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29. Dan O'Dowd, Rockies
On the job since … September 1999
Playoff appearances: 0
One of the modern world's great mysteries is how O'Dowd is still employed as a Major League GM. He discards prevailing strategies like used tissue, and the farm system has churned out precious little on his watch. He's the guy who gave Mike Hampton the 15th-largest contract in sports history and signed Todd Helton through 2011. ‘Nuff said.
FOX Sports - MLB - Schuerholz tops list of general managers
I might have to agree here. . . what does everyone else think?