20 All-Time Philadelphia Phillies Offseason Moves the Team Most Regrets

Teams make offseason moves that they regret all of the time, especially in today’s game. With millions of dollars on the line, some of these transactions can be described as a “necessary evil.” 

Poor offensive season the year before? Let’s throw a ridiculous, exorbitant amount of money at the best free agent available and hope that he fixes all of our offensive problems. 

It happens ever winter. The Philadelphia Phillies are no stranger to this scenario because they did it in their bullpen before the 2011 season. Trouble in the ninth inning? Throw a stupid amount of money at Jonathan Papelbon and hope he solves the problem. 

The fact of the matter here is that it is easy to regret an offseason move. While this slideshow will take a look at some of the most regrettable offseason moves in Phillies history, it will only analyze the moves that have a reason to be regrettable. 

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