Years Active: 1986-2005

Teams: Depaul/Knicks/Spurs/Blazers/Bullets/Heat/T'Wolves/Magic/Raptors/Rockets

Arguably one of the most underrated players in the history of the game, Strickland was one of the best (and most stylish) guards in his day. Although he never made an All Star team, he was a second team All NBA selection in '98, and finished his career with 14,000+ points and 8000+ assists. While an assistant to John Calipari in Memphis and Kentucky, he's mentored two of the game's preeminent points, Derrick Rose and Tyreke Evans.