What’s in store for the Red Sox following Alex Bregman’s departure? Boston’s choices diminish as the team struggles in free agency.

Alex Moreau
7 Min Read


Alex Bregman Getty 7

Alex Bregman has signed with the Chicago Cubs, marking a significant event in the MLB offseason. The move came after Bregman had previously joined the Boston Red Sox at the start of last spring training, leading to heightened expectations for the team. The pairing of Bregman with Rafael Devers was anticipated to strengthen the Red Sox’s batting lineup significantly. In addition, the Red Sox acquired and extended starting pitcher Garrett Crochet, further bolstering their roster.

Initially, there was optimism around the Red Sox’s chances after these acquisitions. However, conflicts arose around Devers’ role, leading to his mid-June trade. The trade relieved the team of Devers’ remaining $300 million contract. Despite these challenges, the Red Sox managed to reach the playoffs, where Bregman served as a key player, despite missing some games due to an injury. The team, however, lost in the wild card round to the New York Yankees.

During Fenway Fest, an event celebrating the countdown to the new season, Bregman agreed to a five-year contract with the Cubs worth $175 million, including $70 million deferred. The Red Sox reportedly offered Bregman a five-year deal worth $165 million, with longer-term deferrals.

A comment from a league executive highlighted the competitiveness of the offers, noting that the decision ultimately favored Bregman seeking the highest financial compensation available.

This situation is not unfamiliar for the Red Sox, who have often found themselves in a position of losing out on free agent signings. Owner John Henry has faced criticism for prioritizing financial considerations over team competitiveness in recent seasons.

This offseason alone, the Red Sox were unable to secure a deal with first baseman Pete Alonso, who signed with the Baltimore Orioles for five years at $155 million. The organization also failed to attract outfielder Kyle Schwarber, who renewed his contract with the Philadelphia Phillies for $150 million.

The trade of Devers was seen as a move to accommodate Bregman, who was expected to be a strong addition to the team. Bregman’s presence was thought to aid younger players like Roman Anthony and Carlos Narvaez during their development in the league.

In light of Bregman’s departure, the Red Sox are left to reassess their roster without both Devers and the anticipated replacement. Current strategies may involve considering potential trades for players like Bo Bichette of the Toronto Blue Jays. However, Bichette’s asking price is reported to reach around $300 million, which many see as excessive.

Concerns about Bichette include his defensive capabilities and injury history, leading to questions about his long-term fit with the team. As free agency continues, there is the possibility that his demands may adjust, potentially reopening discussions with the Red Sox.

As the team currently stands, the Red Sox may start the season with Marcelo Mayer at third base and a platoon consisting of Romy Gonzalez and David Hamilton at second base. There is an understanding within the organization that these arrangements may not suffice for a competitive roster, prompting the exploration of alternative options.

Following the offseason, the Red Sox have made some improvements through trades, including first baseman Willson Contreras and starter Sonny Gray. However, they have yet to sign any major-league free agents this winter, raising questions about their commitment to fielding a winning team.

Before the news of Bregman broke during Fenway Fest, General Manager Breslow stated that the team had specific goals for the offseason, including adding power to the lineup and strengthening the starting rotation. The team acknowledges that multiple facets of roster improvement still require attention.

As the offseason continues to unfold, the Red Sox will need to adapt to the evolving market and explore their options in order to enhance their competitiveness for the upcoming season.

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This article was written and reviewed by the Cozy Corner Daily editorial team.
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Alex writes about sports through the lens of culture and community. With a background in sports journalism and social history, he looks beyond the scoreboard to explore how athletics connect to identity, resilience, and social change. His coverage includes athlete profiles, off-the-field moments, and reflections on why sports still matter in a complicated world. Alex is also an avid runner and volunteer youth coach.
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