George Hill, Milwaukee Bucks – Custom Oldsmobile Cutlass, Estimated $15K

Cleveland Cavaliers fans could attest to George Hill’s basketball prowess. Thanks to his offensive play, the Cavs rose through the ranks to become one of the best NBA teams. Hill has an expensive taste in vehicles and his great financial muscle helps him afford just about any ride that he likes. Hill has multiple over-the-top rides, like the eye-catching custom Oldsmobile Cutlass, a Pagani GMC, Land Rover, and a Porsche Panamera. Hall is definitely not worried about insurance rates with his estimated $30-million fortune. Hill also has been getting a steady stream of income from his 3-year, $57-million contract with the Sacramento Kings in 2017. He got traded to the Milwaukee Bucks in 2018.