YEARS: 1987-2004

1994 was an interesting year for Scottie Pippen. In his first year without Michael Jordan, he had a lot of ups, and a few downs (including the most infamous sitdown in NBA history). And then there was his curious decision to shave his head (and wear red shoes!) for the All-Star game, where he won the MVP and informed every person who would ever cut his hair that no, it would not be a good idea to let him expose his wrinkled skull to the world ever again.