Though his on-court play was, at times, electric, Darius Miles would probably make the short list of players Portland Trail Blazers fans never want to hear about again. After acquiring him from the Cleveland Cavaliers in January of 2004, the Blazers inked Miles to a long-term deal. His career went south almost immediately due to injuries and Portland obtained a medical waiver to clear his obligation off of their salary cap. An attempted comeback with the Memphis Grizzlies in 2008 voided the waiver, costing the Blazers cap space at the exact time they needed it to move forward around young stars Brandon Roy, LaMarcus Aldridge, and Greg Oden.