Leo, Prince of the City

In today's episode Troy and Dara cover the New York Magazine Article "Leo, Prince of the City" by Nancy Jo Sales. In 1998, after Leonardo DiCaprio's breakout role in Titanic, Nancy Jo tries to secure an interview with the teen heartthrob during prime Leo Mania. Watch on Youtube: @whatsyourissuepodcastSubscribe to Patreon: What's Your IssueFollow on Instagram and TikTok: @whatsyourissueshow Learn more about your ad choices. Visit megaphone.fm/adchoices

Episode metadata supplied by the publisher feed · Published Nov 20, 2025

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Leo, Prince of the City

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