These are what we call the 'YMMV items.' Things that some people find in this work. We call them 'your mileage might vary' because not everyone sees these things in the same way. This starts discussions in the trope lists, a thing we don't want. Please use the discussion page if you'd like to discuss any of these items.
Crosses the Line Twice: Frequently, he'll make an offensive joke, back away from it a bit, and then make an even more offensive joke on the same topic.
"...I'm not condoning rape, obviously. You should never rape anyone. [pause] Unless you have a reason, like you want to fuck somebody and they won't let you..."
"Funny Aneurysm" Moment: His previous routines included shockingly frank discussions of the various dislikes he has of his marriage. Most listeners just filed this under "Rule of Funny", assuming that his wife was okay with this because maybe it was all fake, or she understood that it's just for the joke and not serious. Then we find out on his next special that his wife divorced him. Wonder why?
Growing the Beard: Literally and figuratively. His early stand up when he was young and cleanshaven was mostly absurdist and less personal. In a podcast interview with fellow Marc Maron, he says his stand up began to change after he got married and had kids, and his material began reflecting his real life.