It's time for the Boston Red Sox to be realistic about their situation. Losing two of three games to the Colorado Rockies, after having leads in both losses, should be the bucket of cold water to the face that says, “it's time to sell.”
Recent comments by team CEO and president Sam Kennedy indicated that it may be a possibility, but Craig Breslow walked it all back over the weekend. Breslow needs a dose of reality and needs to start doing the work on figuring out what the value of his players is.
Any player not under contract past 2027 should be available. All of Red Sox Nation knows the obvious names, but here are a few more that should also be on the block:
4 Red Sox who aren’t as safe as they think with the 2026 trade deadline approaching
Tyron Guerrero
The 35-year-old’s late career surge has been a joy to watch. He's been another one of the Red Sox feel-good stories, but he's also been highly effective. In 13 innings, he's posted a 3.46 ERA with 19 strikeouts to one walk. He also averages almost 100 mph on his fastball. Any contender would love to put him in their bullpen.
Isiah Kiner-Falefa
The utility infielder has been a surprisingly good addition for the Red Sox this season. He had a slow start to the season, but from May 15 until he got injured on June 18, he hit .326 with an .829 OPS. He's only under contract for one season, so there is no reason to keep him after the deadline. With the way he's been playing, he might get Boston a half-decent prospect, if he can get healthy before August 3.
Andruw Monasterio
Coming over in the Caleb Durbin-Kyle Harrison trade, Monasterio was supposed to fill Romy Gonzalez’s spot as a right-handed infielder off the bench. He never really grasped that role fully, the emergence of Anthony Siegler as a switch hitter of the bench, and Gonzalez coming off the IL, the Sox could try to flip him elsewhere. He has four years of control after this season, so even with his struggles, another team may pony up for a utility piece with a lot of team control.
Connor Wong
The final piece of the Mookie Betts deal still in Boston has a negative rapport with the fan base after struggling through the entire 2025 season. He's actually turned his form around in 2026 and has almost accumulated 1.0 bWAR. He's only going to be a backup catcher, but sometimes those can still be hot commodities for teams looking to strengthen their bench.
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