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3 roster issues Red Sox failed to fix at 2025 trade deadline

The Red Sox leave the trade deadline in the first Wild Card spot, riding a five-game win streak and, most importantly, sitting above the Yankees in the division. But instead of capitalizing on the momentum, Craig Breslow and the front office passed on making any significant moves. Pitchers Steven Matz and Dustin May were brought in from the Cardinals and Dodgers, respectively, but fans expected more with names like Joe Ryan and Ryan O’Hearn linked to Boston.

Much to the chagrin of Red Sox Nation, the team settled and failed to upgrade its core at the deadline.