Looking For A Match In A Jordan Montgomery Trade

When the Diamondbacks shocked the baseball world by landing right-hander Corbin Burnes in free agency, the move gave them nearly unparalleled depth in the rotation: the righty is joined by Zac Gallen, Merrill Kelly, Eduardo Rodriguez, Jordan Montgomery, Brandon Pfaadt, and Ryne Nelson among the club’s starting options headed into 2025. That sort of depth will cause plenty of speculation regarding the possibility of a trade, and Arizona’s rotation has been no exception to that. While the club reportedly wasn’t close to dealing any of its pitchers last week, they’ve has garnered interest on their rotation throughout the winter.

Of that group, Montgomery has long seemed to be the most likely player to move. The lefty was a late-spring signing by the Diamondbacks last year, and the deal hasn’t gone well for anyone. Montgomery struggled badly in his first season in the desert, pitching to a 6.23 ERA in 117 innings of work. His 4.48 FIP was substantially better than that top-level run prevention figure, though even that was below average. Diamondbacks ownership went as far as to publicly criticize Montgomery shortly after the 2024 season came to a close, so it’s no surprise that the Snakes have long appeared motivated to move the southpaw ahead of his age-32 season. The addition of Burnes could at least theoretically open the door to Arizona feeling comfortable enough with its rotation depth to more seriously consider dealing one of its other arms, but it stands to reason that the club would still prefer to move Montgomery all else equal.

After such a disastrous 2024 campaign, it’s hard to imagine the Diamondbacks getting much of significance for the lefty’s services beyond some salary relief. Montgomery is slated to earn $22.5MM in 2025, a hefty sum that it seems unlikely that the club will be able to fully get off of its books. With that being said, the ever-increasing price of starting pitching makes the deal at least a little bit more palatable than it might seem at first glance. After all, the Red Sox guaranteed right-hander Walker Buehler $21.05MM for the 2025 season on the heels of a lackluster campaign where he posted a 5.38 ERA in 16 starts. The Tigers, meanwhile, guaranteed 37-year-old veteran Alex Cobb $15MM on the heels of a 2024 campaign where he made just three regular season starts.

Both of those players have substantial previous success to lean on, but so does Montgomery. The lefty won the World Series with the Rangers in 2023, and in doing so capped off a three-season stretch where he pitched to a strong 3.48 ERA (120 ERA+) with a 3.62 FIP across 94 starts. So long as the Diamondbacks aren’t looking to get anything of particular significance back in return, it’s relatively easy to imagine them being able to offload at least $15MM or so of Montgomery’s salary. Which teams could be best positioned to take a one-year roll of the dice on the lefty’s services? A look at nine potential suitors, listed alphabetically within tiers:

Best Fits

• Athletics: The A’s have been quite aggressive in looking to upgrade their club this winter, in part as they attempt to avoid a grievance with the MLBPA regarding their use of revenue sharing dollars. They’ve already added Luis Severino and Jeffrey Springs to their rotation this winter, but club brass left the door open for a third starting pitching acquisition this winter if the opportunity presented itself. Enter Montgomery, the acquisition of whom could push the club’s luxury tax payroll up to $105MM range they’re reportedly targeting even if Arizona ate some of the money. If Montgomery manages to bounce back in 2025, he’d join Severino, Springs, JP Sears, and Mitch Spence in a surprisingly formidable rotation for the club’s first season in West Sacramento.
• Braves: Atlanta has a clear need for rotation help after losing both Max Fried and Charlie Morton in free agency this winter, but the club has been uncharacteristically slow to get to work this winter. With that being said, Alex Anthopoulos’s front office has long shown a fondness for one-year additions coming off down seasons like Josh Donaldson and Marcell Ozuna. Arguably, that list also includes reigning NL Cy Young award winner Chris Sale as the lefty was entering the final guaranteed year of his deal with Boston when the Braves traded for him. A trade for Montgomery surely wouldn’t go quite as well as the one for Sale did, but it’s easy to imagine the lefty bouncing back in the Braves rotation alongside Sale, Spencer Strider, Reynaldo López, and Spencer Schwellenbach in 2025.
• White Sox: Chicago may seem like an odd fit for Montgomery, given the fact that they’re coming off the worst season in MLB history with virtually no hope of making noise in the AL Central race during this coming season. The fact that they’re one of the only clearly rebuilding clubs in the game right now could make them a unique potential suitor for Montgomery’s services, however. Their rotation mix is filled to the brim with young arms who could prove to be interesting but offer little certainty, so adding a veteran arm like Montgomery could make sense for all sides. It’s possible the White Sox, with a payroll that RosterResource projects at just $78MM in 2025, could actually absorb the entirety of Montgomery’s salary in exchange for a prospect from Arizona. If Montgomery pitches well in the first half, Chicago could then flip the lefty at the deadline for additional young talent to keep their rebuild chugging along.

