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Infinite Loops

Jim O'Shaughnessy
Infinite Loops
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  • Michael Gibson & Danielle Strachman — The 1517 Rebellion (EP.279)
    Michael Gibson and Danielle Strachman, co-founders of 1517 Fund, join the show to discuss their rebellion against higher education, why universities stifle creativity, why IQ doesn't correlate with innovation, and how betting on "misfit toys" is the way to go—plus we explore Girardian mimesis, the perishable nature of creativity, the laziness of pessimistic storytelling and MORE! I hope you enjoy the conversation as much as I did. For the full transcript, episode takeaways, and bucketloads of other goodies designed to make you go, “Hmm, that’s interesting!”, check out our Substack. Important Links: 1517 Fund Michael’s Twitter Danielle’s Twitter 1517 Substack Show Notes: Why 1517 Fund Rebels Against Higher Education Giving Individuals a Shot “It’s cool to be building stuff, it’s not cool to be a Thiel Fellow” The ‘ATM Founder’ and ‘Rich Too Early’ Syndrome The Power of Predictive Character Traits Flipping Credentialist Thinking "How do we become Spielberg? How do we do something truly great?" Simple Memes and Powerful Narratives Avoiding a Monoculture of Misfits The Incestuous Universities Scene Choosing Your Own Path People Contain Multitudes Michael and Danielle as World Emperor and Empress Books & Essays Mentioned: A Mind at Play: How Claude Shannon Invented the Information Age; by Jimmy Soni and Rob Goodman Collective Illusions: Conformity, Complicity, and the Science of Why We Make Bad Decisions; by Todd Rose "A Gift for My Daughter"; by Harry Browne (Full text available here) Paper Belt on Fire; by Michael Gibson The Idea Factory: Bell Labs and the Great Age of American Innovation; by Jon Gertner The Right Stuff; by Tom Wolfe The Status Game; by Will Storr The Two Cultures; by C.P. Snow What Works on Wall Street; by Jim O'Shaughnessy White Mirror: Stories; by Tinkered Thinking Zero to One; by Peter Thiel The Founders: The Story of PayPal and the Entrepreneurs Who Shaped Silicon Valley; by Jimmy Soni Rome's Last Citizen: The Life and Legacy of Cato, Mortal Enemy of Caesar; by Jimmy Soni and Rob Goodman How I Found Freedom in an Unfree World; by Harry Browne
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  • Ed Latimore — The Art of Self-Transformation (EP.278)
    Ed Latimore: boxer, physicist, and author of Hard Lessons from the Hurt Business makes his third appearance on the show to discuss hard-won wisdom about impulse control, self-forgiveness, the challenges of modern parenting and why being discerning (not judgmental) about your social circle might be the simplest rule for a better life. I hope you enjoy the conversation as much as I did. For the full transcript, episode takeaways, and bucketloads of other goodies designed to make you go, “Hmm, that’s interesting!”, check out our Substack. Important Links: Ed’s Twitter Ed’s Website Ed’s Substack Ed’s Previous Appearances: #1, #2 Show Notes: Punctuality and Impulse Control Ed’s Parenting Philosophy The Dilemmas of Raising Kids Having Socratic Dialogues with Six Year Olds Exposure to Different Realities The Journey to Getting Sober Learning from Experience How Stories Transmit Values Justice and Forgiveness Self-Talk and Internal Narratives Race, Merit, and Cultural Double Standards Falsifiability and Rational Thinking Ed as World Emperor Books Mentioned: The Triple Package; by Amy Chua and Jed Rubenfeld Hard Lessons from the Hurt Business; by Edward Latimore What Works on Wall Street; by Jim O'Shaughnessy Boxing and the Art of Life; by Edward Latimore
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  • Sam Arbesman — Science, Complexity and Humanistic Computation (EP.277)
    Sam Arbesman, complexity scientist, author of "The Magic of Code," and scientist in residence at Lux Capital, joins me for a wide-ranging exploration of how we navigate an increasingly complex world that often exceeds human comprehension. We dive into the oral traditions that preserve crucial scientific knowledge, why cognitive diversity trumps demographic diversity, the forgotten innovations hiding in technological history, and Sam's vision for "Maxis 2.0". This conversation had everything—from science fiction's cultural impact to the philosophy of intellectual humility. Sam and I discovered we're remarkably simpatico on how to think about complex systems, the importance of historical context, and why saying "I don't know" is the foundation of genuine learning. I hope you enjoy this conversation as much as I did. For the full transcript, episode takeaways, and bucketloads of other goodies designed to make you go, “Hmm, that’s interesting!”, check out our Substack. Important Links: