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By Michael DeRosa
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One of the Chicago Cubs' top goals for the offseason should be to improve their starting rotation.
The Cubs' rotation could use a real boost, and this is especially so when noting that they have multiple free agent starting pitchers. Thus, it will not be surprising if the Cubs are in the mix for several free agent starters this offseason.
Now, the Cubs are being linked to a free agent starter from the Milwaukee Brewers.
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According to MLB Network's Jon Morosi, the Cubs are among four teams that are interested in Brewers free agent pitcher Dustin May. Morosi also reported that the Chicago White Sox, San Diego Padres, and Houston Astros have also expressed interest in May.

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"Free agent RHP Dustin May is drawing interest from a broad group of teams that includes the Cubs, White Sox, Padres and Astros, sources say," Morosi posted on X.
With the Cubs looking for starting pitching, it is understandable that they have May on their radar. While he would not be an ace for the Cubs if they signed him, he could slot well in the bottom half of their starting rotation.
May split the 2026 season between the St. Louis Cardinals and the Brewers. In 31 games split between the two clubs this campaign, he posted a 7-9 record, a 4.70 ERA, and 144 strikeouts. The 6-foot-6 righty also appeared in five postseason games for the Brewers this fall, where he had a 5.73 ERA and eight strikeouts.
May is also a two-time World Series champion. Thus, it makes sense that the Cubs have him on their radar as they aim to be true contenders in 2027.
It will be interesting to see if the Cubs can win the sweepstakes for May's services this offseason from here. Based on Morosi's report, the 29-year-old is a popular target right now.
In 102 career MLB games over seven seasons split between the Los Angeles Dodgers, Boston Red Sox, Cardinals, and Brewers, May has posted a 26-29 record, a 4.12 ERA, and 441 strikeouts.
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