#295 - Jim O'Shaughnessy - Founder of O'Shaughnessy Ventures - Investing into "The Great Reshuffle"

Jim O'Shaughnessy serves as Executive Chair of the Board of Directors of Stability.ai. He is the Founder and CEO of O'Shaughnessy Ventures, LLC (OSV). O'Shaughnessy Ventures focuses on his deeply rooted interest in art, science, investing, and tech, marrying them with his long-held desire to establish positive sum scenarios through partnerships and investments. OSV focuses on 4 specific areas: Infinite Adventures (venture capital), Infinite Films, Infinite Media, and the O'Shaughnessy Fellowship program. Prior to OSV, Jim was the Founder of O'Shaughnessy Asset Management, LLC (OSAM), an asset management firm that Franklin Templeton acquired in 2022. Jim is the author of four books on investing, was awarded several U.S. Patents on investment strategies and investment technologies, and was called a "Legendary investor" by Forbes.com. On this episode, Chris & Jim discuss: ➡️ the cumulative cultural evolution ➡️ quant investing ➡️ the difference between probabilities and possibilities ➡️ how Jim is navigating O'Shaughnessy Ventures We'd appreciate you filling out our audience survey, so we can continuously work on providing relevant content to our listeners.  https://www.thefortpod.com/survey Additional Resources 👉 Jim on Twitter 👉O'Shaughnessy Ventures 👉Stability.ai 👉Jim's Books 👉The WEIRDest People in the World by Joseph Henrich 👉 The Flynn Effect 👉Wait but Why by Tim Urban 👉The True Believer by Erif Hoffer 👉 The Internet Contrarian by Jim O'Shaughnessy 👉A Generational Buying Opportunity by Jim O'Shaughnessy 👉Claude Shannon's information theory Timestamps (00:02:17) Jim’s grandfather (00:04:15) “You can always understand the son by the story of his father.” (00:14:00) Cumulative Cultural Evolution (00:26:16) What is Quant Investing? (00:36:54) How does a Quant investor know they have their algorithm right? (00:45:29) How does our emotional predisposition affect our investing approach? (00:50:43) The huge difference between probabilities and possibilities (00:54:43) How TV news devolved into propaganda (01:01:48) How America is distinguished from other countries (01:07:28) The Great Reshuffle (01:22:00) What’s something you’ve done at OSV you wouldn’t have been able to do with LPs? (01:23:13) Why did you invest in Stability AI? (01:28:35) What does success look like for OSV? ➡️ Fort Capital: https://bit.ly/FortCapital ➡️ Follow Fort Capital on LinkedIn: www.linkedin.com/company/fort-capital/ 🐦 Follow Chris on Twitter: https://bit.ly/3BYIjcH 💡 Follow Chris on LinkedIn: www.linkedin.com/in/chrispowersjr/ ➡️ Sign Up for our Newsletter: https://newsletter.thefortpod.com/ 📹 Subscribe to The FORT on YouTube: https://bit.ly/3oynxNX -- The FORT Podcast with Chris Powers is a place where you can find meaningful conversations about entrepreneurship, real estate, investing, and more. Be sure to follow the podcast, so you never miss an episode! The FORT is produced by Johnny Podcasts

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Here, we uncover the proven strategies, insights, and inspiring stories of today’s greatest leaders in the worlds of business, real estate, entrepreneurship, and investing. Each episode’s mission is to help you to level up your entrepreneurial game by hearing directly from the men and women in the arena. Chris is able to uniquely uncover things not commonly discussed because he is an entrepreneur himself. We not only cover business, but we also cover the personal side of entrepreneurship. The Fort began in 2018 as a way for Chris to publicly explore the fascinating world of entrepreneurship. Since he was a child, he’s been characterized as obsessively curious about the world around him.  The Fort has now been downloaded over 2M times, across more than 50,000 unique listeners. Each week features conversations with entrepreneurs, Founders, CEOs, and Executives from some of the leading companies in America. Past guests have represented companies such as JLL, Hillwood, S2 Capital, Chick Fil A, Morning Brew, Founders Podcast, Tiny Capital, Permanent Equity, Fort Capital, Matthews REIS, Bonobos, and ConvertKit. 🐦 Follow Chris on Twitter: www.twitter.com/FortWorthChris 💡 Follow Chris on LinkedIn: www.linkedin.com/in/chrispowersjr/ 📹 Subscribe to The FORT on YouTube: https://www.youtube.com/@FORTpod