I thought some of Michelle Wolf's material at the White House Correspondents' Dinner was very sharp and funny but the good stuff was buried amidst too many lines that were mean without being amusing. When I start feeling someone's being nasty to Kellyanne Conway and Sarah Huckabee Sanders, something is wrong. It's like watching someone make inappropriate advances on Harvey Weinstein. Maybe the targeted person deserves it but it's not pleasant to watch.
Yes, it's a tough assignment in a tough room. The audience is there to shmooze and "be seen," not to be an audience, and the comic kinda has to hit all the targets. They have to do a Sean Hannity joke and then balance it with a Rachel Maddow joke even if they or their writers couldn't come up with a good Sean Hannity or Rachel Maddow joke. Still, others have been able to manage it. Seth Meyers, a few years ago, was pretty good.
No, I don't think it'll hurt Ms. Wolf's career. I think a lot of people who never heard of her before know who she is now and as most of the late night hosts have shown, there's a big market out there for Trump-bashing. A lot of loot was raked-in by comics saying stuff just as bad about Bill Clinton, Barack Obama and the last George Bush or two. If you didn't condemn that, it's a bit late to come out against bad-taste jokes about those in power.