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August 20, 2025 21 mins

From the dot-com boom to today’s AI frenzy, bubbles follow a familiar script. This episode explores how to recognize them, what sustains them, and how to position your portfolio without getting swept up in the hype.

Topics covered:

  • How U.S. stock markets are the most concentrated and most expensive of all time
  • What constitutes a bubble and what sustains it
  • How to invest during a bubble
  • Changes David recently made in his portfolio in response to the AI bubble


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Show Notes

I'm Changing How I Manage My Money Because of AI by Hank Green—YouTube

% S&P 500 share of top 10 companies by market cap %—Apollo Academy

Charted: S&P 500 Market Concentration Over 145 Years by Kayla Zhu—Visual Capitalist

AI’s Moment and Insights from Themes Past by Anil Rao—MSCI

How Pimco Outmaneuvered Apollo and KKR to Win $29 Billion Meta Deal by Carmen Arroyo and Laura Benitez—Bloomberg

How to invest in a stock market bubble by Stuart Kirk—The Financial Times

Bubble, Bubble, Toil and Trouble by Rob Arnott, Bradford Cornell, and Shane Shepherd—Research Affiliates


Related Episodes

535: Six Principles for Thriving Under Uncertainty and How Big Tech Is Doing the Opposite 

503: U.S. Stocks Have Never Been This Overhyped or Expensive

500: The S&P 500 Index and the Decade Ahead

365: Why Some Asset Bubbles Don’t Burst

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