I believe a lot of these types of people have worked their butts off to the bone their entire life. And as their empire grows they realize they have more to lose and can become neurotic about money.It's funny you say that...for a short time in college I worked a restaurant job in a fancy place on the top floor of a local building. The guy the entire building was named after would occasionally eat there. None of the servers ever wanted his table because he was such a bad tipper. Guy was a real estate developer and literally worth hundreds of millions of dollars.