Premeditated Success, With Jim O'Shaughnessy – [Invest Like The Best, EP.29]
My guest this week is my father, Jim O'Shaughnessy. He was a pioneer in quantitative equity research, part of an early group of explorers who combed through data to find factors which predicted future stock returns. While we’ve both written extensively on factor investing, we chose to mostly avoid that topic for this conversation. Instead, we discuss what has been a fascinating and colorful career on Wall Street. We talk about the power of premeditation, formative books, and his crazy experience during the dot-com boom when he ran a robo-advisor 15-years ahead of its time.

Foxy_ / Pixabay
Jim O'Shaughnessy
Books Referenced
Dao De Jing: The Book of the Way
Surely You’re Joking, Mr. Feynman!
Zen and the Art of Motorcycle Maintenance: An Inquiry Into Values
The Complete Poems and Plays: 1909-1950 (T.S. Eliot)
The Misbehavior of Markets: A Fractal View of Financial Turbulence
The Wealthy Barber: Everyone’s Common-Sense Guide to Becoming Financially Independent
The Snowball: Warren Buffett and the Business of Life
How to Win Friends and Influence People
Show Notes
13:29 – What works on Wall Street
17:49 – Factors are not Commodities (Chris Meredith)
20:32 – Dao De Jing: The Book of the Way
21:07 – Adventures of a Bystander
21:46 – Surely You’re Joking, Mr. Feynman!
22:24 – Zen and the Art of Motorcycle Maintenance: An Inquiry Into Values
23:06 – The Complete Poems and Plays: 1909-1950 (T.S. Eliot)
23:31 – Cloud Atlas
23:52 – The Misbehavior of Markets: A Fractal View of Financial Turbulence
24:33 – When Breath Becomes Air
26:08 – The Wealthy Barber: Everyone’s Common-Sense Guide to Becoming Financially Independent
31:45 – Burning Up (Barron’s)
37:10 – Pogo
38:17 – Fired Managers Outperform Hired Managers (Josh Brown)
45:24 – The Snowball: Warren Buffett and the Business of Life
58:14 – How to Win Friends and Influence People
Article by The Investors Field Guide
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