Episode
All-In on the S&P 500 Worked for 18 Years | Jared Dillian on Why It's Still Wrong
- Podcast
- Excess Returns
- Published
- Sep 8, 2026
- Duration seconds
- 3398
- Processing state
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Summary
Jared Dillian joins Matt Zeigler to discuss The Awesome Portfolio, his approach to asset allocation built around 20% each in stocks, bonds, gold, cash, and real estate. They explore how diversification, annual rebalancing, and managing volatility can help investors reduce financial stress and build a portfolio they can stick with through bear markets. Jared explains his "life hedge" concept, challenges conventional wisdom about stock market drawdowns, and shares how losing half his net worth during the financial crisis shaped his investing philosophy. Buy The Awesome Portfolio Book https://amzn.to/3Tf3of7 Topics covered: Why Jared questions putting your entire life savings in the S&P 500 How the Awesome Portfolio differs from Harry Browne's Permanent Portfolio Including home equity when measuring your overall asset allocation Why volatility and frequent portfolio checking can lead to costly decisions The life hedge: protecting against your job and investments declining together Why Jared disagrees with Charlie Munger about tolerating large drawdowns Index concentration, changing correlations, and the limits of diversification The portfolio's historical backtests, including its losses in 2008 and 2022 Annual rebalancing, cash reserves, inflation protection, and cryptocurrency Managing FOMO and taking practical steps toward a less stressful retirement portfolio Timestamps: 00:00 Jared Dillian's case against an all-stock portfolio 06:33 The five equal allocations in the Awesome Portfolio 11:07 Why "never sell" can become a behavioral trap 15:26 The life hedge: when your paycheck and portfolio fall together 20:38 Risk-adjusted returns and S&P 500 concentration 24:49 Why rising interest rates hurt diversification in 2022 28:51 Backtested losses in 2008 and 2022 34:2…