The Chicago Cubs have made significant strides in enhancing their pitching staff this offseason. Early moves included trading for Eli Morgan and acquiring former first-round pick Phil Bickford, addressing a bullpen that has struggled over the past two years. Additionally, the Cubs signed veteran pitcher Matthew Boyd to bolster their rotation. While Boyd’s addition may not be a headline-grabber, his experience and ability to provide consistent innings make him a valuable depth piece for the season.
Despite these moves, the Cubs appear focused on making a splash with a high-profile acquisition. Although they haven’t been active in the top tier of the free-agent market, they have garnered attention through trade talks. Most notably, discussions about acquiring Kyle Tucker from the Houston Astros created a buzz, though the momentum on that front has recently slowed. Meanwhile, the potential return of Cody Bellinger remains a key storyline, further showcasing the Cubs’ aggressive approach to reshaping their roster.
Beyond these headline-grabbing pursuits, the Cubs are reportedly working quietly to strengthen their bullpen. According to insiders Patrick Mooney and Sahadev Sharma from The Athletic, the Cubs are particularly interested in adding more left-handed relief pitching. One name that has surfaced is Hoby Milner, a former Milwaukee Brewers pitcher. Milner’s potential addition has sparked interest, largely due to his previous connection with new Cubs manager Craig Counsell.
Counsell’s history with Milner during his tenure with the Brewers is a crucial factor in this consideration. Since Counsell took over in Chicago, the possibility of him reuniting with former players has been a recurring topic among analysts. Milner, in particular, stands out as an intriguing option due to his remarkable career turnaround under Counsell’s management in Milwaukee.
Milner, an eight-year MLB veteran, revitalized his career with the Brewers. Prior to joining Milwaukee, he had endured three consecutive seasons with an ERA exceeding 6.50. However, in his first year under Counsell in 2021, Milner improved to a 5.40 ERA—a modest step forward that laid the groundwork for further progress. The following year, Milner made 67 appearances, posting a 3.76 ERA and a 107 ERA+, demonstrating significant improvement.
Milner’s most impressive season came in 2023 when he recorded a stellar 1.82 ERA and a remarkable 238 ERA+ across 73 outings. These numbers marked the best performance of his career, solidifying his reputation as a reliable left-handed bullpen option.
For the Cubs, adding Milner would address their need for left-handed relief depth while providing a player familiar with Counsell’s management style and expectations. With Counsell likely advocating for someone he trusts and knows well, Milner’s potential addition aligns perfectly with the Cubs’ goals.
As the offseason progresses, the Cubs’ active front office remains one to watch. Whether through high-profile acquisitions like Tucker or subtle yet strategic moves like adding Milner, the team appears committed to building a competitive roster capable of contending in 2025.