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Red Sox Weigh Bregman's Trade Deadline Fate After Extension Talks Stall

Interest from contenders, with Detroit leading the way, leaves the Red Sox facing a choice between securing Bregman long term or selling him before the trade deadline.

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FORT MYERS, FLORIDA - MARCH 5: Alex Bregman #2 of the Boston Red Sox reacts in the dugout before a Grapefruit League game against the Tampa Bay Rays at JetBlue Park at Fenway South in Fort Myers, Florida on March 5, 2025.
TAMPA, FLORIDA - APRIL 15: Alex Bregman #2 of the Boston Red Sox reacts after hitting an RBI double in the fourth inning against the Tampa Bay Rays at George M. Steinbrenner Field on April 15, 2025 in Tampa, Florida. All players are wearing the number 42 in honor of Jackie Robinson Day.
BOSTON, MASSACHUSETTS - MAY 23: Alex Bregman #2 of the Boston Red Sox takes the field ahead of game one of a doubleheader against the Baltimore Orioles at Fenway Park on May 23, 2025 in Boston, Massachusetts.

Overview

  • Bregman’s three-year, $120 million contract includes an opt-out after this season that gives him significant midseason leverage.
  • The two-time All-Star is on the injured list with a strained right quadriceps after slashing .299/.385/.553 with 11 home runs in 51 games.
  • Alex Bregman and agent Scott Boras have expressed willingness to discuss a long-term extension but have yet to finalize terms.
  • Former GM Jim Bowden and several MLB executives suggest the Red Sox could trade Bregman to contenders if no extension is reached by July 31.
  • Contenders such as the league-leading Detroit Tigers and playoff-chasing Seattle Mariners are viewed as the most likely trade destinations.