I think the best response is to ask whether the privilege monitor thinks one’s success or happiness, or one’s parent’s success or happiness, is undeserved, and what that has to do with the issue at hand. I’m amused by this piece, though he draws a pretty hard, simplistic line between those who “work” and… others. Yet he makes a good point: the “check your privilege” meme is a cheap rhetorical device aimed at delegitimizing a point of view based on one’s background or other superficial characteristics, or even one’s success, things unrelated to the content of the argument. As if success were a disqualification for entering into debate. The objective is often to silence those who would otherwise expose progressive delusions.