5. Erik Bedard for Adam Jones, Chris Tillman, George Sherril and two others

To kick-start his rebuilding process, Andy MacPhail traded top starting pitcher Erik Bedard to Seattle in a five-player deal that has worked out quite well for the Orioles. The injury-riddled Bedard has made just 37 starts since the 2008 trade. Meanwhile, Sherrill (2008) and Jones (2009) each had All-Star seasons and Tillman has shown promise at times. Bonus: Sherrill was traded for another prized prospect, Josh Bell.
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