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It might seem odd to view 2026 as a make-or-break year for Aaron Ashby. In 2024 and 2025, he’s combined for a 2.37 ERA in 95 innings pitched across 57 games, with 109 strikeouts. This was after he missed most of 2023 and a fair bit of 2024, due to shoulder surgery. He'd delivered some tantalizing peripherals in 2021 and 2022, but 2025 was very much his coming-out party. It’s a great comeback story. Why would Ashby be a Brewer on the bubble? A big part of it is the contract he signed.
During the 2022 season, Ashby was seen as a key cog in the Brewers' rotation plans, and he signed a team-friendly pre-arbitration extension. At spring training, he went on the injured list with shoulder inflammation, which ultimately needed surgery. Therefore, he missed all of that year. The next year, he was rehabbing in Triple-A Nashville on an option.
Upon his return, Ashby was close to the form that made the Crew offer him the extension, albeit in shorter stints out of the bullpen. This presents Milwaukee with a tough question.
He gets $5.5 million in 2026 and $7.5 million in 2027, before option years in 2028 and 2029. In those final years, he would make $9 million and $13 million, respectively, with small buyouts if the Crew decline either option. While those would be fine prices for a quality starting pitcher, it’s a lot for a reliever, given the Brewers’ small-market status and their need to stretch their payroll and make the most of every dollar.
So, 2026 is where the rubber will really meet the road for Ashby. The Brewers will need to figure out how to stretch him out as a starter, even though they have a lot of depth in the rotation already between Freddy Peralta, Brandon Woodruff, Chad Patrick, Quinn Priester, Tobias Myers, Jacob Misiorowski, Logan Henderson, Robert Gasser, and Carlos Rodriguez.
If Ashby becomes a dominant starter to the tune of the 176 ERA+ he has posted (per Baseball Reference), then he becomes an obvious keeper. Even if he is relatively solid, it's a good buy through at least 2027, when the Brewers could look to deal him.
On the flip side, if Ashby can be a dominant reliever, the Brewers may want to use him as a closer and look at dealing him for a return similar to what Devin Williams fetched (maybe more, since Ashby remains under team control through 2028), since teams have been known to overpay for closers. That would be an excellent outcome, even if it means adjusting the roles of Trevor Megill, Abner Uribe, and rookie Craig Yoho.
If neither happens, Milwaukee has the choice of not picking up his 2028 option. That course of action would put Ashby into the arbitration process, which could get very rough and wreck the team’s relationship with him (see Josh Hader and Burnes for examples). On the other hand, he's both smart and amiable, and would probably not be unduly insulted by having the option turned down.
Ashby is not a player in a typical “make-or-break” situation. He’s pitched quite well in the role he’s fit into, but he could be capable of so much more. The real question is whether he can reach the heights that appeared possible in 2022, when he signed that extension, or if the Brewers will have to move him due to a high price tag for his performance. Maybe the real question is: Since trading Ashby would take a much smaller chunk out of the team's pitching plan and only a slightly smaller chunk off their projected payroll, might he be a trade candidate this month, rather than Peralta?
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