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Red Sox, Alex Bregman Eye $184M–$200M Extension as Team Balances Payroll

Boston’s front office is weighing roster moves to clear payroll space ahead of potential in-season extension discussions

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ARLINGTON, TEXAS - MARCH 27: Alex Bregman #2 of the Boston Red Sox is seen in the dugout during a game against the Texas Rangers at Globe Life Field on March 27, 2025 in Arlington, Texas. (Photo by Richard Rodriguez/Getty Images)
BOSTON, MASSACHUSETTS - JULY 10: Walker Buehler #0 of the Boston Red Sox pitches against the Tampa Bay Rays during the first inning at Fenway Park on July 10, 2025 in Boston, Massachusetts.
ATLANTA, GEORGIA - JULY 14: Alex Bregman #2 of the Boston Red Sox is seen before the Home Run Derby at Truist Park on July 14, 2025 in Atlanta, Georgia.

Overview

  • Alex Bregman has slashed .298/.380/.546 this season and earned his third All-Star selection while playing through a quad strain recovery
  • His three-year, $120 million deal includes an opt-out after 2025 that has accelerated talks over a $184 million to $200 million long-term contract
  • No formal extension negotiations have taken place yet, but both Bregman and the Red Sox indicate willingness to reach a deal this offseason General manager Craig Breslow has praised Bregman’s on-field production and clubhouse leadership and insiders say he won’t be available at the trade deadline
  • Analysts say Boston may need to trade high-salary players such as Lucas Giolito or Aroldis Chapman to fund a blockbuster extension