The Red Sox may have a fight on their hands if they want Sonny Gray back.
For a stretch, the conversation around the right-hander got complicated fast, with earlier reports suggesting Gray might even walk away from Major League Baseball after this past season. Newer reporting has pushed that idea aside and painted a different picture: Gray wants to keep pitching.
Boston and Gray are tied together by a mutual option, but the expectation is that he’ll land in free agency. That setup is not exactly rare in name, but both sides actually agreeing to it is another story. That’s the wrinkle Boston has to sort through over the next couple of weeks.
Geography may matter here, too. There’s been talk that Gray could be open to staying on the East Coast, and that at least keeps the Red Sox in the conversation. But Gray lives in Nashville, Tennessee, and that opens the door for other clubs that sit closer to home.
“Gray has said he plans to pitch in his age-37 season, hoping to finally get the chance to win his first World Series. The Red Sox will likely be among his primary suitors, though some believe he might prefer to join a team closer geographically to his home in Tennessee,” Mark Feinsand of MLB.com wrote.
If distance becomes part of the decision, the Braves are an obvious team to watch. Atlanta sits near the top of the list of contenders who could chase him, and coming off a Cy Young-caliber season, Gray would fit the kind of upgrade they’re always hunting.
Boston may not be the only East Coast possibility, either. The White Sox and Cubs are in the mix as geographic options, and the Reds and Cardinals are also closer to Tennessee than the Red Sox. In other words, if Gray reaches the market, Boston likely won’t be bidding alone.
In Other News...
Red Sox Face A Risky Pitching Choice After Sonny Gray Misses Out
With the offseason approaching, the Red Sox are already looking at ways to reshape a pitching staff that could use more balance. One area of focus is the rotation, which leans heavily left-handed, and Boston has been weighing a few right-handed options who could help even things out and add a different look for opponents.
Michael King and Casey Mize have both surfaced as potential free-agent fits, giving the club two very different paths to consider. King finished the 2026 season strongly as the Padres ace, while Mizes year was much shakier after a midseason trade and he is still working back from an ankle injury, leaving Boston with a choice between steadier production and a bet on upside. [Read more 🡒]
Red Sox Power Search Just Put Craig Breslow In A Tough Spot
The Red Sox may be chasing power this winter, but the market is already setting up some awkward choices for Craig Breslow. Boston does not have a qualifying-offer candidate of its own this offseason because of eligibility and contract situations, which gives the club a little more flexibility than some rivals, but it also means the front office has to navigate a free-agent class where several obvious fit types could come attached to draft-pick compensation.
Randy Arozarena, Seiya Suzuki and Brandon Lowe are expected to receive qualifying offers, and that is where the challenge comes in. If Boston wants to stay aggressive in the search for offense, it may have to decide how much it values those bats against the cost of losing draft capital, with the state of the farm system hanging over the conversation as another reason every offseason move could carry extra weight. [Read more 🡒]
Red Sox May Finally Have A Real Path To Fixing The Outfield
Bostons outfield plans have been one of the bigger questions hanging over the roster, and Jarren Duran has become part of the conversation after a rough offensive season and some off-field issues. The Red Sox are exploring ways to clear space and reshape the lineup, with an eye toward adding more power and getting the mix in the outfield closer to what they want moving forward.
One possible avenue remains a familiar one, with San Diego still in the market for outfield help as it braces for possible free-agent departures. For Boston, the appeal is obvious: if there is a way to turn Duran into a cleaner fit elsewhere, it could open the door to a more balanced roster. The question now is whether the market brings the kind of return that makes the Red Sox comfortable finally moving on. [Read more 🡒]
