Red Sox Trade Rumors: Jeff Passan's Big Moves Ahead of 2026 MLB Winter Meetings (2025)

Get ready for some major league baseball action, folks! The Boston Red Sox are on the move, and the upcoming Winter Meetings could be a game-changer. With one trade already under their belt, the Sox are eyeing even bigger moves to strengthen their roster.

But here's where it gets controversial... while Sonny Gray was a great addition, the Red Sox might be aiming higher. Enter Craig Breslow, the man with the plan, who could make his first significant move at the Winter Meetings starting this Sunday in Orlando. The meetings run from December 7th to 10th, giving Breslow and the Sox a few days to explore their options and strike some deals.

And this is the part most people miss: ESPN's Kiley McDaniel and Jeff Passan have given us a glimpse into the potential trades that could go down. Their piece ranks the major league players who might be on the move, and it's got some interesting names on the list.

At the top, we have Tarik Skubal, the Tigers' ace and two-time Cy Young Award winner. While the Red Sox are mentioned as a potential fit, landing Skubal seems like a long shot at this point. But at number six, we have a more realistic option: Joe Ryan, the Twins' righty. There were rumors that Ryan was close to joining the Red Sox at the trade deadline, and with Breslow and Minnesota's GM Derek Shelton unable to agree on a deal then, perhaps they'll reignite the talks in Orlando.

Ryan would be a solid addition to the Red Sox's rotation, providing a true number two starter behind Garrett Crochet. His 2025 stats speak for themselves: a 3.42 ERA and 194 strikeouts in 171 innings over 31 appearances, mostly as a starter. But to acquire Ryan, the Sox might have to part with one of their own major league players who are on ESPN's trade candidate list. Names like Jarren Duran (at number seven) and Wilyer Abreu (at number thirteen) have been floating around in trade rumors, but interestingly, the Twins aren't mentioned as suitors for either outfielder.

So, who are the teams to watch out for in a potential deal with the Red Sox? According to the ESPN list, keep an eye on the Tigers, Royals, Giants, Pirates, Phillies, Mets, Reds, Diamondbacks, and Astros. These teams could be the key to unlocking a trade that benefits the Sox.

The Red Sox are certainly in the market for some big names, and with their outfield a bit crowded, they might just ship someone out to make room for new talent. The Winter Meetings could be the perfect opportunity to make a significant impact on their roster.

So, baseball fans, what do you think? Are the Red Sox on the right track with these potential trades? And who do you think they should target? Let's discuss in the comments and share our predictions for the upcoming Winter Meetings!

Red Sox Trade Rumors: Jeff Passan's Big Moves Ahead of 2026 MLB Winter Meetings (2025)
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