When Jesse Ventura hosted Raw he brought something most celebrities probably wouldn't be willing to bring: The willingness to be hated.
This added a lot to the show that even some of the heel general managers couldn't bring. But can we find heels outside of wrestling who would be good at the role? I think I've found a few.
I tried to avoid thinking of just people I don't like. I want people who, even if I might not care for them, can do a decent job. Which is why Hillary Clinton didn't make the cut. Easy to hate: absolutely. But this is a speaking position, and nobody wants to listen to her. Any others?