The Astros and general manager Dana Brown have been open about their interest in signing extensions with infielders Jose Altuve and Alex Bregman, but the former may be more likely than the latter. Per Bob Nightengale of USA Today, a high-ranking executive with the club said they want Altuve for the rest of his career but are highly skeptical of getting something done with Bregman as well.

Bregman, 30 in March, already signed one extension with the Astros. Going into the 2019 season, he and the club agreed to a five-year pact with a $100MM guarantee. He already had a 2019 salary in place, with that deal covering the 2020-2024 seasons. That leaves just one year and $28.5MM left on the contract.

Something in that range should be attainable for Bregman but it may not be from the Astros. The club has generally avoided long-term deals that run deep into a player’s career, letting guys like Springer, Carlos Correa and others walk away and get paid elsewhere. That strategy has continued to work out for them so far, as they just made the ALCS for a seventh straight season, but there are some pivot points coming up. Altuve and Bregman are both set to become free agents after 2024, with Justin Verlander perhaps joining them depending on his vesting option. One year later, it will be Kyle Tucker, Framber Valdez, José Abreu and others.

With such a significant chunk of their core nearing free agency, it’s not surprising that they want to pivot from their standard playbook in order to try to keep that mass exodus from coming to fruition. Things can always change but it seems the current feeling is that Altuve will get done but Bregman won’t. The club already has some significant deals for younger players on the books going forward, with Yordan Alvarez signed through 2028, Cristian Javier through 2027 and Lance McCullers Jr. 2026. Perhaps those deals, and a theoretical Altuve contract, don’t leave much room for Bregman. Or perhaps Bregman simply wants to test the open market after having already signed one significant extension and banking nine figures.

It’s unclear if there are any strict timelines on negotiations, with Spring Training being the most common time for extensions to be hammered out. At this time of year, clubs usually prefer to focus on bringing in new players from free agency and trades, before pivoting back to talks with their incumbent players in February and March. However, the Astros don’t seem to have a massive to-do list this winter, with Brown recently listing backup catcher and the bullpen as priorities. Perhaps that gives them a bit of

breathing room this winter to have some detailed talks with Scott Boras, who represents both Altuve and Bregman, to see if anything can get done. Boras will certainly be busy though, as he is representing a pile of this winter’s free agents, including Cody Bellinger, Matt Chapman, Blake Snell, Jordan Montgomery and many more.