Unpacking the Offseason Puzzle: Which MLB Teams Face the Toughest Free Agency Challenges?

World Baseball Classic Championship: United States v Japan

Title: Key Moves Ahead: Addressing Roster Gaps in MLB Free Agency

As the baseball offseason progresses, teams are strategizing their moves in free agency to bolster their rosters for the upcoming season. While there are various ways to address team needs, free agency remains a pivotal route for teams to secure key players and fill gaps in their lineups and pitching staff.

Let’s take a closer look at six MLB teams that have significant work to do in free agency and potential solutions that could shape their success in the upcoming season.

Boston Red Sox:
The Red Sox are in need of a veteran bat and a left-handed set-up man. One compelling option for them is to re-sign Alex Bregman, who was an All-Star for the team in 2025 and provided offensive firepower alongside solid defense. With Bregman’s leadership and versatility in the infield, a reunion could be beneficial for Boston, especially considering the lack of left-handed options in their bullpen apart from Aroldis Chapman.

Cincinnati Reds:
Despite having a strong pitching rotation, the Reds lack offensive firepower and veteran presence in their lineup. Reuniting with Eugenio Suárez could be a strategic move for the team to add a big bat and clubhouse leader. With talented players like Elly De La Cruz, the Reds need a veteran presence to elevate their offensive production and support their promising young talents like Matt McLain and Spencer Steer.

By addressing these key areas through free agency, both the Red Sox and Reds have the opportunity to enhance their rosters and compete at a higher level in the upcoming season. As the offseason progresses, these strategic moves could shape the trajectory of these teams and impact their performance on the field.

Stay tuned for more updates and insights as teams navigate the free agency market to build competitive rosters for the 2026 MLB season.

Pittsburgh Pirates v Cincinnati Reds
Pittsburgh Pirates v Cincinnati Reds
Division Series - New York Yankees v Toronto Blue Jays - Game 2
Division Series – New York Yankees v Toronto Blue Jays – Game 2
Wild Card Series - Boston Red Sox v New York Yankees - Game 2
Wild Card Series – Boston Red Sox v New York Yankees – Game 2

Source: bleacherreport.com

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