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Howard Stern’s Homeless Jeopardy — The Original Street Game Show

August 12, 2026January 1, 1999 by ManOnTheStreet

Howard Stern takes Jeopardy to the streets with homeless contestants — the bit that predated and allegedly inspired Jay Leno's Jaywalking, New York City, 1999. Featuring Homeless participants and Howard Stern. The controversial format Howard Stern invented that turned street interviews into game show spectacle — and sparked one of radio's biggest plagiari.

Who: Homeless participants and Howard Stern

What: Howard Stern takes Jeopardy to the streets with homeless contestants — the bit that predated and allegedly inspired Jay Leno's Jaywalking

Where: New York City

When: 1999

Why: The controversial format Howard Stern invented that turned street interviews into game show spectacle — and sparked one of radio's biggest plagiarism feuds

Source: https://www.youtube.com/watch?v=f76DjYwgdOA

Categories Culture Tags 1990s, Comedy, Homelessness, NYC, Quiz & Trivia, Street Interviews

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