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

Technology

Podcast website

infiniteloopspodcast.com

Latest episode

Jul 9, 2026

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Episodes

Trung Phan & Rob Henderson — Apocalypse Now (EP.178) 07.09.2023

Our previous episode with  Trung  & Rob included the bombshell reveal that Rob had never watched Apocalypse Now. Nearly one year later, Rob and  Trung  make their triumphant return to the show to discuss the themes of the film, the lessons aspiring creators can draw from its troubled production history, the role of the Vietnam War in American cinema, and a whole lot more. Important Links: Rob's Su...

Frederik Gieschen — On Agility, Agreeableness, Alchemy & the Arena 31.08.2023

"Who is America's best-known banker? That would be Jamie Dimon. But who is the richest? That would be Andy Beal, with an estimated net worth of $9 billion." Friend-of-the-show Frederik Gieschen joins us for an impromptu conversation about  his article  on the life and work of Andy Beal, the richest banker in America. Important Links: High Roller: Lessons from America's Richest Banker Frederik's Tw...

Dr. Julie Gurner — Ultra Successful (EP.176) 24.08.2023

Dr. Julie Gurner is a doctor of psychology and executive performance coach to top percentile executives, primarily in finance and technology. She is also the proprietor of the Ultra Successful newsletter, which delivers a weekly challenge pulled from global business leaders and designed to " help you unleash your power." Dr. Gurner joins the show to discuss the merits of being unreasonable, why yo...

Todd Goodwin — "Revelation is not Resolution" (EP.175) 17.08.2023

Board Certified hypnotist & Goodwin Hypnosis founder Todd Goodwin joins us for his second appearance to discuss why we should treat the mind like a garden, why revelation is not the same as resolution, why labels can be counterproductive, and much more! Important Links: Goodwin Hypnosis Goodwin Hypnosis' YouTube Todd's first episode Luca Dellanna's episode Our episode on Dr John Sarno Show Notes:...

Luca Dellanna — On Survival, Signals & Success (EP.174) 10.08.2023

Why is hard work a form of laziness? Why should we be wary of short-term success? How can imagining parallel worlds help us make better decisions? Author, management advisor, and researcher Luca Dellanna joins us to discuss these questions and more! Important Links: Luca's Website Luca's Twitter Show Notes: Ergodicity: survival is king Why sample size matters The two types of competitors Teaching...

Luca Dellanna — On Survival, Signals & Success (EP.174) 10.08.2023

Why is hard work a form of laziness? Why should we be wary of short-term success? How can imagining parallel worlds help us make better decisions? Author, management advisor, and researcher Luca Dellanna joins us to discuss these questions and more! Important Links: Luca's Website Luca's Twitter Show Notes: Ergodicity: survival is king Why sample size matters The two types of competitors Teaching...

Jack Butcher — Reality is the Boss (EP.173) 03.08.2023

Designer, entrepreneur and Visualize Value founder Jack Butcher joins us for his second appearance on the show to discuss how to get closer to reality, the differences between the US & the UK, whether vision can be taught, and MUCH more! Important Links: Jack's Twitter Visualize Value Jack's first appearance on the show How to Get Rich The Great Reshuffle Show Notes: Jack's origin story Productizi...

Dan Runcie — The Future of Music (EP.172) 27.07.2023

Dan Runcie is the Founder of Trapital, a company focused on music, media, and entertainment. Trapital's output includes a podcast, weekly newsletter, and deep-dive essays breaking down trends in the music industry. Dan joins us for his second appearance on the show to discuss how AI will transform the music industry, whether the age of the superstar is over, how artists become billionaires, and MU...

Dr. William Zeng — Towards a Quantum Future (EP.171) 20.07.2023

Dr. William Zeng is founder and President of the Unitary Fund, a non-profit dedicated to developing the quantum ecosystem to benefit the most people. He previously led initial development of Rigetti Computing's quantum cloud platform, and is co-inventor of the Quil quantum instruction language. He was named to Forbes' 30 under 30 in the Science category for his work on quantum computing. Dr. Willi...

Jack Raines — The Authentic Path (EP.170) 13.07.2023

Jack Raines is an online writer and LinkedIn provocateur, whose newsletter Young Money has already amassed 30,000 readers. Jack joins the show to discuss the importance of travel, the upsides of authenticity, risk, luck, and much, much more! Important Links: Jack's Twitter Young Money Show Notes: Jack's origin story Optionality and opportunity costs Hostel hopping The healthy life Grindset and hus...

Richard Craib — How to Open Source Finance (EP.169) 06.07.2023

Richard Craib is the Founder & CEO of Numerai, a new kind of hedge fund where data scientists around the world collaborate to predict equity returns using artificial intelligence. Richard joins the show to discuss Numerai's origins, how it embraces the spirit of open source, why it has its own cryptocurrency and MUCH more! Important Links: Numerai Richard's Twitter Show Notes: The genesis of Numer...

Brian Roemmele - The Wisdom Keeper (EP.168) 29.06.2023

The scientist, researcher, analyst, connector, thinker, and doer Brian Roemmele joins us for his second Infinite Loops appearance to discuss the decline of wisdom and how we can save it, why LLMs are the modern version of Plato's cave, we need locally run AI models and MUCH more! Important Links: Brian's Twitter ReadMultiplex.com 40 AI Use Cases: How Many Did You Know About? Brian's first Infinite...

