Jim is a legendary investor and pioneer in the field of quantitative investing. He is the Founder & CEO of O’Shaughnessy Ventures (OSV). Prior to OSV, Jim was the Founder & CEO of O’Shaughnessy Asset Management (acquired by Franklin Templeton). He also hosts the Infinite Loops podcast and serves as the Executive Chair of the board of directors at Stability AI. Follow Jim on X @jposhaughnessy.

[0:16] - How Jim kickstarted his career with “Invest Like the Best”

[7:11] - Learning from mistakes

[14:36] - Lessons learned from refusing a large acquisition offer

[25:09] - How Jim listens to and learns from young people

[31:28] - How O'Shaughnessy Fellowships empower techno-optimists

[42:31] - Jim’s approach to investing in technological frontiers

[51:17] - The career impact of starting a family at a young age

For more episodes, go to ⁠⁠podofjake.com⁠⁠.

Previous guests include ⁠⁠Mark Cuban⁠⁠, ⁠⁠Vitalik Buterin⁠⁠, ⁠⁠Brian Armstrong⁠⁠, ⁠⁠Balaji Srinivasan⁠⁠, ⁠⁠Keith⁠⁠ ⁠⁠Rabois⁠⁠, ⁠⁠Ali Spagnola⁠⁠, ⁠⁠Anthony Pompliano⁠⁠, ⁠⁠Raoul Pal⁠⁠, ⁠⁠Julia Galef⁠⁠, ⁠⁠Jack Butcher⁠⁠, ⁠⁠Tim Draper⁠⁠, and over 100 others alike. Learn from founders and CEOs of companies like ⁠⁠OpenAI⁠⁠, ⁠⁠Coinbase⁠⁠, ⁠⁠Solana⁠⁠, ⁠⁠Polygon⁠⁠, ⁠⁠AngelList⁠⁠⁠, ⁠⁠Oura⁠⁠⁠, and ⁠⁠Replit⁠⁠, and investors from ⁠⁠Founders⁠⁠ ⁠⁠Fund⁠⁠, ⁠⁠a16z⁠⁠, ⁠⁠Union Square Ventures⁠⁠, and many more. I appreciate your support and hope you enjoy.

Thanks to ⁠⁠⁠Chase Devens⁠⁠⁠ for the show notes and ⁠⁠⁠Yiction⁠⁠⁠ for the music.

Lastly, I love hearing from fans of the pod. Feel free to email me any time at ⁠⁠[email protected]⁠⁠. Thank you!