8. Leon Spinks
Record: 26-17-3 (14 KOs);
Former WBC and WBA Heavyweight Champion
Estimated Career Earnings: $4.5 million .
The crowning moment of Leon Spinks’ career came when he defeated Muhammad Ali in 1978 to win the world heavyweight title. Less than two decades later, Leon Spinks was homeless after squandering most of his wealth on on drugs. Most recently Spinks worked as a janitor at a YMCA in Columbus, Neb. Wow.