@surreality It's actually kind of amazing how many people I've converted by literally looking them dead in the eye and explaining, like...
"Dude. 'Privilege' does not mean you haven't worked hard. It doesn't mean that you somehow don't deserve the things you have. Literally all it means is that because of some random demographic you were fortunate enough to be born with, you are unlikely to have ever experienced this particular shitty thing and are therefore more likely to underestimate how much of a problem it is. That's it. That's literally it. If someone is suggesting you examine your privilege on a subject, all that means is 'you should maybe consider how much harder someone who doesn't have said random demographic trait would have to work to get to where you are now before you dismiss the thing that they're saying sucks' rather than opening your mouth and saying something stupid about it."
I said that to my friend Justin once and it was like the sky opened up and baby Jesus smacked him on the forehead and went, "Listen up, bitch!" in a sassy voice or something.