Next Tier Down

• Astros: It’s possible to imagine the Astros being content with their current starting depth after adding Hayden Wesneski to the mix in the Kyle Tucker trade and likely welcoming right-hander Luis Garcia back into the fold in time for Opening Day after he missed the 2024 season due to injury. With that being said, the club did lose both Justin Verlander and Jose Urquidy from its rotation depth this winter and is known to be shopping right-hander Ryan Pressly on the trade market this winter while searching for left-handed hitting outfielders. Arizona has a surplus of left-handed hitting outfielders and is known to be on the hunt of late-inning relief help, so perhaps there’s a fit here involving some combination of Montgomery, Pressly, and young Diamondbacks outfielder like Alek Thomas.
• Mariners: Seattle may seem like a somewhat unusual fit for Montgomery’s services given the club’s strong rotation, but there seems to be at least some possibility that the club will trade right-hander Luis Castillo this winter. Doing so would leave the club with little rotation depth, however. Theoretically, it’s easy enough to imagine the Mariners dealing Castillo to another club in exchange for infield help, and then using the saved money from the deal in order to pivot towards acquiring Montgomery to restock the rotation. Mariners president of baseball operations Jerry Dipoto has certainly shown a willingness to get similarly creative in the past, and Mike Hazen’s front office in Arizona has been one of his most frequent trade partners over the years.
• Mets: The Mets aren’t in a position where they need to add another starter, with a rotation mix that currently runs eight players deep. With that being said, Montgomery’s salary would hardly be excessively cumbersome for the big-spending Mets, and David Stearns has shown a fondness for reclamation projects in the rotation. Given the Mets’ success in rehabilitating the careers of Luis Severino and Sean Manaea last winter, it would hardly be a surprise if the club found similar success in doing so with Montgomery.

Longer Shots

• Cubs: The White Sox aren’t the only Chicago team Montgomery could at least theoretically make sense for. The Cubs are known to be in the market for another starting pitcher, and their pursuit of lefty Jesús Luzardo earlier this winter indicate a willingness on the club’s part to roll the dice on a hurler coming off a down season like Montgomery. With that being said, the club reportedly turned down a trade involving Montgomery and Cody Bellinger earlier this winter. Given the fact that the Cubs ended up trading Bellinger for little more than salary relief last month, it stands to reason that Jed Hoyer’s front office either has little interest in Montgomery’s services or at the very least preferred to open up that payroll space for other pursuits.
• Orioles: Baltimore would’ve seemed like one of the better on-paper fits for Montgomery’s services just a week ago, but they recently inked right-hander Charlie Morton to a one-year deal for 2025. That won’t necessarily take them out of the rotation market entirely, but it seems as though Baltimore would only add to its rotation in order to bring in a clear upgrade over its internal options. Given Montgomery’s down season, it’s hard to imagine the club feeling that way about him at this point. After all, fifth starter Dean Kremer posted a higher ERA+ than Montgomery in two of the last three seasons.
• Rangers: Montgomery was a key piece in the Rangers’ 2023 World Series championship, and the club seemingly had plenty of interest in bringing the lefty back last winter. Much like Montgomery himself, the Rangers had a down year in 2024 and missed the postseason. With Max Scherzer and Andrew Heaney now free agents, there could potentially be room for a reunion in the Texas rotation. With that being said, the club appears determined to remain under the first luxury tax threshold and has a number of young starters who they could opt to lean on in 2025 instead, like Jack Leiter and Kumar Rocker.