- I still think people do have racial hang-ups, but I think one of the reasons I can joke about it is people are shedding those racial hatreds.
- If you're Brad Pitt and Jennifer Aniston, and your marriage is breaking up - that's an awful thing. But to see that speculation in people, it's gotta sting a little bit.
- "I figured, let me just cut myself off from everybody, take a minute and pull a Flintstone, stop a speeding car by using my bare feet as brakes." - on his abrupt departure from Chappelle's Show (2003).
- I look at it like that word, 'nigger', used to be a word of oppression. But that when I say it, it feels more like an act of freedom. For me to be able to say that unapologetically on television.
- You can become famous but you can't become unfamous. You can become infamous but not unfamous.
- I don't normally talk about my religion publicly because I don't want people to associate me and my flaws with this beautiful thing. And I believe it is beautiful if you learn it the right way.
- [on living in Ohio] Turns out you don't need $50 million to live around these parts, just a nice smile and a kind way about you. You guys are the best neighbors ever... That's why I came back and that's why I'm staying.
- [on Chappelle's Show (2003)] I have to say, it was by far the best experience I ever had working in television. When you hear me say, like, 'I quit' and all this stuff, I mean, that was literally just like the tension and the dramatic situation of creating something. And the network executives have their responsibilities and I have my responsibilities, so this is a natural tension of these relationships. By far, it was better than any situation I ever had in corporate television.
- [on Chappelle's Show (2003)] It was like taking somebody on a tour through a young black man's subconscious, and I don't think America has been there. So in a way it was kind of like reality TV, right?
- I want to tell my jokes. I want to have time with my children. I want to entertain people. And at one point, I'll walk away from show business. But I don't want to walk away empty-handed.
- [on turning down a $50 million contract from Comedy Central to make a fourth season of Chappelle's Show, jokingly about his spouse] Don't think you can turn down a 50 million contract and your wife is going to be cool with that.
- [on media speculation on why he went to Africa] Who goes from America to Africa for medical treatment? It was the most irresponsible journalism I've ever seen.
- Gender is a fact. Every human being in this room, every human being on earth, had to pass through the legs of a woman to be on earth. This is a fact. It doesn't change.
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