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

Denise Shull — Making Intuition Work For You (EP.55) 08.07.2021

In this episode of Infinite Loops we speak with Denise Shull, a Performance and Strategy advisor and Founder at The Rethink Group. We talk about: Role of emotions in trading and investing Could Daniel Kahneman be wrong? Imprinting and Emotional Granularity Standing up for yourself (Denise vs. Billions) And a LOT more! Follow Denise on Twitter at https://twitter.com/DeniseKShull and learn more abou...

Rory Sutherland — Behavioral Science, Marketing, and Persuasion (EP.54) 01.07.2021

Rory Sutherland, Vice Chairman of Ogilvy Group, comes back for his second appearance at Infinite Loops! We discussed various marketing strategies and behavioral tics, including: In-group vs. Out-group Fractal nature of behavioral science Pricing heuristics "Woke" persuasion Barbra Streisand effect, Canada, And a LOT more! Follow Rory on Twitter at  twitter.com/rorysutherland  and get his must-read...

Alex Danco — Everyone's Job is World Building (EP.53) 24.06.2021

As our recurring guest, Alex Danco of Shopify returns to Infinite Loops for the third time! We talk about: Age of Scarcity vs. Abundance Everyone's job is World Building Early days of the Internet 'The Office' — and it's parallels with the real world Hierarchies in corporate and cultural America and a LOT more!  Follow Alex on Twitter at https://twitter.com/Alex_Danco and read his amazing essays a...

Litquidity — Up Close with the Meme King of Wall Street (EP.52) 17.06.2021

In this episode of Infinite Loops we unravel the mystery around the Meme King of Wall Street — Litquidity Capital! We talk about: Meme-ing: As a finance insider and outsider Wall Street's culture Current state of financial education Growing the "Liquidity" brand Elon Musk's meme game And a LOT more! Follow Litquidity on Twitter at https://twitter.com/litcapital and sign up for their newsletter at:...

Jack Butcher — Productizing Value (EP.51) 10.06.2021

In this episode of Infinite Loops we spoke with Jack Butcher, creator of Visualize Value — "The operating system for value creators". We talk about: Journey from employment, to consulting, to entrepreneurship.  Productizing yourself Building a brand Overcoming fear and imposter syndrome Process vs. Goals And a LOT more! Follow Jack on Twitter at https://twitter.com/jackbutcher and get Visualize Va...

Luke Burgis — What Drives Human Desire? (EP.50) 03.06.2021

In this episode of Infinite Loops we spoke with Luke Burgis, author of the book 'Wanting: The Power of Mimetic Desire in Everyday Life'. We talk about: Needs vs. Desire The current state of social media 'Celebristan' and 'Freshmanistan' How to identify fake "experts" Scapegoating and Mimetic Violence  And a LOT more! Follow Luke on Twitter at https://twitter.com/lukeburgis and get his newly-releas...

Michael S. Falk — A Passionate Advocate For Economic Growth (EP.49) 27.05.2021

For this episode of Infinite Loops, Michael S. Falk, CFA and partner at the Focus Consulting Group joins us. We talk about: Different careers in Finance Succession Planning Michael's books on sustainable economic growth ALS Luck, Resilience, Gratitude, and a LOT more! Follow Michael on Twitter at  https://twitter.com/MSFalk  and get his books from Amazon at:  https://www.amazon.com/Get-Work-Future...

Tren Griffin — Flipping The Script (EP.48) 20.05.2021

In this unique episode of Infinite Loops, Tren Griffin returns to the podcast, but this time as the co-host. Tren asks Jim a series of thought-provoking questions that cover topics like (Jim got a few questions to Tren as well): The importance of asking "why" Treating failures as lessons How writing helps in detecting blind-spots in your thinking Courage, and to go all-in!  Munger, Buffett, Gates,...

Paul Craven — Behavioral Science & Decision Making (EP.47) 13.05.2021

In this episode of Infinite Loops we spoke with Paul Craven, an expert in behavioral biases and decision making. In this conversation we discuss: What behavioral science is Building trust and relationships Temporal discounting and reframing Managing emotions in investing Surviving is winning And A LOT more!  Follow Paul on Twitter ( https://twitter.com/CravenPartners ) and his website https://www....

Jeremiah Lowin — Embracing Uncertainty (EP.46) 06.05.2021

In this episode of Infinite Loops, we speak with Jeremiah Lowin, CEO at Prefect. In this conversation we cover: Overcoming inertia When information challenges your beliefs Choosing the right words for expression Narratives and decision-making Building a culture that appreciates uncertainty  And A LOT more Follow Jeremiah on Twitter ( https://twitter.com/jlowin ), and learn more about Prefect at  h...

Jesse Livermore – What Now? (EP.45) 29.04.2021

In this episode of Infinite Loops we spoke with OSAM Research Partner Jesse Livermore (pseudonym). In this conversation we chat: MMT and valuations Bitcoin: Bull & Bear Cases Transactional valuation Intrinsic valuation Managing future crises And MUCH more    Follow Jesse on Twitter ( https://twitter.com/Jesse_Livermore ), and check out his writing here ( http://www.philosophicaleconomics.com/ ).

Daniel Jeffries – Questioning Everything (EP.44) 22.04.2021

In this episode of Infinite Loops we spoke with Daniel Jeffries, futurist and author. Daniel's newest book is Mastering Depression and Living the Life You Were Meant to Live . In this conversation we chat: The multiverse Why Dan wrote his newest book Mimetic desires and human behavior Questioning everything And MUCH more    Follow Daniel on Twitter ( https://twitter.com/Dan_Jeffries1 ), check out...

