft, is on a mission to redescribe the universe with his latest project, The Egg and The Rock. He discusses the challenges of writing in public and the pushback against unconventional scientific ideas. Gough dives into cosmic evolution and the fascinating possibilities of life on icy moons, while also pondering whether consciousness itself evolves through natural selection. His insights spark a thrilling blend of humor and philosophy that leaves listeners pondering the cosmos.

81 snips
Dec 26, 2024 • 1h 20min
Ben Reinhardt — Speculative Technologies (EP.248)
In this engaging conversation, Ben Reinhardt, founder of Speculative Technologies and former NASA researcher, discusses the disconnect between tech entrepreneurs and philanthropy. He critiques traditional philanthropic models while advocating for innovative funding approaches to support foundational research. Ben highlights the vital role of materials and manufacturing in technological progress and proposes a four-phase roadmap for deploying speculative technologies. The nuances of trusting credentials and fostering collaboration across sectors for breakthrough innovations are also explored.

96 snips
Dec 19, 2024 • 1h 15min
Jay Reno — Making A Point (EP.247)
Jay Reno, CEO and Founder of Pointhound, has a colorful entrepreneurial history that started with eBay flips. He shares valuable advice for first-time founders, emphasizing the importance of taking action despite fear. The conversation dives into the whimsical world of credit card rewards, exploring how to maximize savings on travel. Jay also highlights consumer psychology, discussing how understanding user feedback can drive product success. Buckle up for insights into turning ideas into action and navigating the complexities of credit card choices!

27 snips
Dec 12, 2024 • 1h 20min
Michael Garfield — Play the (Mind) Jazz (EP.246)
Michael Garfield is a paleontologist, futurist, and strategic advisor known for blending art, science, and philosophy in his 'mind-jazz' performances. In this conversation, he explores the intriguing concept of 'humans on the loop,' unpacking how technology shapes our agency and identity. Garfield challenges conventional economic theories through the Red Queen hypothesis, stressing the importance of diversity in innovation. He also reflects on the unpredictable nature of personal expression and advocates for embracing complexity in decision-making and creativity.

31 snips
Dec 5, 2024 • 1h 15min
Max Meyer Launched a Print Magazine in 2024. Here’s Why. (EP.245)
Max Meyer, founder of Arena Magazine, discusses his bold decision to launch a print publication in 2024. He delves into the decline of legacy media and the chaos of social media, likening it to a steam valve for societal frustrations. The conversation touches on the wisdom of Ratatouille, the evolution of political oratory, and the optimism versus pessimism debate surrounding human progress. Meyer also shares insights on capitalism's role in innovation and the significant impact of tangible media in our increasingly digital world.
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