Latrell Sprewell
Sprewell enjoyed a productive NBA career but he remained somewhat of a heel in the eyes of fans. He infamously broke his hand in a fight on a private yacht. More importantly, he received a massive suspension after he choked his former head coach, P.J. Carlesimo. But Sprewell made this list for an even dumber reason.
In sum, he grossly overestimated his value and priced NBA teams out of a contract. Minnesota offered him a $21 million deal but he rejected it and claimed the offer was offensive. In the end, nobody offered him more because they didn’t think he was worth the money (via BVM Sports).