One joke category is something like "getting away with it". A comedian can say anything, and if it's funny they can get away with it. A ton of modern comedians fail at this, but instead of grinding harder to find the funny angles and adapt to the new meta they act like losers and start to blame the audience. 100% skill issue.

I've noticed there's some people who just say mean things while trying to be funny, but I haven't cracked the details on what makes these jokes land or flop.