20. Roberto Clemente
Here's a case of "bad" meaning "bad" and "bad" meaning "good" (word to Run-DMC). Clemente was bad in the sense of being one of the best players of his (or any other generation), a 12-time All-Star and 12-time Gold Glove winner with a rifle for an arm and 3000 career hits. Of course the "good" refers to his charity work and death at the age of 38 in an overloaded plane making a humanitarian mission to Nicaragua.