I have a … colleague (not actually in my organization) who is “shameless” as described. Not a Paris Hilton, but moves the Overton window in a (morally) good and useful way. He does say things I disagree with and indeed sometimes that I think are quite wrong. He’ll strike ip a conversation with anyone he thinks can help his cause. He pisses people off, and I have had uncomfortable conversations where people have said they don’t want to work with people who put up with him. But I won’t disavow him.
Actually this describes rms as well, and he’s a good example of someone who’s been willing to go to extremes to get things done, and has been quite influential. I would never disavow him either.
For both people (hmm, both males, both from the MIT “community”, and with other characteristics in common as well) I’ve admired them while simultaneously not wanting to be them. And remained friends.