10. The late Muhammad Ali

Model and make: Cadillac Eldorado
Manufacturing The year was 1969.
Value Estimated: $6,711*
Muhammad Ali “floated like a butterfly and stinged like a bee,” earning an estimated $50–60 million over his career. But Ali’s flair and charisma went beyond his performance in the ring. “The Champ” also had a taste for expensive, eye-catching vehicles.

Muhammad Ali, ©Gado/Getty Images/Afro Newspaper
Among the vehicles in Ali’s collection were a 1969 Cadillac Eldorado, a Rolls-Royce Silver Shadow, and an STLA Spider, which is reportedly one of his favourites. Yes, the hardtop convertible with two doors was powerful for its day. Nevertheless, what really set the Caddy apart was its exquisite leather interior and distinctive exterior.