Smiling Cat, you sound like you are doing cool stuff.
I hope I didn't sound money obsessed... I am certainly not at the Lear jet level of life, but when I was thinking about people I know with that kind of money, it seems like I know quite a few who are so happy and subtle about it and I wonder what the difference is. I live in a community with some very wealthy people. In the typical New England way, they are modest, often giving huge amounts to philanthropic causes, and into environmental causes.
I know money doesn't buy happiness, but it does make things easier at a certain level. I think it's disingenuous to say otherwise. My parents went from solidly very upper middle class to worrying about how they were going to pay for basics when I was a teen; that was not fun.
I just wonder what the basic personality is that allows someone to not go crazy in the way you described when a person is very wealthy.