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July 24, 2025 34 mins

This week, Emmet is joined by legendary investor Chris Hill. Chris was one of the Motley Fool’s longest-standing employees, contributing 26 years of expertise and stock pitches. He was the host of the Motley Fool’s Money podcast, which began in 2009. Earlier this year, he launched Money Unplugged, where he interviews guests about their money stories, struggles, and financial insights.

Chris shares his favorite guest splurges and money regrets—highlights include fancy cars, commemorative popcorn buckets, and expensive rocks. You might be surprised which ones fall into each category.

He also reveals his three favorite investments to buy now and hold forever. Interestingly, there’s significant overlap with the portfolios of Emmet, Anne Marie, and Mike. Great minds think alike.


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00:00 Intro05:15 Welcome Chris Hill10:45 Early Experiences with Money18:50 Splurging and Regretful Purchases36:15 Chris Hill’s Top 3 Stock Picks49:10 Morgan Housel’s New Book


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