- 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.
- Plus, the whole third act tries to make you feel ashamed of laughing at the first two. Critics weren't amused.
- 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.
- In 2012, Billy Crystal appeared in blackface at the Academy Awards.
- The film can also be seen as a precursor to a spat between Spike Lee and Tyler Perry in which the former accused the latter of producing Modern Minstrelsy.
- Unfortunate Implications: Of the real-life variety: Dunwitty is just one in a long line of Shylock-esque Jewish characters in Spike Lee's films that have drawn allegations of anti-Semitism on his part.
- Which makes the movie's message even further cracked since it's supposed to be about how horrible racism is.
- The acceptable reaction to someone using a slur is to fatally shoot them in pretty much the most painful way possible.
- The Woobie: Delacroix. And Manray.
- Truth in Television: Many people think reality shows such as Housewives of Atlanta, play off negative black stereotypes and is a form of modern-day buffoonery. And just like with Mantan, these shows are huge hits.