Introduction

As the MLB regular season winds down, teams in the league are not only focused on playoff aspirations but also on crucial decisions for the upcoming offseason. With some franchises already eyeing future prospects, here's a comprehensive look at the most significant offseason decisions looming for every MLB team.

Toronto Blue Jays: Re-Signing Bo Bichette

After a formidable rebound from a challenging 2024 season, Bo Bichette is leading the league with 181 hits and 44 doubles in 2025. The Blue Jays hope to retain the 27-year-old star to pair with Vladimir Guerrero Jr., who recently signed a major extension. General manager Ross Atkins may need to see Bichette decline a qualifying offer before proceeding with a bid.

New York Yankees: Cody Bellinger’s Future

Cody Bellinger, who has contributed significantly with 28 home runs and 93 RBIs, is expected to opt out of his contract. His versatility on the field makes him a valuable asset for the Yankees, who are likely to be the most motivated team in retaining him this offseason.

Boston Red Sox: Alex Bregman's Opt-Out

Coming off one of the best seasons of his career, Alex Bregman plans to opt out of his contract, pursuing a more lucrative deal. With a strong OPS of .835, Bregman’s leadership and experience would be beneficial to the young Red Sox roster.

Tampa Bay Rays: Decisions on Yandy Díaz and Brandon Lowe

The Rays have activated Yandy Díaz's club option but may explore trade options for both him and Brandon Lowe, especially as Lowe enters a contract year. Díaz’s offensive prowess could attract interest from other teams.

Baltimore Orioles: Rebuilding the Rotation

President Mike Elias faces the challenge of revitalizing a struggling starting rotation. External additions look necessary if the Orioles hope to capitalize on their young talent like Gunnar Henderson.

Detroit Tigers: Extending Tarik Skubal

With Tarik Skubal poised to become a free agent after the 2026 season, the Tigers must consider a competitive extension to retain their top pitcher, who has been a dominant force since 2023.

Additional Teams and Challenges

• Cleveland Guardians: Resolving the gambling investigation involving players Luis Ortiz and Emmanuel Clase will be vital for team morale.
• Kansas City Royals: Upgrading an underperforming outfield is essential for the Royals looking towards the future.
• Chicago White Sox: Evaluating whether to exercise Luis Robert Jr.'s club option remains a pressing question.
• Seattle Mariners: The Mariners need to convince potential free agents to strengthen their promising roster.
• Los Angeles Angels: Determining the future of manager Ron Washington after his health issues poses a decision for the team.
• Washington Nationals: Management must decide on spending to upgrade its weakened roster after minimal investments in recent seasons.
• Milwaukee Brewers: Their future hinges on whether to trade Freddy Peralta or build around him as the team’s core.

Conclusion

The approaching offseason is critical for MLB teams as they navigate financial strategies and player contracts. Making informed decisions can set the stage for a successful future.