Cubs’ Key Offseason Questions to Address for Success
The Chicago Cubs head into the 2025 MLB offseason with significant questions that could shape the team’s future. After a successful season with 92 wins and a playoff series victory, the Cubs look poised to make critical decisions that will influence their roster and performance for the coming seasons.
Cubs’ Key Offseason Questions to Address for Success
The Cubs aim to navigate the offseason and enhance their roster. Here are the most pressing questions confronting the organization:
1. What Will Happen with Kyle Tucker?
The fate of outfielder Kyle Tucker stands as the most prominent issue for the Cubs. Having been acquired in the previous offseason, Tucker is now among the top free agents available. At 28 years old, his talent includes four successive All-Star selections, and he has the potential to be an MVP-caliber player.
Tucker enjoyed a strong start to the season, posting a 4.5 WAR and an .841 OPS. However, injuries marred the second half of his campaign, making his future uncertain. With an injury history that includes a major leg injury in 2024 and a broken hand in the current year, concerns remain about how a contract in free agency will be influenced. Tucker could command over $400 million, a figure the Cubs must thoughtfully consider. They will extend a qualifying offer to Tucker, ensuring draft compensation if he signs elsewhere, yet replacing his contributions if he departs remains essential.
2. What Will Be the Decision on Shota Imanaga?
Shota Imanaga’s future with the Cubs is equally uncertain. The left-handed pitcher holds a unique club option for a three-year, $57 million deal. If not exercised, Imanaga gains a $15 million player option for 2026, with further options extending into 2028.
Imanaga began the season strongly but faltered with a 6.51 ERA in September. His postseason performance included limited appearances, raising questions about his future. The Cubs may still choose the three-year option considering Imanaga’s previous success, making this a situation to watch closely.
3. How Will They Rebuild the Bullpen?
The Cubs enter the offseason with an urgent need to reinforce their bullpen, especially with several free agents in pivotal roles. Among the reliable options was Andrew Kittredge, who possesses a $9 million club option for next season. The remaining relievers are uncertain, as only Daniel Palencia’s position is guaranteed as of now.
Past performances from pitchers like Porter Hodge suggest potential; however, filling the bullpen will challenge the Cubs’ management this offseason as they seek to maintain a strong pitching foundation.
4. How Will Top Prospects Factor In?
Two standout prospects, Moisés Ballesteros and Owen Caissie, made their MLB debuts this past year. If Tucker leaves, both could play crucial roles in the future lineup, with Caissie taking over in the outfield and Ballesteros potentially stepping into the designated hitter position.
As contracts for core players including Nico Hoerner and Ian Happ expire after 2026, the organization faces decisions about their future. The Cubs may need to either retain these players or engage in aggressive signings to position themselves for success.
5. Will There Be Any Big Additions?
The possibility of significant roster additions looms large for the Cubs. With potential payroll flexibility, the Cubs might pursue key players if Tucker departs. Names like Kyle Schwarber, Pete Alonso, and Alex Bregman are among those who could be targeted.
Additionally, prospects may be on the table for trades, allowing the Cubs to explore substantial changes to their roster. The offseason presents numerous opportunities for the organization to bolster its competitiveness, making for an exciting time ahead.
As the offseason approaches, the Cubs’ decisions will define their strategy for the 2026 season and beyond. They have a chance to address pivotal questions that could propel the team toward long-term success.
