CHARLES BARKLEY—EST.$50 million

Charles Barkley is a retired professional basketball player and current television sports analyst who has a net worth of $50 million. During his playing career, Charles Barkley earned a total of $40.3 million in salary alone. His peak salary year was his final season with the Houston Rockets in 1999 when he was paid $9 million. That’s the same as around $14 million today after adjusting for inflation. He also earned tens of millions from endorsements with companies like Nike. He has also lost an estimated $10-30 million during his life gambling.

Barkley married Maureen Blumhardt in 1989, and the two have a daughter, Christina (b. 1989).Barkley is a notorious gambler. He has admitted to losing roughly $10 million, potentially as much as $30 million, gambling in his lifetime including $2.5 million lost playing blackjack in under six hours.