Once upon a time, lobster was considered trash meat, monograms were seen as tacky, squash was played in rundown back alleys, and the only people doing Pilates were prisoners. So how did these things turn into expensive status symbols, beloved by the world's elites? Plus: How business casual made its way into boardrooms.

This episode originally aired on October 25, 2018.

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Photo by Sebastian Coman via Unsplash. Thanks, Sebastian!

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