MLB Insider Predicts Outcome Of Red Sox-Alex Bregman Negotiations
The Boston Red Sox are expected to make further impactful moves this offseason after surprising MLB by trading for Sonny Gray on Tuesday. Red Sox fans are naturally wondering whether one of those moves will be the re-signing of three-time All-Star third baseman Alex Bregman, who is sure to have multiple suitors in free agency outside of the Red Sox. On Wednesday, The Athletic‘s Ken Rosenthal made his prediction about where Bregman will land.
“I expect (Bregman) to be back in Boston, and in free agency, when you say something like this, you’re playing with fire, because (in) free agency, things happen that you never expect,” Rosenthal said.
“I say this all the time. It’s actually true of all transactions. None of these trades that have happened so far were anticipated by anyone, and free agency can be wild, but with Bregman, it was such a good fit (in 2025). He was so perfect for them.”
“Now, he’s gonna be perfect in the estimation of other clubs on their rosters … and all it takes is one to obviously take him away,” Rosenthal continued. “But man, he is really the right guy for the Red Sox.”
Bregman arrived in Boston before last season with championship pedigree and a chip on his shoulder, signing a three-year, $120 million pact just before spring training. The move signaled the Red Sox’s bold push for relevance in a stacked AL East, pairing Bregman’s savvy with a youthful core eager for guidance. What followed was a season of grit and resurgence, as the 31-year-old third baseman anchored the lineup, though he did suffer a quad injury that limited his games played to 114.
Bregman wasted no time thriving at Fenway, earning AL Player of the Week honors in April after a scorching .407 stretch with five doubles and two homers. His first half dazzled,, securing an All-Star nod and fueling Boston’s early surge.
The quad strain sidelined him for nearly two months, yet he returned in time for a runway to the playoffs and ended up with a .273/.360/.462/ .821 slash line in 2025 with 18 home runs, and 62 RBI.
On November 3, he exercised his opt-out clause, seeking a long-term deal. Boston remains the frontrunner to retain him, but as Rosenthal noted, anything could happen.

