Wall Street legend Jim O’Shaughnessy talks Bitcoin, the psychology of stocks, and what young people should know about investing

Wall Street legend Jim O’Shaughnessy talks Bitcoin, the psychology of stocks, and what young people should know about investing

Jim O'Shaughnessy is a Wall Street legend and the founder, chairman, and chief investment officer of O'Shaughnessy Asset Management, which has $6.2 billion in assets under management.

O'Shaughnessy is also my friend. We've gotten to know each other since he subscribed to my newsletter, The Profile, and I had a wide-ranging conversation with him on his podcast, Infinite Loops.

In March, O'Shaughnessy participated in an hour-long, live "Ask Me Anything" with readers who are part of The Profile's members-only Telegram chat. (To join, consider becoming a premium member here.)

We discussed the stimulus package, digital assets, intellectual curiosity, and why O'Shaughnessy believes we're living through "the golden age of the individual investor."

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Below are the highlights of O'Shaughnessy's Q&A with the readers:

Q: Loved your interview with [your son] Patrick O'Shaughnessy. Can you describe the process of premeditated success?

Thank you! I'm glad you like the interview with Patrick. So, premeditated success was something I learned from my grandfather. He told me that when you really think things through, you need it to premeditate all of the possible outcomes of what you were trying to achieve and the way you were trying to achieve it.