I find that the best stand-up comedians (and this is purely preference/taste) always tend to be writers of social observations. They see the exact same things as the rest of us, reinterpret it, and throw it back at the audience in a new light, ideally for laughs. 

I don’t always laugh at everything Dave Chappelle says, nor do I agree on every point he makes (politically correct, or not), but I can always expect that what I’m hearing is honest and…