He probably needs a few index funds. He has a diversified portfolio although some of it could collapse due to it being dependent on the goodwill associated with his name.
It looks like he needs to sit down with an accountant and work out his actual net worth, income and debt. It is really troubling that with such debt levels he doesn't have figures better than "over $50million" for several of his debts. He also needs serious work on identifying his income.
