Episode 60: People We Meet on Vacation & Timing the Stock Market
Wed Feb 04 2026
Lindsey and Brett start with funny “you know you’re getting old” moments, from chaperoning middle school dances to broken fingers and aging joints. They then talk about the movie People We Meet on Vacation and explore what makes relationships last, including friendship, commitment, and choosing your person through life’s messy seasons.
Brett closes the episode by explaining why timing the stock market is so hard, how fear and greed influence decisions, and why a balanced portfolio based on the Rule of 100 can be a smarter long term approach.
Questions for Brett and Lindsey? Submit them here.
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Lindsey and Brett start with funny “you know you’re getting old” moments, from chaperoning middle school dances to broken fingers and aging joints. They then talk about the movie People We Meet on Vacation and explore what makes relationships last, including friendship, commitment, and choosing your person through life’s messy seasons. Brett closes the episode by explaining why timing the stock market is so hard, how fear and greed influence decisions, and why a balanced portfolio based on the Rule of 100 can be a smarter long term approach. Questions for Brett and Lindsey? Submit them here.