He went to Yale, yes, but he doesn't have the typical Yale graduate background of wealth and status. He had a drug addict mother and was sent to foster homes until he was adopted. He experienced the various levels of society first-hand.
Not typical - he's a veteran. I admire that. But he still got in. Therefore, he's superior (nearly intrinsically, on almost every dimension) to 99.5% of the American population and has the privileges that come with it.
Once you're in, you've got the same privilege as everyone else.
Homeless to Yale isn't that different from Cisco-engineer-parents to Yale. You're still at Yale. You're still hobknobbing with the elites, and you are one of them.
He is part of the problem, even if he doesn't get it.