Dr. Pippa Malmgren — Why Leadership Has Gone Wrong (EP.167) 22.06.2023

Dr. Pippa Malmgren is an economist, founder, keynote speaker & award-winning author. She served President George W. Bush as Special Assistant to the President and on the National Economic Council. She was responsible for financial market issues during the Enron crisis, and was responsible for assessing terrorism risks to the economy after 9/11. She has also advised the US Cabinet. Dr. Pippa's most...

Ethan Mollick — How AI Changes Everything (EP.165) 15.06.2023

Ethan Mollick is an Associate Professor at the Wharton School of the University of Pennsylvania, where he studies and teaches innovation and entrepreneurship. He also leads Wharton Interactive, an effort to democratize education using games, simulations, and AI. When Ethan started his Substack One Useful Thing in November last year, he was planning on writing about a different management paper eve...

Chen Qiufan — AI 2041: 10 Visions of Our Future (EP.164) 08.06.2023

Chen Qiufan (AKA Stanley Chan) is an award-winning science fiction writer, screenwriter, creative producer, and columnist. He is the president of the World Chinese Science Fiction Association and the founder of the content development studio Thema Mundi.     Chen joins the show to discuss his latest novel,  AI 2041: Ten Visions for the Future , which he co-wrote with former Google China president...

Todd Goodwin — Hypnosis: Separating Myth From Reality (EP.163) 01.06.2023

Todd Goodwin is the founder of Goodwin Hypnosis, a hypnosis center based in North Carolina. He is a Board Certified Fellow of the National Guild of Hypnotists, a designation earned by only one in every 500 hypnotists. As well as working with thousands of clients since opening Goodwin Hypnosis in 2007, Todd has co-facilitated hypnosis certification courses, created a book and accompanying 30-day hy...

Nat & Martha Sharpe — The Conflict between Agency & Community (EP.163) 30.05.2023

Nat & Martha Sharpe have been a creative team for over a decade. Nat was a film school graduate and Martha a storytelling enthusiast. They fell in love while filming a musical parody of "Beowulf" with their friends. After another comedy and two documentaries, they started having children. Focus shifted from art to survival. Together, they learned to code, got off food stamps, and traveled around A...

Jason Crawford — The Roots of Progress (EP.162) 25.05.2023

Jason Crawford is the founder & president of The Roots of Progress, a nonprofit dedicated to establishing a new philosophy of progress for the 21st century. Jason has written well over 100 essays on the history of technology and the philosophy of progress, and given numerous talks and interviews on the same. He joins the show to discuss whether humans deserve progress, how to make progress cool, t...

David Pinsof — Everything is Bullshit (EP.161) 18.05.2023

David Pinsof is an evolutionary social scientist and a co-creator of the game Cards Against Humanity. He holds a PhD in Psychology from UCLA, where he studied the  evolutionary origins of political bullshit , and has written a handful of academic papers,  one of which  has been cited 152 times and another of which was  quoted in the New York Times .     David is the author of the 'Everything Is Bu...

Dylan O'Sullivan — Essayful (EP.160) 16.05.2023

Dylan O'Sullivan is a writer and media specialist based in Cork, Ireland. Dylan's work has been published in magazines such as The Spectator and Areo. He is also the creator of Essayful, a Substack dedicated to becoming "a new home for writing." Following his participation in David Perell's Write of Passage course last year, Dylan joined us as an intern at O'Shaughnessy Ventures. He joins the show...

John Sills — The Human Experience (EP.159) 11.05.2023

After starting his career on a market stall in Essex, John Sills has spent the last twenty-five years working to make the world a better place for customers. John is the Managing Partner at the customer-led growth company The Foundation, and his writing has also been featured in publications such as The Guardian and Management Today. He joins the show to discuss his thought-provoking and timely ne...

Billy Oppenheimer — On Curiosity, Creativity & Conceptual Ancestors (EP.158) 04.05.2023

Billy Oppenheimer is a researcher for Ryan Holiday. He is also known for his viral long-form tweets  and  Six at 6 on Sunday  newsletter. Billy is insatiably curious. He is a master at drawing lessons from anecdotes from the worlds of sports, music, comedy, business, and more. He joins the show to discuss how to cultivate good taste, whether everything is a remix, why he learns through introjectio...

Jimmy Soni & Liberty RPF — Unleashing the Future of Publishing (EP.157) 27.04.2023

Friend-of-the-show (and new O'Shaughnessy Ventures team member) Liberty RPF joins Jim and fellow friend-of-the-show Jimmy Soni to discuss the current state of the publishing industry and the new opportunities emerging for current and aspiring authors. Important Links: Jimmy's Website Jimmy's Twitter Liberty's Newsletter Liberty's Twitter 10 Reasons Why I'm Publishing My Next Book on Substack Kurt...

Alex Danco — On Self-Delusion, Sancho Panza, Safe Words & Seinfeld (EP.156) 20.04.2023

Alex Danco returns for his seventh (yes, SEVENTH) appearance on Infinite Loops to discuss, as usual, pretty much everything other than the topics we had prepared in advance. This week, we discuss: The two types of lawyers, what Alex learned from reading Don Quixote, Elon the Reply Guy, the psychology of Seinfeld, the best Wall Street Movies, and much more. Important Links: Twitter:  https://twitte...

Gurwinder Bhogal — Certainty is the Death of Thought (EP.155) 13.04.2023

Gurwinder Bhogal is a writer and programmer who writes about the myriad ways in which technology and psychology conspire to fool us and how we can withstand the covert assault on our senses. Gurwinder is known for his epic Twitter 'Megathreads' which set out a series of powerful concepts for understanding the world. He joins the show to discuss our tendency to narrativize information, how to overc...

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