Although Alex Bregman is one of the most highly sought-after free agents this winter, his market has been fairly narrow and well-defined for a while now. And yet, lately, the specifics have begun to evolve.
A few weeks ago, Bregman’s market was pretty unanimously boiled down to three teams: (1) The Cubs, who made him an offer last offseason, (2) the Tigers, who made him an offer last offseason, and (3) the incumbent Red Sox, who signed him last offseason. Today, that looks a little different. One team has seemingly dropped out almost entirely, another is looking at other options, and two new parties have entered the conversation in full force.
Let’s discuss.
Alex Bregman’s Evolving Market
The most notable evolution, in my opinion, comes out of Detroit.
Last winter, the Tigers were the one team to make Alex Bregman a long-term offer, reportedly putting six years and $170 million on the table. Knowing that, you’d assume they’d be the team most willing to give Bregman length again this winter, which is what he’s reportedly seeking, but that doesn’t seem to be the case.
© John E. Sokolowski-Imagn ImagesThe Detroit Tigers and Alex Bregman
According to the Detroit Free Press, any interest the Tigers are demonstrating is lukewarm, at best:
Four teams are chasing Alex Bregman in free agency.
The Detroit Tigers aren’t involved.
At least not yet.
….the Tigers haven’t shown any new movement, a person with knowledge of the situation told the Free Press on condition of anonymity because they’re not permitted to speak publicly. The interest from the Tigers remains lukewarm, just as it has all offseason, with eight weeks until the first game of spring training.
Why the change? Well, perhaps the Tigers are getting more serious about trading Tarik Skubal, making the concept of adding Bregman less appealing. Or, even if they plan on keeping Skubal, maybe Detroit’s willingness to go six years last winter was more about winning with Bregman and Skubal in 2025 and 2026, and that window just shrank by 50%, so they don’t expect to go over the top this time around.
Ultimately, the Tigers have had a pretty quiet offseason, with more rumors about them trading away Skubal than adding any significant pieces around him. So I’m mentally setting them aside, even if I think it’s wrong to put them away entirely.
The Boston Red Sox and Alex Bregman
Although I had hoped/wished that Boston’s acquisition of first baseman Willson Contreras satisfied their desire to add a right-handed hitting infielder, that doesn’t seem to be the case, especially as Contreras is expected to split time at DH.
However, their field appears to be expanding. What once looked like Bregman first and all other options second, now seems to be a wider net with legitimate interest in several paths, particularly via trade.
According to Alex Spier of the Boston Globe, the Red Sox are still in the market for an infielder (preferably a righty), with five names on their list: free agents Alex Bregman and Bo Bichette, as well as trade targets Isaac Paredes, Ketel Marte, and Brendan Donovan.
Donovan is a more recent development, but someone who does make a lot of sense. He’s eminently available, and the Red Sox/Cardinals have already gotten together on not one, but two big trades this offseason (Sonny Gray, Willson Contreras). Cardinals president Chaim Bloom was also the president of the Red Sox, so his familiarity with that system/org has undoubtedly greased the wheels on these trades.
Donovan is a lefty and isn’t quite as good a hitter as most of the other names on this list, but perhaps adding Contreras (a more legitimate right-handed bat) evens things out a bit.
Ketel Marte is more of a big swing via trade and would definitely excite Sox fans more, ditto free agent Bo Bichette, but there is a lot of overlapping interests there. It’s a little difficult to unwind that web.
© Mark J. Rebilas-Imagn ImagesThe Diamondbacks, Blue Jays, and Cubs
Bregman), you get a haul for Marte, and you get to improve your clubhouse chemistry all in one series of moves.
Honestly, it’s not unlike the Nico Hoerner trade rumors, only Hoerner is a gigantic clubhouse plus. Marte is also a more likely trade candidate because of his impending 10-5 no-trade rights, which vest almost immediately after Opening Day.
I still find it hard to believe the Diamondbacks would do this (I think it’s more likely they’re trying to drum up their own leverage), but they are being included among the most recent suitors for Bregman a lot lately, from Evan Petzold of the Detroit Free Press, who wrote: “The Toronto Blue Jays, Boston Red Sox, Chicago Cubs and Arizona Diamondbacks have been active in the Bregman sweepstakes….”
…. To Bruce Levine, who limits the field further and re-confirms the Cubs, who are the one team whose rumored interest has remained steadfast throughout the winter.
“The Cubs have had many conversations with Scott Boras about Alex Bregman.”– @MLBBruceLevine Bruce then says, according to people close to Bregman, the interested teams include: Cubs, Blue Jays, D-Backs.
— Michael Cerami (@Michael_Cerami) December 27, 2025And then there are the Blue Jays.
They’re not quite the Dodgers or the Mets, but you really can’t put anything out of Toronto’s reach these days, especially not this offseason. But not unlike Arizona, I find Toronto’s interest a little tougher to believe.
© Jay Biggerstaff-Imagn ImagesIf they want to spend big, they’ll spend it on Kyle Tucker, who has visited the Blue Jays and seems like a pretty good fit there. If they want to add a right-handed infielder, surely they’d look to retain their homegrown, younger, more positionally versatile star bat, Bo Bichette.
Bichette is going to get more than Bregman, but I don’t think that’s how the Blue Jays are making their decisions this offseason. They are clearly very hungry to win right now, and they are loading up for a long run after their commitment to Vladimir Guerrero Jr. So to me, the 27-year-old Bichette and 28-year-old Tucker seem like better fits. Or to put it another way, their rumored interest in Alex Bregman seems like yet another leverage play.
The Cubs then are just sitting there, waiting. But I don’t know how long that bridge will hold. Remember, their more pressing need this offseason is for an impact starting pitcher, and the most easily attainable guy (Tatsuya Imai, who also happens to be the guy to whom they’ve been most connected this winter) has to sign by Friday.
If Bregman isn’t close to making a decision, the Cubs may have to commit those dollars to Imai this week, taking themselves out of the running for Bregman entirely (which I say only because who really believes they’d spend on both?).
And even if that precise path doesn’t happen, there’s another free agent third baseman, Kazuma Okamoto, who has to sign by Sunday for the same international posting reasons. Again, the Cubs can’t wait on Alex Bregman forever when these other realistic options have hard deadlines and their budget has a cap.
Between Marte, Bichette, Imai, Okamoto, Bregman, the Red Sox, Blue Jays, Diamondbacks, and Cubs, this is one TANGLED mess of overlapping interests and potential misdirections. But the Cubs do seem to be heavily involved on each of these players, especially Alex Bregman. So here’s hoping this weekend’s double-deadline will help move things along.
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