Major League Baseball's 30 General Managers: Who's the Best?

16)  Jim Hendry, Chicago Cubs – Like Cashman, Hendry’s tenure is a tough one to evaluate.  While the Cubs have won three division titles during his reign, they’ve also finished in the second division twice—despite an astronomical payroll.  He’s made some great trades (Derrek Lee, Aramis Ramirez), but some clunkers as well (Dontrelle Willis).  There’s no doubt that if Kerry Wood and Mark Prior had not missed so much time because of arm trouble Hendry would be much higher on this list.    

17)  Ned Colletti, Los Angeles Dodgers – Also a very mixed record.  He’s blown tens of millions on signing  has-beens like Juan Pierre, Jason Schmidt, and, of course, Andruw Jones; yet he was able to get the Red Sox to fully underwrite nearly half a season of Manny Ramirez and the Indians to do the same with Casey Blake en route to a division title in last season.  And his hiring of Joe Torre offset the Grady Little debacle.  

Looking over their shoulders

18)  Dan O’Dowd, Colorado Rockies – Aside from the club’s miracle run in ’07, not much has gone right during his ten-year tenure.  In fact, at one point the team had posted seven consecutive last place or second-to-last place finishes.  The Danny Neagle and Mike Hampton free agent signings rank among the costliest blunders in baseball history.

19)  J.P. Ricciardi

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