Red Sox Weigh Bregman $200M Deal Amid Trade Deadline Moves

The Boston Red Sox have been on a remarkable run, entering the All-Star break with a 10-game winning streak and a strong postseason position, which has influenced their trade and contract strategies ahead of the 2025 MLB trade deadline. The team is prioritizing improvements, particularly in starting pitching, while also eyeing potential acquisitions like Tampa Bay Rays' Yandy Díaz to add right-handed power. A central focus is on retaining star third baseman Alex Bregman, who is having an All-Star season and holds an opt-out clause in his current three-year, $120 million deal. Bregman is expected to seek a contract extension in the range of $184 million to $200 million, with the Red Sox having the financial flexibility to meet this due to savings from trading Rafael Devers. However, signing Bregman to such a lucrative deal may force the team to make tough decisions, potentially sacrificing players like starting pitcher Lucas Giolito or letting go of struggling pitcher Walker Buehler to balance their roster and payroll. While Bregman's extension talks continue, the Red Sox's postseason aspirations hinge on maintaining their momentum and keeping key players, with any post-break slump possibly prompting reconsideration of trade strategies involving Bregman.