Every time a right winger points and laughs at a socialist who was born rich, it should be understood as a desperate attempt to justify their own moral failure to themselves. If you grew up rich and are now a leftist and someone points that out, the proper response is: “Yes I am. Why aren’t you?” I do not believe that there is any plank in the DSA platform that says that nobody is allowed to live in a brownstone that their dad bought. What they say instead is: If your dad has enough money to buy a brownstone, he should be paying higher taxes so that we can build more affordable housing for people who can’t afford brownstones. A rich kid who nods his head and agrees with that assertion and works to raise taxes on himself in the name of social justice is not guilty of hypocrisy at all. He’s exhibiting a commitment to basic fairness. That’s nothing to be ashamed of. Every rich person is morally obligated to do this. It’s the ones who aren’t class traitors that we need to worry about.
I have always felt that rich people should feel even more of an obligation to pay taxes, because they have more to lose in the case of a major invasion or civil disorder. The dirt poor already operate on a day-to-day basis. If civil society disintegrated, they are the best ones to survive on very little.
OTOH, the rich are only rich because all their brokerage accounts and property deeds say they are. Those are only worth something because the laws (and banks and brokerages) agree. If the shit hits the fan, it doesn't matter what the property deed says, people only own things they can defend by force.