Personal Website Book Page: The Magic of Code Sam’s X Profile Show Notes: Sam’s Sci-fi Origins The Oral Tradition in Science and Technology Cultivating the Unexpected Open-Endedness and Large Language Models “All Models Are Wrong, but Some Are Useful” Culture’s Role in Shaping Everything Patching Bugs in HumanOS Tech History and Forgotten Innovations A Tech Archaeology Fellowship Humility and Knowledge Learning Via Negativa The Complexity of Our World Sam’s Current Obsessions in Science and Gaming Sam As Emperor of the World Books Mentioned: Dune; by Frank Herbert Foundation trilogy; by Isaac Asimov Overcomplicated: Technology at the Limits of Comprehension; by Sam Arbesman The Half-Life of Facts; by Sam Arbesman When We Cease to Understand the World; by Benjamín Labatut White Mirror; by Tinkered Thinking Nonzero; by Robert Wright The Evolution of God; by Robert Wright God and Golem, Inc.; by Norbert Wiener The Road; by Cormac McCarthy The Guide for the Perplexed; by Moses Maimonides The Story of Civilization; by Will and Ariel Durant Mistakes Were Made, and Yes, by Me; by Jim O'Shaughnessy
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  • Nick Maggiulli — Climbing the Wealth Ladder (EP.276)
    Nick Maggiulli, data scientist turned financial writer and COO of Ritholtz Wealth Management, joins me to discuss his latest book,The Wealth Ladder, which presents a six-level framework for building and managing wealth. Warning: this episode will upend what you think you know about money. We explore why atypical results require atypical actions, how income and not budgeting is the real unlock for wealth mobility, and how many financial myths persist simply because they feel good. Nick also shares the personal rules he lives by, how wealth changes meaning, and why being rich doesn’t guarantee happiness. I hope you enjoy the conversation as much as I did. For the full transcript, episode takeaways, and bucketloads of other goodies designed to make you go, “Hmm, that’s interesting!”, check out our Substack. Important Links: Of Dollars and Data Nick’s Twitter Nick’s LinkedIn Nick’s Instagram Ritholz Wealth Management Show Notes: Money May Magnify Happiness But Can’t Manufacture It Atypical Results Require Atypical Actions The Risk of Financial Generalization The Loneliness Tax Some Legacies Can Be Built Without Capital The Plateau Between Wealthy and Wealthier When the Job Becomes a Side Hustle The Spending Myth The Baby Bond Idea The Universal Basic Income Debate Markets Evolve Faster Than Us Kindness is Rare and Needed. Books and Papers Mentioned: What Works on Wall Street; by Jim O’Shaughnessy Just Keep Buying; by Nick Maggiulli The Wealth Ladder; by Nick Maggiulli Portfolios of the Poor; by Daryl Collins, Jonathan Morduch, Stuart Rutherford, and Orlanda Ruthven Invest like the Best; by Jim O’Shaughnessy Experienced well-being rises with income, even above $75,000 per year; by Matthew A. Killingsworth, Daniel Kahneman, and Barbara Mellers
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  • Lawrence Yeo — The Inner Compass (EP.275)
    Lawrence Yeo — writer, illustrator and author of “The Inner Compass” — joins the show to discuss the power of intuition in an uncertain world. We explore why embracing uncertainty leads to greater curiosity, how social conditioning pulls us away from our true north, why doing things for their own sake builds authentic conviction and how journaling the "whys" rather than the "whats" can transform your self-awareness. This conversation flowed so naturally we jumped right in without a formal introduction! I hope you enjoy it as much as I did. For the full transcript, episode takeaways, and bucketloads of other goodies designed to make you go, "Hmm, that's interesting!," check out our Substack. Important Links: Lawrence's Website Twitter The Inner Compass Show Notes: The Co-Creator Mentality Writing a Letter to Your Child The Root of All Suffering The Proximity of Envy The Inevitability of Social Conditioning How to Hone Your Intuition Escaping the Illusion of Certainty What Looks Like a Leap is Actually a Series of Small Steps Mistakes Are Portals of Discovery Can You Learn Self-Confidence? If Everyone Says Your Book is Great, Something is Wrong Journals > Diaries Lawrence as World Emperor Books & Articles Mentioned: The Inner Compass: Cultivating the Courage to Trust Yourself; by Lawrence Yeo Two Thoughts: a Timeless Collection of Infinite Wisdom; by Jim O’Shaughnessy and Vatsal Kaushik A Letter to my Newborn Daughter; by Lawrence Yeo Mistakes were Made. (And, Yes, by Me.); by Jim O’Shaughnessy Tao Te Ching (Dao De Jing); by Lao Tzu Death; by Thomas Nagel
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About 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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