Rapper Lil' Kim turned down the role of "Evelyn" in his film. She told Spike Lee that she thought it would ruin her image.
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Spike Lee came up with the title from watching X.F.L. (2001). A player named Rod Smart gained some notoriety by nicknaming himself "He Hate Me".
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Patrice O'Neal was offered the role of Vada Huff but turned it down because filming coincided with the shooting of television pilots that O'Neal sought involvement in.
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The president on the fictitious 3 dollar bill in the opening credits is George W. Bush.