Predicting the Red Sox’s next possible roster moves after Sam Kennedy’s comments

Craig Breslow Press Conference
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The Red Sox should sign Jordan Montgomery

The Red Sox have been named as the best landing spot for Montgomery by multiple insiders and experts this offseason — the front office is the only thing standing in the way of a deal getting done between the two parties, it would seem.

Montgomery has spent his offseason in Boston living with his wife while she completes a medical residency. The Texas Rangers are reportedly out on the hurler even after the issues with the team's TV rights deal have been solved. He's been right there the entire time, and all the front office has done is "check in" with his market or "express interest."

It's fair to say that Mongomery and his agent, Scott Boras, are asking for a lot of money. Montgomery has never served as the ace of a rotation until 2023, but he's been asking for an ace-caliber contract — NESN has suggested Montgomery and Boras have taken inspiration from Carlos Rodón's contract with the Yankees to set their asking price around six years at $162 million.

Despite Montgomery never serving as a true "ace," he helped the Rangers secure their first World Series, and that has to count for something. His arm would absolutely help the Red Sox's staff, and being left-handed is a definite plus. It's possible that waiting out the market was a good idea and Montgomery will be forced to lower his price if he wants a job before spring training. But Boston should jump on Montgomery before it's too late.