"26. Detroit Pistons
Name me a bigger hit-or-miss general manager than Joe Dumars. He's like the Warren Beatty of NBA GMs -- either he delivers a hit or bankrupts your studio, with no in-between.
Mega-Hits: Trading Jerry Stackhouse for Rip Hamilton; getting Ben Wallace as compensation for Grant Hill's Orlando signing that would have happened anyway; orchestrating the Rasheed Wallace trade; stealing Chauncey Billups in free agency; drafting Greg Monroe.
Mega-Misses: Blowing the Darko pick (which should really count three times); giving an aging Hamilton a cap-crippling extension for reasons that remain unclear; turning Billups and Antonio McDyess into four months of a past-his-prime Allen Iverson, then $95 million of Ben Gordon and Charlie Villanueva; giving away Arron Afflalo (and his dirt-cheap contract) that same summer for a future second-round pick to clear salary because he just spent $95 million on Ben Gordon and Charlie Villanueva."
I don't always agree with Simmons, but I think he's pretty accurate here.