I watched it a while ago, but from what I remember it’s partly that conservatives are not very creative. It’s an old bit but it’s true that lots and lots of mainstream conservative pundits tried to make it as writers in Hollywood, or at least as comedians before failing and turning to right-wing grift and money.

Another point is that political comedy, by its nature, has to express an political opinion, or else it’s not “political” comedy. The left wing can do this easily as a lot of left wing problems tend to punch up to the rich or to corporations. On the other hand, the political opinion a lot of conservative comics find “funny” is the fact that they hate women and minorities.

Unfortunately for them, the country is a little too WOKE to do black face anymore so they have to try to obscure that opinion with weird contrived bits. Bits so contrived that they end up having to spell out the joke at the end about how the funny part was that they hate women and minorities. (There are clips of this in the video). That’s a double whammy of bad comedy because it’s already a shitty premise and it breaks many rules of comedy such as punching down and explaining the joke.