Still in just the beginning stages of the offseason, the Boston Red Sox still have a giant logjam at the major league level in the outfield. There are four, and up to six, names that are starting-caliber outfielders on the 40-man roster. and they all have a chance to break spring training with the major league club in 2026. As we’ve covered multiple times here at Talk Sox, the free-agent market for virtually every position is incredibly thin and offers very little upside outside of the top four or five names that are available. While Craig Breslow expects the Red Sox to add through free agency, any huge impact will likely have to come through trades. Since the Red Sox have so much talent in the outfield, let’s take a look at the pros and cons of trading any of Jarren Duran, Wilyer Abreu, or Ceddanne Rafaela.
For the sake of this exercise, we’ll consider Roman Anthony safe… unless the Dodgers put Shohei Ohtani on the trade block.
Jarren Duran
Seems best to start with the one who currently has rumors attached to him as the GM Meetings in Las Vegas wrap up. Jarren Duran’s name has come up in trade rumors since his break out 2024 season when a portion of the media and fan base believed the team should have sold high. He followed that season up with a solid, but far less impressive, 2025 campaign. The biggest pro of trading Duran is that it opens up left field for Anthony and allows Rafaela and Abreu to play their natural positions in center and right field. Both men just won Gold Gloves and shouldn’t be moved off them for anyone else on the roster.
Can Duran even play center or right? Technically yes, but he’s best suited for left field, as his throwing arm leaves a lot to be desired from any other outfield position. He continues to be an obvious fit as the centerpiece of a trade package to a team that’s willing to deal a starting pitcher back to the Red Sox. The flip side here is that Duran is a locker room favorite and a team leader. His absence would leave a void that would have to be filled, which isn’t as easy as simply buying a veteran in free agency—Duran is one of the longes-tenured members of the roster.
Wilyer Abreu
Fresh off his back-to-back Gold Glove wins, it may be hard to envision the Red Sox trading the rising star that is Wilyer Abreu. Stranger things have happened though. Abreu spent a portion of the last half of the season on the injured list and when he returned, he was a shell of himself. That being said, he was second on the team in home runs and served as a spark on both sides of the ball when healthy. Similar to Duran above, the biggest pro in trading Abreu is opening up a full-time position for Roman Anthony. Anthony played a great right field before he was injured, so there should be a decent level of comfortability with him taking the position over full time.
Abreu, with an extra year of team control and several birthdays separating him from Duran, should fetch a nice haul in a trade. The biggest con in trading him is that the Red Sox may actually be selling low on his potential; he continues to get better with each passing year and hasn’t even had a chance to play every day without the benefit of a platoon partner. His absence would leave a lineup that already lacked power with even fewer options. We’ve talked about how thin this free-agent market is, and unless the team plans to bring in both Kyle Schwarber and Pete Alonso in free agency, Abreu’s departure would come close to zapping the team of its power entirely.
Ceddanne Rafaela
While it would be shocking to see the team trade Rafaela, it’s not out of the realm of possibility. He’s a first-time Gold Glove winner and plays arguably the best center field defense in the entire league. He’s shown flashes of potential on offense and has a propensity for coming through in big moments. Typically though, his offense is boom or bust and he’s best suited for the bottom of the lineup. His contract makes him a steal for most teams, and that’s likely the biggest reason he could be available for the right price this winter. The only positive that can be found from trading him is that the team could potentially upgrade his position with an offensive-minded center fielder like Cody Bellinger, but that also comes as the biggest con of moving him: the team would lose its best defender. At such a premium position like center field, losing Rafaela’s glove would put the team in a much worse position than they current are.
Masataka Yoshida was left off of this list because he barely played in the outfield during the 2025 season and honestly, most people expect that he will not be with the club come 2026. He’s never going to live up to his contract, but he has the ability to catch fire in a bottle and be productive. It wouldn’t be shocking to see him involved in a trade with any of the outfielders mentioned above to try and make salaries match for a second playoff-caliber starter.
The Red Sox have so much talent at positions of need for a lot of teams in the league and they’d be smart to capitalize on that as the offseason begins to progress. Remember, none of this conversation thus far has mentioned Kristian Campbell or Jhostynxon Garcia. With the GM Meetings in the rearview mirror, all eyes turn to the Winter Meetings where Craig Breslow made his biggest trade to date last year. Will history repeat itself this time around?