Episode Details

Winter comes for markets, too. Don and Tom ask the useful question before the next bear market arrives: will your portfolio—and your nerves—be ready? They revisit painful declines, concentrated bets, and why a plan matters most when selling feels irresistible. They explain how rebalancing, a sensible mix of stocks and bonds, and tax-loss harvesting can help investors respond with discipline. Your risk tolerance is only half the equation; there is no prize for taking more risk than your goals require. Listener questions cover the home-sale tax exclusion when moving into a retirement community, how Don writes AI-assisted podcast music, and whether AI trading tools change the odds of beating the market. 00:50 Bear markets ahead 02:54 What a bear market means 05:34 The worst bear markets in history 08:07 Rebalance and stay ready 14:38 Home-sale tax rules 17:42 Making podcast music 22:03 AI trading hype

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