The Chicago Cubs faced a disappointing 2024 season, finishing second in the NL Central but missing the playoffs. Despite a strong second half, they lagged behind the Milwaukee Brewers. The Cubs' decision to hire manager Craig Counsell with a record contract has not paid off yet, as they haven't won a postseason game since 2017.
Key questions loom for the Cubs this winter, including the future of Cody Bellinger, who opted to stay with the team despite concerns about his performance and fit. The Cubs might not pursue top free agents, which raises questions about their spending strategy.
Pitching remains a priority, with potential targets like Corbin Burnes and Max Fried, while the bullpen also needs upgrades. The infield situation is complicated by the presence of prospects like Matt Shaw and Isaac Paredes, leading to speculation about trades involving established players like Nico Hoerner.
Several prospects are on the cusp of contributing in 2025, including James Triantos and Moises Ballesteros, but the Cubs must navigate their roster carefully to maximize their potential.