8. BILL COSBY – $400 MILLION
Bill Cosby was once the golden goose. His endorsement of Jell-o Pudding Pops led to $100 million in sales. The Cosby Show used to pay as much as $4 million an episode in syndication, and the series is one of the most popular of all time. Cosby had deals for new shows, specials, and comedy tours, but all of that has fallen through now. While his net worth is currently estimated at $400 million, that is expected to drop soon.