Four Lefties the Brewers Could Sign Late in Free Agency

[Harold Hutchison]

Image courtesy of © Benny Sieu-Imagn Images

During their recent run of success, the Brewers have been famous for some late signings that ended up paying off big-time. For instance, Jose Quintana became a rotation mainstay in 2025, helping the team power through early injuries. Could they find similar magic again in 2026?

Milwaukee currently boasts a deep starting rotation, featuring Freddy Peralta, Brandon Woodruff, Jacob Misiorowski, Quinn Priester, Chad Patrick, Logan Henderson, Robert Gasser, Carlos Rodriguez, and Tobias Myers as candidates to fill slots. That doesn’t include current relief options Ángel Zerpa, DL Hall, and Aaron Ashby. So, why consider adding a free agent or two?

Firstly, Woodruff, Henderson, Gasser, and Myers all spent time on the injured list in 2025. So did Hall and Ashby. That’s half of the rotation candidates. Top depth starter Cameron Crow also has an injury history, and Peralta could very well be traded. You really can’t have too many starting pitchers. Here are four names the team could still pluck from free agency for help, in the event of a trade or injuries.

Jordan Montgomery
Montgomery will still be recovering from his second Tommy John surgery in the early part of 2026, likely not being available until the All-Star Break. The Brewers could consider signing him to a Woodruff-esque deal ($3 million in 2026, $7 million in 2027, and a $15 million mutual option with a $2.5 million buyout for 2028). It would be like getting a solid starter as a mid-season acquisition, without paying the price in terms of prospects.

The Brewers acquired Montgomery along with Shelby Miller this July, in exchange for a player to be named later. By taking on the money remaining on Montgomery's deal with the Diamondbacks, the Crew avoided having to give up any meaningful prospect to get Miller, but they also bought some time to work with Montgomery and oversee his rehab process in the wake of surgery. The deal didn’t quite work; Miller was lost for the season due to injury. Bringing Montgomery back could make some good come out of it, after all.

Nestor Cortes
The Brewers hoped Cortes would be a solid piece of the rotation in 2025, when he was acquired in the Devin Williams trade. Instead, he was injured early in the season and eventually traded to the Padres (with shortstop Jorge Quintana) for Brandon Lockridge. Before 2025, Cortes had been a solid starting pitcher, including being a top-10 Cy Young vote recipient in 2022.

Milwaukee’s brought pitchers back from the brink before, and Cortes could be the latest in that line. Besides, if Cortes has a dominant year, the Brewers could issue the qualifying offer and get a compensatory draft pick. A one-year, $3-million deal for 2026 with a $10-million mutual option for 2027 (and a $2-million buyout) could bring Cortes back, if no stronger an offer materializes for him.

Jose Quintana
Quintana was such a late signing that Milwaukee had to option him to the Rookie-level Arizona Complex League Brewers and couldn’t bring him up until two weeks into the regular season. Thereafter, though, he was a solid presence in the rotation who ate innings and gave the bullpen much-needed breaks when he was on the mound.

Quintana took $4 million to come to Milwaukee in 2025, but made another $4.65 million in incentives based on innings and starts. This year, Milwaukee could offer him $5 million on a one-year deal, and then a mutual option for $10 million in 2027, with a $2.5 million buyout.

Patrick Corbin
At his best, Patrick Corbin was an All-Star and received votes for the Cy Young Award. From 2022 to 2024, though, he had a rough stretch in Washington, wherein he was arguably the worst full-time starter in baseball. He rebounded somewhat with the Rangers in 2025. Over the last five years, Corbin has pitched an average of 167 innings a season, making him a reliable workhorse. Corbin also has a World Series ring, won with the Nationals in 2019. Milwaukee’s track record of maximizing pitchers’ stuff (as they did for Quintana in 2025) might be appealing to Corbin, as well.

Corbin’s strikeout rates have been better than Quintana’s over the last two years. As a similarly cheap echo of Quintana's signing, Corbin could be the veteran presence and high-volume arm Milwaukee needs.

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Which of these lefties do you think the Brewers should take a chance on? Let us know in the comments below!

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[eddiemathews]

Still trading Freddy for Duran, but the Montgomery deal seems to make some sense in that eventuality. But that contract feels too much. Maybe $5mm for each of the next two years with a $1mm buyout next year. I doubt he will get many other offers (if any).

[MattK]

All 4 make some sense as solid enough floor guys. 

[GasserFace]

Sounded like Jordan Montgomery liked his time with the Brewers.  If everyone on the current depth chart is healthy, then Montgomery makes some good sense, especially if they can get him signed to a 2 year contract....we will have holes in the rotation then.

If everyone is not healthy, Quintana or Cortes makes a lot of sense to cover early season innings.

[BlazingGunz]

Nestor had arm surgery (torn tendon) in October and won’t begin throwing until the all-star break.  Not sure how much he is going to help.   Montgomery or Quintana would be fine to bring back though.