While I think Carr can be tasteless for effect, I think he can also be very clever.
Often, I find some of the best humor is when the mirror is held up to an audience that laughs, no matter how uncomfortably. Some of that is, as was suggested, being caught up in the mob, while other times you haven’t had time to digest the deeper meaning and are laughing at some superficiality you heard.
When we stop and think about it, it’s who we are, collectively and individually, that scares us most.
EDIT: Here’s a cheap equivalency, albeit not nearly as subtle or nuanced..,
Good news, bad news.
Good news: Bus loaded with lawyers drove off a cliff today!
Bad news: There were a few open seats!
Lawyers are a much easier cohort to make fun off, and this is an old set up and joke that I’ve heard related in racist terms before. But, the essence of the joke is similar in that it’s horrific to think of a bus load of anybody dying in an horrific accident is funny, but the twist is that not only do we not like lawyers (unless we need one and they’re ours!) but we wasted an opportunity to kill a few more!
There’s no “humor” in death…or is there? And, if so, where is the line, how close can you get, and how many people are willing to cross the line with you if you dare to take the step?
From there, the question becomes, what is funnier, or scarier, that you were willing to cross the line or that in crossing the line, you have raised the mirror on yourself, your values, your beliefs, and your own sense of where the line might be?
I hope that better explains my thoughts.
Sadly, as they say about humor, the more you have to explain, the less funny it becomes!