Quoting “The Knowledge Problem of Privilege” by Nathan Goodman

Ultimately, the call for people to check their privilege is not an attempt to silence. Rather, it is an attempt to get people to recognize the limits of their knowledge. Libertarians should have the humility to check our privilege, to listen to oppressed people who discuss their experiences, and to respect oppressed peoples’ rights to direct their own struggles for liberation.

— Nathan Goodman, “The Knowledge Problem of Privilege

An alternative understanding of “check” might also mean to leave behind temporarily, like checking a coat. Those with privilege — since they can’t exist outside their own identity — are meant to be checked out of discussions on social concerns.

Now, I generally support giving the most charitable interpretation, so I’ll take it as a given that the term “check your privilege” isn’t meant to exclude people. It makes sense to continuously examine if one’s views and attitudes are a product of personal experiences, but the phrase comes across as rude and demeaning to think people’s opinions should be discounted as a product of their experiences, that their status is more relevant than the content of their ideas.

The concept also assumes that resolving political disagreement is simply a matter of education.