‘Pretty Woman’ Is The Most Charming Vulture Capitalist Fairytale w/ Josh Gondelman

from Love to See It with Emma and Claire · host Claire Fallon, Emma Gray

It’s rom-com rewatch time! We head back to 1990 Los Angeles for a beautiful tale about a sex worker (Julia Roberts) being lifted up into wealth, privilege and classiness by a corporate raider with a heart of gold (Richard Gere). It’s the ultimate capitalistic fairy tale, dreaming up a ruthless investor who has amassed millions by destroying things – but who actually has a soft heart, principles, and a deep yearning to be loved. Comedian Josh Gondelman (host of the upcoming YouTube special “Positive Reinforcement”) joins for a beat-by-beat journey through the Rapunzel-Cinderella-Pygmalion Frankenstein that made Julia Roberts a star.

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This episode is 2 hours and 12 minutes long.

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This episode was published on June 24, 2025.

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