“That’s one of the problems he seems to be grappling with: more money, generally, means less struggle, and if it’s struggle that made him, how does he find that going forward?”
He didn't get a terminal cancer, I remember with all his money he went the looney way of treating cancer and then it was too late for a proper treatment. Money does gives you opportunity to get better healthcare that the mere mortals can only dream of.
By simply reinvesting his money into the economy via stocks and bonds he is contributing the making the world a better place.
Market economics has been lifting the world's humans out of poverty at an alarmingly fast rate since 2000. You'll never hear about this in the news of course.