I think you're reading Dave all wrong. I see outright jokes with no hidden messages. I can see no other way to interpret "I would see if you had some kind of issue, you might go out to Hollywood, you might start connecting some kind of lines, and you could maybe adopt the delusion that the Jews run show business." Thats saying the opposite of what you say he's expressing. He can both call anti-Semitism a delusion AND question your judgment for saying such a thing out loud.
I'll admit that I'm not looking at it from your perspective, but it seems that Chappelle is condemning both anti-Semitism AND the way black public figures get called out for it while Tucker Carlson gets more viewers and more advertising dollars.