The Boston Red Sox ended their three-year postseason drought in 2025, but they must continue bolstering their roster if they hope to be taken seriously as a World Series contender. To do so, chief baseball officer Craig Breslow should explore more major trades this winter.

Boston already made a significant splash by acquiring veteran right-hander Sonny Gray from the St. Louis Cardinals. It also added organizational depth by trading for infielder Tristan Gray and catcher Ronny Hernandez.

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There are still moves to be made as we gear up for this weekend's Winter Meetings. Regardless of your thoughts on a 36-year-old Sonny Gray at this stage of his career, the Red Sox could use another frontline starting pitcher. They

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