The Boston Red Sox weren't in this insider's top three choices to represent the American League in the World Series.

The Boston Red Sox have a golden opportunity to acquire Brendan Donovan after the St. Louis Cardinals lost another potential suitor.

He has been denied insurance to participate in the World Baseball Classic, making him an unlikely member of Puerto Rico’s squad for the March tournament.

A mock trade sees Boston Red Sox seeking Detroit Tigers ace Tarik Skubal. Boston aims for a championship run, offering Jarren Duran, Brayan Bello, and prospects. Detroit considers this to gain long-term assets before Skubal's free agency.

The Red Sox have been scouring the market for catching depth all winter. With just over 10 days to go before pitchers and catchers report to spring training, they’ve added a veteran on a non-roster deal.

While pitchers and catchers report for spring training in less than two weeks, multiple reports indicate that the Red Sox might make another move.

MLB insider Ken Rosenthal believes the Red Sox will need to add another bat to their lineup despite bolstering the starting rotation.

It won’t be long now. In less than two weeks, Red Sox pitchers and catchers will report to Fort Myers to officially kick off 2026 spring training, with position players soon to follow. A lot can still happen between now and then.