You seem to be suffering from the same curse here. Every counter-point you make is no less evident of your own privilege. You've taken many of his points and flat out denied or stated it's his fault—solely from your own perspective.
You seemingly like to blame the people who feel like victims instead of discovering WHY they feel like victims, I suppose that is a product of our society though eh? Is it not enough that this is how he feels? You're telling him that his feelings are wrong; funny thing about feelings, they don't go away because you're told they're wrong.