Grant Hill

He is a retired NBA player and considered one of the highest-paid in history. Scoring a basket alone gave him $140 million and another $120 million from his chain of endorsements. Currently, his reported net worth is $250 million, and it looks like he’s not done making the banks.After his retirement in 2013, Hill entered sports broadcasting by hosting in NBA TV’s NBA Inside Stuff, while he landed a sportscasting job at CBS.

In 2015, in joint coverage of the NCAA Men’s Basketball Tournament, he became an announcer for the aforementioned channel and Turner Sports. The same year, he and the group led by Tony Ressler made investments in purchasing the Atlanta Hawks for $850 million. Aside from his seven-year contract, he also inked a lifetime deal with Fila in 2018 just to endorse the brand, which in turn, will give him more than $10 million annually.