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- Anvilicious: Spike Lee isn't exactly known for subtlety, Bamboozled may be his biggest assault on discretion yet. In the opening scene the film explains what satire is (because it is a satire, get it??) and doesn't go uphill from there.
- Ending Fatigue: By the final act the film has descended into bizarre melodrama and rambling repetition of its scattershot messages.
- Harsher in Hindsight: The film depicts what happens when blackface is brought into the modern age. Eight years later, Saturday Night Live managed to cast the not-at-all-black Fred Arimsen as Barack Obama. To date, there has been no major attempt to force producer Lorne Michaels to recast the role with a black actor.
- The Woobie: Delacroix. And Manray.