I like both of them, but Rock edges Chappelle with the way he delivers the punchline.
You kind of know what the joke is going to be since the first word in the case of Chappelle. But when its Rock, it's just like: "Bam!".
Both of them have their respective views on politics, but Chappelle makes no effort in trying to sound believable. He makes up must of his jokes and bits, stuff you know that's impossible to have taken place, which I happen to like a lot, but Rock goes way beyond trying to make people laugh. He is actually trying to make a point, rile you up, and send you home thinking.
Case in point, the Affirmative Action bit in "Never Scared".
"A black C student can't run no big company, hell, he can't even be the Manager of Burger King...Meanwhile, the white C student happens to be, the President of the United States of America!"
Compare that to the How Old is Fifteen? bit in "For What is Worth". Both funny, both edgy, both bring up political issues, but you have to admit, Affirmative Action blows Chappelle's How Old is Fifteen? routine out of the water.
Also, take a look at the similarities between both of these Stand-Up acts. They talk about the things that are taking place circa 2004, so they touch almost the same issues, with the exception that Rock went above and beyond just being funny.
I love both of them, like I said at the beginning, but while Chappelle makes me laugh out of silliness, Rock makes me laugh and think at the same time. He may be funny, but there is nothing funny about the subjects that he and only he dares to touch. Can't think of a greater accomplishment. If he would've gone to college, had he wanted to, he could've become a great sociologist.
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