The 2010-2011 MLB off season was one for the books. Whether it was news regarding Carl Crawford’s free agency or whether or not Zach Greinke would be traded, there was never a dull moment this winter for baseball fans. Very few teams remain in the same position as they were in November.

While there are still a handful of significant free agents still on the market such as Carl Pavano and Vladimir Guerrero, it is time to reflect on the unfolding of this winter. Which deals were the most significant? Who were the winners? Who is going to regret their aggressive behavior down the road?

In this article, I will examine the 25 most significant transactions from free agent signings to trades to re-signings. These transactions are not ranked based on how good the player(s) involved were, but how much the transaction will affect the team’s outcome. 

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