I am betting this guy is dead on in accurately describing how "check your privilege" is actually used by 99% of the people who say it. It is just the kind of empty headed platitude that people with zero rational argument would resort to in order to blindly dismiss arguments they are intellectually incapable of responding to.
No, he clearly showed that he both has little understanding of others' lives, and that he doesn't understand that the people who say it aren't asking for him to apologize for his position in life, or saying that he didn't work hard, or anything like that. But if he becomes president of the US, nobody will be saying that he didn't write a book that he obviously did, or demanding to see his birth certificate and insisting he was born in Israel, or calling any of his programs "payback for the Holocaust", to use...a few of very many recent, high-profile episodes. And he's perfectly clear that he's inherited not just "values", but also, say, wealth, a relatively low-violence community, in one of the best countries to be born into on the planet, and a family that, due to access, knows how to help him out.
I'm a black guy, but I've never been *poor*. And I don't mean like my friend who says "I'm poor" when he really just has a mortgage, I mean real, have to skip meals, public housing if not homeless, under-the-table work only, no ID, clamoring for any real job, relies on check cashing places, kid's school offers no advanced classes, Paul Ryan thinks they're lazy poor. And those people, for the most part, bust their asses, probably far more than this kid ever did, and *certainly* more than I ever have.
If there is an actual fact the person is overlooking, then you simply point to that fact and explain how it is relevant. When you are incapable of pointing to any actual facts or flaws with a person's argument, then you use their skin color or gender to assume that they must be overlooking important facts due to "privilege", even though you yourself don't know what these "facts" actually are.
Not to mention, he is at Princeton. Most of the minority and female students there also come from relative privilege in the dimension that determines privilege far more than race and gender, wealth.
Um, Princeton allows people on scholarships or with loans to attend, you know. Not to mention, he doesn't specify *who* is saying this to him in the first place, in addition to leaving out the *why*. But in any case, around the hundredth time some wealthy white person wanted to tell me how easy I had because of Affirmative Action, not knowing that I grew up around incredible violence, was treated like dirt by many of my teachers for no apparent reason, and *still* managed an SAT score several hundred points higher than them and blew them out of the water in terms of college grades, I stopped bothering with them. I don't think it would be good for, say, Tim Wise to dismiss someone with the term, because he bills himself as an educator. But in this guy's case, he's probably getting it from other kids that are their to *learn*, and are rather tired of hearing people like him.