Personally, it always surprises the heck outta me to hear about filthy rich people getting in trouble - when they could be touring the world, buying trinkets, and having fun.
There are some who pretty much blend in with the scenery.
I used to know a guy who was wealthy. Probably not as much as a hundred million but certainly many million. He lived a good life with his wife and kids. Not in any way ostentatious but he was not a miser either.
One thing I recall him telling me was that for several years, he would get free trips to Las Vegas, everything paid for. They eventually caught on that he was making the trips, living it up but not gambling. They quit inviting him.