Jeffrey Epstein was called an international mystery money man who appeared on the news media's radar when he jetted to African on his private Boeing with Bill Clinton, Kevin Spacey and Chris Rock. New York Magazine in 2003 stated that he was a man known to love the ladies and was very secretive about his financial endeavors. The article claims no one really knows how he makes his billions of dollars.
http://www.nationalledger.com/artman/publish/article_27267309.shtml
Blackmail would provide a steady, tax free income.