2. "Yup. That's my problem with him" In response to In response to 1
Since he's successful in that wheelhouse (Chapelle show, his podcasts tend to have a heavy amount of black guests) dude kinda has this nerdy, 'Im an EXPERT in this!' attitude that makes you want to punch him in the face. It's not even him being racist per say; you get the feeling he would be the same arrogant asshole if he felt he was an expert in like comics or something, lol.
But apparently he's heavily depressed and I guess the whole, 'IM THE WHITE GUY BLACK PEOPLE LOVE' is just hiding the insecurity underneath it all.