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Dave Chappelle Criticizes Free Speech in America at Saudi Arabia Comedy Festival
(www.hollywoodreporter.com)
this post was submitted on 03 Oct 2025
559 points (96.7% liked)
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You can't make observational comedy about being a young and hungry comedian/writer when you've spent the last decade being wealthy and out-of-touch.
If he was still clever, he probably could've threaded the transphobia needle and either figured a way to make it right or made it so funny that enough people would enjoy it regardless. But now he's cranky and spoiled by success so he's just going to get angry, which is even less funny.
he had a chance to switch material towards kind of humor George Carlin started doing later in his career - discussing serious subject matter in somewhat jovial manner with continuous punching up. Instead he chose the worst kind of punching down and when you're a rich guy mocking the poor and struggling - yeah, that's just bad.
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