The Fort

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


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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


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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

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The FORT Podcast with Chris Powers is a place where you can find meaningful conversations about entrepreneurship, real estate, investing, and more.

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The FortBy Chris Powers

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