Wilt Chamberlain – Everything
Wilt Chamberlain announced his retirement from the NBA in 1973. He was considered to be the best player ever to enter the league at the time. After his retirement, he seemed to try his hand at almost every profession available. He was searching for the perfect fit, but he eventually settled into the role of a pitchman. The basketball legend died of heart failure in 1999. He is no longer alive, yet his legacy goes on.

Wilt Chamberlain – Everything
Gilbert Arenas – Analyst
No one anticipated Gilbert Arenas to be as good as he turned out to be. He was the 31st selection in the 2001 NBA draft. Despite this, he was able to amass a fortune of $163 million before retiring. You were mistaken if you assumed that meant he didn’t intend to work again. He must like the work. He may not have a 9-to-5 job, but he works for Complex as a sports commentator and YouTube sports show presenter.

Gilbert Arenas – Analyst