‘Bamboozled’ 20 Years Later: We All Shortchanged Spike’s Classic Film

The movie is finally getting its due — and is somehow even better considering what came in its wake

David Dennis, Jr.
LEVEL

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Photo: Getty Images

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I was nervous about watching Bamboozled in 2020.

Spike Lee’s 15th film, originally released in 2000, is a satire about the entertainment industry, race, and America’s love affair with minstrelsy and blackface. At the time, it was an obvious and necessary reaction to shows like The Secret Diary of Desmond Pfeiffer, the embarrassingly stereotypical (and thankfully short-lived) UPN sitcom about a slave and his owners.

I saw Bamboozled when I was 16. At the time, the problem wasn’t just Desmond Pfeiffer; shows like Homeboys in Outer Space prompted Lee to say that he’d rather watch Amos ’n’ Andy than anything on UPN or WB. Like many Black kids my age, I knew that the versions of Blackness that studios and networks were putting into the world weren’t right but in ways I didn’t quite understand or have language for. Bamboozled gave me that language and earned my loyalty in return; I spent most of my adult life calling the movie my favorite of all time. So when the news came that…

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David Dennis, Jr.
David Dennis, Jr.

Written by David Dennis, Jr.

Level Sr. Writer covering Race, Culture, Politics, TV, Music. Previously: The Undefeated, The Atlantic, Washington Post. Forthcoming book: The Movement Made Us

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