Infinite Loops

Jim O'Shaughnessy
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Infinite Loops

In a rapidly changing world, it's too easy to get trapped by the existing models. New problems are met with old solutions, leading to infinite loops of inaction. We're here to change that. By exploring ideas ranging from the Tao Te Ching to cutting-edge advances in AI, we will arm you with the tools & fresh perspectives required to upgrade your HumanOS and thrive in our messy, probabilistic world. Infinite Loops is part of Jim’s new company, O'Shaughnessy Ventures. For in-depth syntheses of our guests' ideas, as well as for additional ideas that make you go Hmm that’s interesting!, subscribe to our Substack at https://infiniteloops.substack.com. Powered by O’Shaughnessy Ventures.

  1. 6 DAYS AGO

    Luis Seco — On Mathematical Beethovens, Decentralized Education & the Voyage to the Human Brain (EP.243)

    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 fun, and not just because Luis is a fellow quant. We discuss how maths resembles Beethoven’s Fifth Symphony, the future of the ‘metaversity’, the most important lesson Luis gives his students, why investing isn't what it used to be, and much more. 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: Website Twitter YouTube Show Notes: What Luis learned from the Beethoven of mathematics “Mathematics is the language computers speak” The role of community in an increasingly confusing world Lifelong education & the voyage to the human brain Why to teach is to be human Timebinding & social media as a steam valve What matters more - content or communication? Math as a social science: quantifying risk in a nonlinear world From paper, to numbers, to images: The changing nature of data Why the future of education lies in decentralization Swarm solutions & why we’re in the century of collaboration Metaversities & the case for bringing your kids to work Why managing money is now based on words, not numbers Luis as Emperor of the World MORE! Books Mentioned: The Hitchhiker's Guide to the Galaxy; by Douglas Adams The Two Cultures; by C.P. Snow Zen and the Art of Motorcycle Maintenance; by Robert M. Pirsig Manhood of Humanity; by Alfred Korzybski How to Win Friends and Influence People; by Dale Carnegie The Myth of 1926: How Much Do We Know About Long-Term Returns on U.S. Stocks?; by Edward F. Mcquarrie

    1h 25m

  2. 14 NOV

    Anthony Pompliano — How to Live an Extraordinary Life (EP.242)

    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 largest independent media platforms. You don’t accomplish all that without learning a thing or two, and in this episode we dig into his hard-earned insights — from the uniting traits of the world’s smartest people, to the luxury of pessimism, to why luck isn’t real. 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: How To Live an Extraordinary Life Website Twitter The Pomp Letter Anthony’s Previous Episode Show Notes: The hidden power of “I don’t know” Why Anthony started writing letters to his children Today is practice for tomorrow Carve your ethics in stone, but your opinions in sand How bad positioning poisons decision-making Are there any parts of the book Anthony no longer believes in? What unites the smartest people in the world Why luck isn’t real The luxury of pessimism Power laws everywhere! Anthony as Emperor of the World MORE! Books, Articles & Podcasts Mentioned: Adventures of a Bystander; by Peter F. Drucker The Art of Learning: An Inner Journey to Optimal Performance; by Josh Waitzkin How Will You Measure Your Life?: A thought-provoking approach to measuring life's success; by Clayton M. Christensen, James Allworth and Karren Dillon Rules for a Knight; by Ethan Hawke The Rise and Fall of American Growth: The U.S. Standard of Living since the Civil War; by Robert J. Gordon Why Writing Letters to Your Kids Is the Best Gift You Can Give Them as Adults; by Polina Pompliano Shane Parrish on the Clear Thinking podcast Lucky vs, Repeatable; by Morgan Housel What Kind of Lucky Are You?; by Jim O’Shaughnessy

    1h 10m

  3. 7 NOV

    Sajith Pai — Exploring Indus Valley (Ep.241)

