This week's loser is the GM of the Boston Celtics, Danny Ainge.
The Boston Celtics won the NBA Championship five years ago. The following year, a devasting injury to Kevin Garnett derailed their hopes of winning back to back NBA Championships. Danny was busy the following summer, signing free agents Marquis Daniels (who, believe me, would have won his share of bum of the weeks back then) and Rasheed Wallace. They fell short in the Finals, but overall Celtic fans felt they were in good hands with Danny running things. The past few years have planted seeds of doubt in that regard.