Howard Lindzon – The Larry David of Finance (EP.43) 15.04.2021

In this episode of Infinite Loops we spoke with Howard Lindzon, Founder & General Partner at Social Leverage, and Founder of StockTwits. In this conversation we chat: Why Howard is Larry David The reasons he launched a SPAC How SPACs differ from Venture Capital His thoughts on FinTech & Crypto And MUCH more    Follow Howard on Twitter ( https://twitter.com/howardlindzon ), and check out his websit...

Joe Weisenthal - Rapid Fire (EP.42) 08.04.2021

In this episode of Infinite Loops, we spoke with Joe Weisenthal, Executive Editor of Digital News at Bloomberg. In this fun and thought-provoking conversation we chat:   • NFTs • Bitcoin Believers and its viability  • MMT • Robinhood • And MANY more sensitive subjects    Follow Joe on Twitter ( Twitter.com/thestalwart ). 

Bill Brewster – Asking Tough Questions (EP.41) 01.04.2021

In this episode of Infinite Loops we spoke with Bill Brewster, investor and host of The Business Brew podcast. In this conversation we covered: How Bill's investment career took shape. The tragic story of Bill's relative. Important questions on Robinhood. Investor education. Gambling vs. Investing. And MUCH more. Follow Bill on Twitter ( https://twitter.com/BillBrewsterSCG ) and check out Bill's p...

Josh Wolfe - Inventing The Future (EP.40) 25.03.2021

In this episode of Infinite Loops we spoke with Josh Wolfe, co-founder and managing partner at Lux Capital. In this conversation we covered: The acceleration of technological change. Inflation, the dollar, and crypto. Macro and geopolitical risk. Lux's portfolio companies And MUCH more Follow Josh on Twitter ( https://twitter.com/wolfejosh ) and check out Lux Capital ( https://luxcapital.com/ )

Alex Danco - Makes A Scene (EP.39) 18.03.2021

In this episode of Infinite Loops we spoke with Alex Danco of Shopify. In this wide-ranging discussion we cover: How to create a scene Great scenes and movements from history The Canadian startup market The Pepsi/Coke blind taste test And MUCH more Follow Alex ( https://twitter.com/Alex_Danco ) on Twitter, and read his blog here http://alexdanco.com/ .

Anna Gat – Learning Through Discussion (EP.38) 11.03.2021

In this episode of Infinite Loops we spoke with Anna Gat, Founder and CEO of Interintellect. In this conversation we covered: Power of conversation The Salons that Anna runs The importance of framing Communication differences in genders Fostering human connection And MUCH more Follow Anna on Twitter ( https://twitter.com/TheAnnaGat ) and check out Interintellect ( www. Interintellect.com )

Max Arbitrage – Healthcare, Investing & Biology (EP.37) 04.03.2021

In this episode of Infinite Loops we spoke with the man behind anonymous Twitter account Max Arbitrage. Max is an investor, entrepreneur, and top mind in the health care industry. In this conversation we covered: Game theory and modern markets Deterministic vs. probabilistic thinking Max's entrepreneurial ventures Fixing what sucks in an industry The perils of status games And MUCH more   Follow M...

Lily Francus – Options, Passive & Speculation (EP.36) 25.02.2021

In this episode of Infinite Loops, we spoke with Lily Francus, an independent quantitative researcher and creator of the NOPE indicator. In this conversation we covered: Lily's dive into the world of options Her popular whitepaper and subsequent NOPE indicator The power of Twitter for networking and insights Retail participation in the options markets GameStop madness And MUCH more Follow Lily on...

Polina Marinova – The Profile (EP.35) 18.02.2021

In this episode of Infinite Loops, we spoke with Polina Marinova, founder, and author of The Profile newsletter, which covers the masters and experts within various industries. In this conversation we covered: Polina's decision to leave Fortune The business aspect of content creation Lessons learned from profiling the greats How The Profile has evolved over time Developing an alter ego And MUCH mo...

Naufal Sanaullah – Macro, Psychology & Charity (EP.34) 11.02.2021

In this episode of Infinite Loops we spoke with Naufal Sanaullah, Chief Macro Strategist at EIA All Weather Alpha Partners. In this wide-ranging discussion we cover: How Naufal navigated markets at the start of COVID-19. Leveraging Twitter for mentorship The Momentum Factor and Goldman's Baskets Positive and negative impacts of the internet Naufal's charitable work And much more.

Tim Urban - Exploring Ourselves (EP.33) 04.02.2021

In this episode we spoke with Tim Urban, founder and writer at Wait But Why? In this super episode Jim and Tim discuss: • The story of us • Managing and taming our biases • Flat earthers and how we're no different • Overcoming our outdated mental hardware • and MUCH more. Follow Tim on Twitter (Twitter.com/waitbutwhy) and check out his site ( waitbutwhy.com )

Jason Zweig – Psychology, History & Writing (EP.32) 28.01.2021

In this episode of Infinite Loops we spoke with Jason Zweig of The Wall Street Journal , where he writes his famous The Intelligent Investor column. Jason is also the author of Your Money and Your Brain , and the editor of the revised edition of Benjamin Graham''s The Intelligent Investor. In this discussion we cover: The power of writing to learn. Why humans never learn from their mistakes. Jason...

Mayor Francis Suarez – The Miami Elevator Pitch (EP.31) 21.01.2021

In this episode of Infinite Loops we spoke with Francis Suarez, Mayor of Miami. In this wide-ranging discussion we cover: The mass business migration to Miami Leveraging Twitter as a public official The elevator pitch for moving to Miami Why the Mayor is so optimistic about Miami's future Jim and Jamie's post-episode discussion And much more Follow Mayor Suarez ( https://twitter.com/FrancisSuarez...

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