But after a first-round loss to the rival New York Yankees, the Red Sox might be wondering what other moves they could have made to improve the roster.

Throughout the year, the Red Sox seemed to be on the cusp of trading away outfielder Jarren Duran, as they faced a logjam in the outfield position and other teams valued his contract controllability. But ultimately, the Red Sox hung onto him, and could now be regretting it.

“The Red Sox blew two great chances to trade Jarren Duran when his value was sky high,” according to The Boston Globe’s Dan Shaughnessy. “They hurt themselves by waiting too long on Duran.”

Shaughnessy noted that the Red Sox could have commanded “a bundle” for Duran had they traded him after last year’s breakout season and that this past trade deadline was another good chance to sell high on him. Now, though, he’s coming off of a harsh postseason that could reduce his potential trade value.

Meanwhile, the Red Sox are still facing a crowded outfield, with Duran, Roman Anthony, Ceddanne Rafaela and Wilyer Abreu all set to compete for time next year. As a result, the team might still seek a trade of Duran, though he won’t command the same kind of return that he would have last winter.

“Jarren Duran did not come close to replicating his 8.7 WAR breakout performance from 2024,” Joe Reuter wrote for Bleacher Report. “However, the Red Sox will enter the 2026 season with an abundance of outfielders … and after a summer of trade rumblings Duran could again be one of the most talked about players on the market.”

The Red Sox might regret holding onto Duran for this long, but that doesn’t mean they wouldn’t entertain a lesser offer for their surplus outfielder this winter.

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