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Infinite Loops

Author: Jim O'Shaughnessy and Jamie Catherwood

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Sometimes we get caught up in what feels like infinite loops when we try to figure things out. Markets go up and down, research is presented and then refuted, and we wind up right back where we started.

The goal of this podcast is to learn how we can reset our thinking on issues that leaves us with a better understanding as to why we think the way we think and how we might be able to change that, to avoid going in infinite loops and thoughts.

Hosts, Jim O’Shaughnessy and Jamie Catherwood, hope to offer you a fresh perspective on a variety of issues and look at them through a multi-faceted lens. Including history, philosophy, art, science, linguistics, and quantitative analysis. And help you become a better investor and also a more nuanced thinker.
46 Episodes
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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 https://www.prefect.io/ 
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/).
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 his writing (https://medium.com/@dan.jeffriescheck), and find his new book here.  
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 website (https://howardlindzon.com/)
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). 
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 podcast (https://www.podpage.com/the-business-brew/)
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/)
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/ .
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)
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 Max on Twitter (https://twitter.com/max_arbitrage).
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 Twitter (https://twitter.com/nope_its_lily) and check out her writing (https://nopeitslily.substack.com/).
In this episode of Infinite Loops, we spoke with Polina Marinova, founder, and author of The Profilenewsletter, 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 more Follow Polina on Twitter (https://twitter.com/polina_marinova) and check out her newsletter (https://readtheprofile.com/).
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.
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)
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’s path into markets out of college. The lessons we can learn from the past. And much more Follow Jason on Twitter (https://twitter.com/jasonzweigwsj) and check out his website (https://jasonzweig.com).
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) on Twitter.
In this episode of Infinite Loops we spoke with Dan Runcie, author of the popular newsletter Trapital, which focuses on hip-hop business trends. Our conversation covers: Apple vs. Spotify Music as an investment asset Unique revenue streams for innovative artists The economics of hip-hop Opportunities for artists in Tiktok and other new apps And MUCH more Follow Dan (https://twitter.com/RuncieDan) on Twitter, and check out his newsletter https://trapital.co/.
In this episode of Infinite Loops we spoke with Brian Roemmele, aka “The Voice Expert”. Our long and in-depth conversation covers: The rise of Voice systems like Alexa The future of voice, AI, and knowledge Brian’s exciting invention Intelligence Amplification  And MUCH more Follow Brian (https://twitter.com/BrianRoemmele) on Twitter, and check out his website  http://voicefirst.expert/.
In this episode of Infinite Loops we spoke with Pete Weishaupt. Our conversation with Pete covers: Starting an e-commerce business Running cheap experiments How to leverage Twitter Behavioral economics And much more Follow Pete (https://twitter.com/peteweishaupt) on Twitter, and read his blog herehttps://maverickmedia.substack.com/.
In this episode of Infinite Loops we spoke with Alex Danco of Shopify. In this wide-ranging discussion we cover: Alex’s first 6 months at Shopify Social Capital & SPACs How Twitter has changed status networks The rise of e-commerce Can Founders Lie? And much more Follow Alex (https://twitter.com/Alex_Danco) on Twitter, and read his blog here http://alexdanco.com/ .
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Comments (1)

Nick Tee

Hey there! is there a transcript of this?

Oct 10th
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