The Boston Red Sox are entering a crucial offseason, and after making an unexpected run to the playoffs in 2025, the belief is that they will be active in adding players to their team over the next few months.

One guy who stands out as an obvious target in free agency is Kyle Schwarber . One of the top power hitters in the game, Schwarber has familiarity with Boston after spending the second half of the 2021 campaign with the team, as he played a leading role in helping that squad advance all the way to the ALCS.

Schwarber bolted for the Philadelphia Phillies in free agency after his brief stint with the Sox, but now that he’s back on the open market, Boston is expected to be one of his top suitors over the coming weeks.

There are a couple of roadblocks that could prevent the Red So

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