Mike Maples, Jr. — How To Become a Pattern-Breaking Founder (EP.233)
Release Date: 09/12/2024
Ben Reinhardt — Speculative Technologies (EP.248)
Infinite Loops
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 has a Ph.D. in space robotics from Cornell University and is one of the few people with a . in history! Ben, who brings his expertise in emerging technologies to the OSV advisory council, joins...
info_outline
Jay Reno — Making A Point (EP.247)
Infinite Loops
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 been deserted by everybody else. If you listen in on today’s episode, it will become apparent why O’Shaughnessy Ventures invested in Jay and his current venture. Jay is the CEO and...
info_outline
Michael Garfield — Play the (Mind) Jazz (EP.246)
Infinite Loops
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 for his “Humans On the Loop” discussion series, which explores the nature of agency, power, responsibility and wisdom in the age of automation. This whirlwind discussion is impossible to sum up in a couple of sentences (just look at the number of books & articles mentioned!) Ultimately, it is a conversation about a subject...
info_outline
Max Meyer Launched a Print Magazine in 2024. Here’s Why. (EP.245)
Infinite Loops
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 transcript, episode takeaways, and bucketloads of other goodies designed to make you go, “Hmm, that’s interesting!”, check out our . Important Links: Show Notes: What is...
info_outline
Parmita Mishra — How to Think About Biology (EP.244)
Infinite Loops
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: OSV is an investor in Parmita’s company!) In our conversation, Parmita and I discuss everything from the curious case of male baldness to how her parents have saved 50,000 lives. I hope...
info_outline
Luis Seco — On Mathematical Beethovens, Decentralized Education & the Voyage to the Human Brain (EP.243)
Infinite Loops
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...
info_outline
Anthony Pompliano — How to Live an Extraordinary Life (EP.242)
Infinite Loops
Anthony Pompliano — investor, entrepreneur, and media powerhouse — returns four years and 228 episodes later to discuss his new book, , 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...
info_outline
Sajith Pai — Exploring Indus Valley (Ep.241)
Infinite Loops
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...
info_outline
Scott Aaronson — Quantumania (EP.240)
Infinite Loops
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...
info_outline
Danny Crichton — Player of Games (EP.239)
Infinite Loops
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...
info_outlineMike 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 practices.
My company, OSV, is built around my belief that the collapse of the old models presents enormous opportunities to those savvy enough to seize them, so I had a blast quizzing Mike on the nuts and bolts of pattern-breaking foundership, from finding true believers to waging asymmetric war on the status quo.
If Mike’s theory sounds as interesting to you as it did to me, check out our Substack, where we’ve distilled some pattern-breaking insights and shared the episode transcript. I also encourage you to buy Mike’s excellent book.
In the meantime, I hope you enjoy our conversation as much as I did!
Important Links:
- Pattern Breakers: Why Some Start-Ups Change the Future; by Mike Maples, Jr & Peter Ziebelman
- Substack (Starting Greatness)
- Floodgate
Show Notes:
- Seagull mode: an unexpected founder paradigm
- How to wage asymmetric war on the present
- Evading the comparison trap
- Finding your people: how to build a movement
- Why we should continually seek the truth
- The customer isn’t always right, but the ones living in the future are
- Why disagreeableness is undervalued
- How to fix a pitch Franckendeck
- Don’t use jargon as a substitute for clear thinking
- How to find the true believers
- How to live in the future
- How founders are like trainspotters
- Why wanting to be a founder is a bad reason to start a company
- Reading habits of a pattern-breaker
- The unreliability of memory
- Mike as emperor of the world
- MORE!
Books Mentioned:
- Jonathan Livingston Seagull: A story; by Richard Bach
- The Genius of the Beast: A Radical Re-Vision of Capitalism; by Howard Bloom
- The Beginning of Infinity: Explanations that Transform The World; by David Deutsch
- What Works in Wall Street; by Jim O’Shaughnessy
- Poor Charlie’s Almanac: The Essential Wit and Wisdom of Charles T. Munger; by Charles T. Munger