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Due to their rocky season, the Boston Red Sox are becoming one of the most talked about teams for the upcoming 2026 trade deadline.
With a record of 27-39 and six games behind the last spot in the AL Wild Card, it might be time for the Red Sox to reevaluate their roster, and see who should stay, and who should go.
Most position players are safe
May 24, 2026; Boston, Massachusetts, USA; Boston Red Sox first baseman Willson Contreras (40) hits a single during the sixth inning against the Minnesota Twins at Fenway Park. Mandatory Credit: Bob DeChiara-Imagn Images
Almost all their star position players are safe. Roman Anthony, Wilyer Abreu and Ceddanne Rafaela will be their outfield for pretty much the next decade. Caleb Durbin will be their third baseman of the future, especially now that he’s broken out, and Marcelo Mayer will be their shortstop.
One questionable bat that should stay is Willson Contreras. While he is 34 years old, he is the best hitter on the team who’s having a career-best season. The Sox aren’t rebuilding, they’re retooling, and getting rid of him would just make their current offensive problem harder to fix.
This leaves guys like Jarren Duran, Masataka Yoshida, and Trevor Story up for grabs from the position players. Isiah Kiner-Falefa would also be a good bench bat to trade as well, if the Sox can get something good from it.
Most starting pitchers are safe; the bullpen is not
© Bob DeChiara-Imagn Images
Garrett Crochet, Ranger Suarez, and Payton Tolle are pretty much untouchable for the starting pitchers. Connelly Early is iffy, but once again, trading away your MLB-best rotation when you are going to try to contend next season doesn’t make much sense.
Sonny Gray, however, might be someone the Sox can deal. They do have Jake Bennett to fill his spot, and righties like Kutter Crawford and Tanner Houck working back from injury. According to insiders, he’s one of the potential top names on the market.
The bullpen could be a fire sale as well. Chapman is a top two closer in baseball, and the Sox could get a haul for him. Plus, if he doesn’t reach his vesting option, he could leave and rejoin Boston, a place he has come to love. Guys like Garrett Whitlock and Justin Slaten could be available as well.
Hopefully, Boston has a clear vision for what they will do come August, as their past years of being unorganized has pushed their fans to the edge on whether they should keep caring about their favorite franchise.
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