Chapelle's comedic style is able to make people who don't even like him ponder what he is saying.
And with respect to Ice Cube, I find that when he's mad about something, I usually am on that topic as well. When he questions certain situations, those questions are often the first ones I also had.
Might be an age and circumstance thing. But, I often feel like I'm in my own echo chamber when listening to them.