    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 Loops - Sajith Pai. Sajith is a GP at Blume Ventures, one of India’s largest homegrown VC firms. He's known for his prolific writing and sharp frameworks that have become part of Indian startup canon over the past decade. In 2018, he swapped a long-time career as a media executive for one as a venture capitalist. This changing of lanes, relatively late in his professional life, has given him a refreshingly nuanced perspective on the Indian startup ecosystem (which he’s bestowed with the moniker of ‘Indus Valley’, as a nod to both Silicon Valley as well as the Indus Valley Civilisation, one of the cradles of the ancient world and the ancestral civilisation of the Indian people). His most compelling insight? That India isn't the monolithic 1.5-billion-person market that many Westerners believe. Instead, it's three distinct "countries" hiding in plain sight. There's India One: 120 million affluent, English-speaking urbanites (think the population of Germany) who love their iPhones and Starbucks. Then comes India Two: 300 million aspiring middle-class citizens who inhabit the digital economy but not yet the consumption economy. Finally, there's India Three: a massive population with a similar demographic profile to Sub-Saharan Africa, that’s still waiting for its invitation to join India’s bright future. ‘India 1-2-3’ is one amongst many pearls of wisdom that Sajith gifted me over our conversation, that also touched on India as a "digital welfare state", India as a ‘low trust society’; the emergence of a new class of ‘Indo-Anglians’; how cultural nuances in India shape everything from app design to payment systems; and much, much more. Whether you're an investor, founder, or just curious about where the next decade of innovation might come from, this conversation is your crash course to understanding India in the 21st century. Sajith likes to say that ‘India is not for beginners’. Well, if you are a beginner on India, this week you’re in luck. 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: Sajith’s website Sajith’s Twitter Sajith’s Substack Blume VC’s Indus Valley Annual Report 2024 Show Notes: The Three Indias Navigating India in the 21st century India as a ‘low trust’ society Touring ‘India 2’ The States and the Union Caste and Class in Modern India Governance and the Government Brain Drain The English Tax The Rise of the Indo-Anglians I, Writer On Media and Markets India as a Digital Welfare State The Virtues of Leapfrogging Sajith, The Emperor of the World Books and Articles Mentioned: The Fortune at the Bottom of the Pyramid; by C. K. Prahalad Supercommunicators; by Charles Duhigg Career Advice; by Scott Adams The Indus Valley Report 2024; by Blume VC

    1h 28m

  4. 31 OCT

    Scott Aaronson — Quantumania (EP.240)

    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 University of Texas at Austin. Director of UT Austin's Quantum Information Center. Former visiting researcher on OpenAI's alignment team (2022-2024). Awarded the ACM prize in computing in 2020 and the Tomassoni-Chisesi Prize in Physics (under 40 category) in 2018. … you get the point. Scott and I dig into the misunderstood world of quantum computing — the hopes, the hindrances, and the hucksters — to unpack what a quantum-empowered future could really look like. We also discuss what makes humans special in the age of AI, the stubbornly persistent errors of the seat-to-keyboard interface, and MUCH more. I hope you enjoy the conversation as much as I did. For the full transcript, some highlights from Scott’s blog, and bucketloads of other goodies designed to make you go, “Hmm, that’s interesting!” check out our Substack. Important Links: Shtetl-Optimized (Scott’s blog) My Reading Burden On blankfaces Show Notes: So much reading. So little time. The problem of human specialness in the age of AI It’s always the same quantum weirdness Why it’s easy to be a quantum huckster Quantum progress, quantum hopes, and quantum limits Encryption in a quantum empowered world Wielding the hammer of interference Scientific discovery in a quantum empowered world Bureaucracy and blank faces Scott as Emperor of the World MORE! Books Mentioned: The Fifth Science; by ****Exurb1a The Hitchhiker’s Guide to the Galaxy; by Douglas Adams

    1h 12m

  5. 24 OCT

    Danny Crichton — Player of Games (EP.239)

    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. These games – whose players include senators, major generals, congressmen and, think-tank CEOs – include scenarios like ‘Hamptons at the Cross-Roads’ (that deals with climate change and maritime security) and ‘Powering Up’ (that deals with China’s global EV dominance). Danny and I discuss the origins of Riskgaming and the lessons he’s learned in high-stakes games with tech founders and government officials. Plus, we riff on our shared Minnesotan roots, and discuss ways to combat the uncertain fog of war in our careers. I hope you enjoy this insightful 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: Danny's Twitter Danny's LinkedIn Danny's Personal Website Lux Securities Newsletter The Riskgaming Initiative Show Notes: Origins of Riskgaming The Different Play Styles between Technologists and Policymakers One-off games vs. Iterative games The Game Theoretic Foundations of Riskgaming It’s All About Tough Decisions Parable of the First Mover Disadvantage The Importance of Incentives Why Insurance Companies are Obsessed with Truth in the Market How AIs Can Cut Through Bureaucratic Slog How Danny Builds Scenarios Why Riskgaming Teaches Better Decision Making Danny’s Thoughts on Intellectual Humility Danny and Jim’s Minnesotan Heritage Danny’s experience launching TechCrunch+ Facing the Fog of War The Importance of Agility Danny as Emperor of the World Books Mentioned: Gödel, Escher, Bach: An Eternal Golden Braid; by Douglas Hofstadter Left Behind: A New Economics for Neglected Places; by Paul Collier

    1h 24m

  6. 17 OCT

    Yuk Chi Chan — On Rockets, Dog Years & Robotic Space-Snakes (EP.238)

