[skh]

But then he doesn't get to passive-aggressively whine about all of his piles of money that the government won't take from him.

Suppose you are right that he is being passive agressive. I strongly disagree with this assessment but let’s for the sake of argument agree that he is being passive aggressive. Why is his right to be passive-aggressive diminished? Is he not allowed to be passive-aggressive or hypocritical or any other negative view you have about him?

The correctness of his view that people like him ought to be taxed at a higher rate is not dependent upon his character flaws or lack thereof. The belief ought to be judged on its own merits and not analyzed based on whether or not his character passes muster.