TIP554: MENTAL MODELS FOR SUCCESSFUL INVESTING

W/ JOHN JENNINGS

20 May 2023

On today’s episode, Clay chats with John Jennings about his new book – The Uncertainty Solution.

John Jennings is President and Chief Strategist of St. Louis Trust & Family Office, which has $12 billion dollars in assets under management.  He is also a member of the firm’s Management Committee, on its Board of Directors, and also serves on the Investment, Risk Management, and Trust Committees. John works closely with client families, advising them in all areas of wealth management.

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IN THIS EPISODE, YOU’LL LEARN:

  • Why humans are hard-wired to avoid uncertainty.
  • Mental models we can use to invest more intelligently.
  • How humans tend to react when faced with uncertainty.
  • Why we are wired to quickly come to conclusions and tend to confuse correlation with causation.
  • How the improbable is much more probable than we might expect.
  • Why the economy is not directly correlated with the stock market.
  • Where investing falls on Michael Maubbousin’s Skill vs Luck continuum.
  • How behavior biases like loss aversion and overconfidence affect our investment decisions.
  • How storytelling can trick us into making poor investment decisions.
  • What base rates are and understanding base rates can help us make more intelligent decisions.

TRANSCRIPT

Disclaimer: The transcript that follows has been generated using artificial intelligence. We strive to be as accurate as possible, but minor errors and slightly off timestamps may be present due to platform differences.

[00:00:03] Clay Finck: On today’s episode, I’m joined by John Jennings. John is the President and Chief Strategist of St. Louis Trust and Family Office, which has over 12 billion in assets under management. I brought John onto the show to chat about his new book, The Uncertainty Solution. In this episode, we cover why humans are hardwired to shy away from uncertainty, mental models we can use to invest more intelligently, why we’re hardwired to quickly come to conclusions and tend to confuse correlation with causation, how the improbable is much more probable than we might expect, why the economy is not directly correlated with the stock market, where investing falls on Michael Mauboussin’s skill versus luck continuum and much more.

[00:00:45] Clay Finck: John brings a wealth of knowledge to this conversation as he is very experienced in the investment industry. Without further delay, I hope you enjoy today’s episode with John Jennings.

[00:00:59] Intro: You are listening to The Investor’s Podcast where we study the financial markets and read the books that influence self-made billionaires the most. We keep you informed and prepared for the unexpected.

[00:01:19] Clay Finck: Welcome to The Investor’s Podcast. I’m your host, Clay Finck. Today I’m joined by John Jennings, who is the author of this wonderful new book called The Uncertainty Solution. John, thanks a lot for joining me, and congrats on the new book.

[00:01:32] John Jennings: Great, thanks. I’m super excited to be on your show. I’ve been a longtime fan of We Study Billionaires.

[00:01:39] Clay Finck: Well, it’s a pleasure to have you on. I just finished reading the book and I just wanted to jump right into this interview and dive into some of the lessons I learned from this book. And one of the profound insights I discovered from reading your book was the reality that humans are just incredibly uncomfortable with uncertainty.

[00:01:58] Clay Finck: Can you share with the audience why we’re hardwired in this way of wanting nothing to do with uncertainty at all, and how this hardwiring potentially affects our behavior as investors?

[00:02:09] John Jennings: I’ve been fascinated with uncertainty in how, you know, I personally and then humans in general deal with uncertainty for a long time.

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