BOSTON, MA - SEPTEMBER 14: The Boston Red Sox logo is seen on a helmet in the dugout during the eighth inning of game two of a doubleheader against the New York Yankees at Fenway Park on September 14, 2023 in Boston, Massachusetts. (Photo By Winslow Townson/Getty Images)

With the MLB trade deadline looming, the Boston Red Sox have surprisingly surged back into a buyer’s position after a roller coaster season.

But as the team looks to fortify its roster in the middle of an improbable contention surge, fans might be thinking about some of the transaction miscues the team has had in previous years.

Probably most fresh in fans’ minds was a decision to trade away franchise slugger Rafael Devers last year, which shed a big salary but brought back little return. Then, before that, there was the decision to cut ties with star outfielder Mookie Betts, who has thrived with the Los Angeles Dodgers.

Then, earlier this week, fans got a reminder from another trade castoff who has helped to define some of their ongoing anxieties.