Chris Webber
Chris retired from the NBA and went on to become a TV analyst instead. He is still a household name among basketball fans, though he is obviously not as popular as he used to be. He used to a playboy, though he ditched that lifestyle after he met Erica Dates back in 2007. The two got married two years after meeting each other. Impressively, Chris is one of the richest ballers on our list with a net worth of $143 million. He is also a philanthropist and this is evident with TimeOut, the charity foundation the ex-baller founded in the year 1993. The organization focuses on giving the youth recreational opportunities to spend their time on.

Chris Webber