    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 practiced as a space lawyer (it’s funny how much cooler being a lawyer becomes when you preface it with the word “space”). Suffice to say, Yuk Chi knows a lot about space. We had a blast discussing how ‘ownership’ of territory really works, why the sector impacts our daily lives FAR more than we think, and the mind-boggling mission of an intrepid robotic space snake. 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: LinkedIn Substack Twitter Charter Website Charter Twitter Show Notes: Yuk Chi Chan: The human Swiss Army Knife The strangely antiquated tools of the space industry Military training, problem-solving, and reframing the challenge The single most important trait in a co-founder Unlearning, cyclical culture, and robotic space snakes The labyrinthine world of space insurance Who owns space? The angry man on Yuk Chi’s shoulder Why Yuk Chi measures his life in dog years Space insurance as Zeno’s Paradox Why the space industry is WAY more ubiquitous than you think Yuk Chi as emperor of the world MORE! Books Mentioned: Flow My Tears, the Policeman Said; by Philip K. Dick Ubik; by Philip K. Dick

    1h 28m

  7. 10 OCT

    Dan Shipper — I, Writer (EP.237)

    “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 those truths seem so dire.” Those are the opening lines of one of my favourite essays I’ve read in the last year, written by this week’s guest on Infinite Loops - Dan Shipper. Dan is the Co-founder and CEO of Every, a media company that wants to be an intellectual lighthouse amidst the tempest that is the Age of AI. Every began life in 2020 as a bundle of digital newsletters (almost like a centralised version of Substack with more of an editorial flourish). These days, it’s blossomed into an ecosystem of colourful newsletters, podcasts, courses, and software products, all oriented around the unpacking of a single question - “What comes next?” Every is already one of my go-to destinations for all things interesting. It’s less brain food than brain buffet (the kind of buffet that serves fresh blueberry pancakes with real maple syrup). In our conversation, Dan shares his thoughts on everything from AI companions; his approach to erecting the Every ‘Pyramid’; his playbook for building new media companies; the idea of LLMs as mirrors for humanity; and using content to ‘find your people’. What I love about him is how candidly and thoughtfully he talks about his journey to discover his own truth. His realisation that he didn’t need to hang up his boots as a writer in order to become a founder is something that particularly hit home for me. Dan Shipper is also my underdog pick to eventually wrest the title of Infinite Loops Emperor from reigning clubhouse leader Alex Danco. By which I mean to say, this is most certainly not the last time Dan joins us on the show, so you may as well get to know him better. 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: Dan’s Twitter Dan’s writing on Every Dan’s personal website Show Notes: Dan’s Superhero Origin Story Writers as Founders What Would You Pay To Do? The Every Pyramid The New Media Playbook How To Find Your People Our AI Mirrors From Explanation Problems to Engineering Problems On Intuition From The Knowledge Economy To The Allocation Economy The Reluctance To AI Adoption AI Companions Dan, The Emperor of The World Books and Articles Mentioned: Admitting What Is Obvious; by Dan Shipper *The Global Brain: The Evolution of Mass Mind from the Big Bang to the 21st Century; by* Howard Bloom Against Explanations; by Dan Shipper The Trial of Socrates; by I. F. Stone The WEIRDest People in the World; by ****Joseph Heinrich The Three Musketeers; by Alexandre Dumas

    1h 26m

  8. 3 OCT

    Dr. Gena Gorlin — How to Build a Builder (EP.236)

    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 Substack, we dig deeper into Gena’s ideas, exploring the perils of perfectionism, the allure of complacency, and why psychological perfection might be more achievable than you think. Important Links: Gena’s Website Building the Builders (Gena’s Substack) Gena’s Twitter Show Notes: The Unique Needs of the Ultra Ambitious Death is the Default The Rigid Authoritarianism of Your Inner Drill Sergeant The Sweet, Stagnant Embrace of the Zen Master Agency & the Enlightenment Historical Ignorance as a Bottleneck Human Beings as the Base Unit of Action Fight, Flight or Freeze How to Build a Builder Perfectionism is not Perfect What to Do When Surrounded by C Players Persistence, Passion & Personality Reframing FTW Gena as Empress of the World MORE! Books Mentioned: The Hypomanic Edge: The Link Between (A Little) Craziness and (A Lot of) Success in America; by John D. Gartner

    1h 44m
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Hosts & Guests

About

In a rapidly changing world, it's too easy to get trapped by the existing models. New problems are met with old solutions, leading to infinite loops of inaction. We're here to change that. By exploring ideas ranging from the Tao Te Ching to cutting-edge advances in AI, we will arm you with the tools & fresh perspectives required to upgrade your HumanOS and thrive in our messy, probabilistic world. Infinite Loops is part of Jim’s new company, O'Shaughnessy Ventures. For in-depth syntheses of our guests' ideas, as well as for additional ideas that make you go Hmm that’s interesting!, subscribe to our Substack at https://infiniteloops.substack.com. Powered by O’Shaughnessy Ventures.

Information

  • Creator
    Jim O'Shaughnessy
  • Years Active
    2019 - 2024
  • Episodes
    244
  • Rating
    Explicit
  • Show Website
    Infinite Loops

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