Jason "White Chocolate" Williams was to be the forerunner of a new age, a post-racial NBA where flashy white dudes with tattoos and streetball skills would rule the league (just as Eminem was going to usher in a stream of Caucasian rappers that would wrest the genre away from its melanin-infused originators). We saw how that turned out. Still, anything seemed possible when Williams put cement shoes on Gary "The Glove" Payton, a ferocious defender, trash-talker, and future Hall of Famer. We don't want to say J-Will deserves credit for the Obama presidency, but we're just saying he kind of does.
5. Jason Williams