Insider Names 4 Potential Landing Spots For Free Agent Jordan Montgomery

One of the remaining holdout free agents is left-handed pitcher Jordan Montgomery. He has plenty of suitors, but so far, none that are willing to meet the extravagant price tag put on him by his agent Scott Boras.  

Montgomery is said to be seeking a contract that will top Aaron Nola's 7-year, $172 million extension signed with the Philadelphia Phillies at the beginning of the winter. Although Montgomery had a career year in 2023, and a nice season in 2022 as well, he does not have anything close to the track record of Nola to be able to command that kind of a contract. He is 31 however, and will do whatever it takes to get his big guaranteed payday. 

MLB insider John Heyman indicates that there are four teams still in the running for the southpaw.

Chicago Cubs

There are not too many teams that would consider signing a 31-year-old pitcher to a seven-year deal, and certainly Jed Hoyer and the Cubs are not one of them. But, says Heyman, current Cubbie hurler Jameson Taillon is good friends with Montgomery, and is working on it from his end. The Cubs lost Marcus Stroman in free agency, and are looking for another arm to put at the top of their rotation, along with Justin Steele.

Boston Red Sox

Another team that had discussions with Montgomery recently. “The Red Sox were definitely talking to Montgomery about two weeks ago,” Heyman said. “And that did seem to be a consideration, but there has been no movement on that since then.”

Montgomery is familiar with pitching in the AL East, having been with the Yankees for several years to begin his career.

San Francisco Giants

After being shut out early in free agency, the Giants have been trying to make up for lost ground over the past month or two and they're probably not done spending just yet. They would love to add a top-flight arm, and a lefty at that, to their rotation.

Los Angeles Angels

The Halos have added a few players in free agency, but nothing to really move the needle that much for a team that lost its biggest star this off-season. Owner Arte Moreno has often balked at spending big money on pitching, but perhaps with Shohei Ohtani gone, maybe this is the year he makes an exception?

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