If he were struggling all by himself to put food on the table, he wouldn't be the same loudmouth. In fact, he would probably be just another unemployed troublemaker...into drugs and petty crime.
That said, he is an example of why wealthy people support communism. Their lives lack meaning. But instead of looking for meaning by searching for God, they take the easy route and try to find it in failed social/economic experiments.
You just described the entire evil reprobate Pritzker clan. Check out the guv’s cousin, that pervert is a classic example of your last paragraph.
Christopher F. Rufo in a speech to Hillsdale College examines the evil bastards. “Inside The Transsexual Empire!” Look for it in the latest Imprimis. Eye opening.