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Alex Bregman Open To Extension Talks With Red Sox

By Darragh McDonald | June 26, 2025 at 2:22pm CDT

Alex Bregman has an upcoming opt-out in his contract but he is willing to talk with the Red Sox about sticking around longer. “I always tell the team — and Alex directs me to tell them — we’re always open to any conversation,” Bregman’s agent Scott Boras said to Tim Healey of The Boston Globe. “Any player who plays well somewhere, it’s something that’s important for the team and important for the player. It’s an additive.” Boras also mentioned that Bregman and his family have been happy with their time being in Boston so far.

It’s not especially surprising that Bregman and Boras would be open to a long-term offer. While Boras clients have a reputation for being averse to extensions, that’s normally for early-career players who don’t want to give up future earning power by delaying their path to free agency. In Bregman’s case, he already reached free agency after last season. He didn’t quite get the long-term deal he was looking for, so he pivoted to a short-term pact. He and the Sox signed a three-year deal with a $120MM guaranteed, though with notable deferrals that knocked the net present value closer to $90MM, with opt-out chances after each season.

The goal in signing a contract of that nature is to bank some high earnings on an annual basis while still maintaining the ability to get a larger guarantee down the line. The Bregman situation has a lot of parallels with that of Matt Chapman, another Boras client. Chapman also found the offers lacking in his first foray to free agency, settling for a three-year, $54MM deal with the Giants. His first season in San Francisco was going well enough that they didn’t want him to return to free agency, so they signed him to a six-year, $151MM deal in September of last year.

Bregman would presumably be happy with a similar sequence of events playing out for him and he has mostly done his part so far. By all accounts, he has been a positive force in taking on a clubhouse leader role on a roster with plenty of young players. He has also hit .299 /.385/.553 for a 158 wRC+ this season, his best offensive showing in years. He’s been out of action for about a month due to a quad strain but should be back in the not-too-distant future. Manager Álex Cora recently said Bregman would likely stay on the IL through the All-Star break, per Healey.

Given his contributions on and off the field, the Sox are naturally happy with Bregman as well. Chief baseball officer Craig Breslow recently discussed the matter with The Greg Hill Show on WEEI. Breslow declined to get into specifics on the contract negotiations but heaped praise on Bregman and expressed an openness to having future talks. “What I’m very comfortable saying is Alex has been everything we could have asked for both on the field,” Breslow said, “but also in the clubhouse from a leadership standpoint. Not just in the way he’s helped younger players and our staff but in the ways that he’s helped me and many of us in the front office. And so right now while we’re focused on doing everything we can to get him back on the field as quickly as possible, when the right time comes to have those conversations, very, very confident that we will.”

When Bregman first signed, it was fair to wonder if it was going to be a short-term arrangement. The Sox had Rafael Devers at third, signed for years to come. Bregman could have played second base for a year, opted out and signed elsewhere.

Much has changed since then, of course. The Sox moved Devers to a designated hitter role and put Bregman at his natural third base position. That appeared to sour the relationship between Devers and the club, which eventually led to him getting flipped to the Giants earlier this month.

That trade blew a big hole in the Boston lineup but it also freed up a lot of spending capacity, with Devers still owed about $250MM at the time of the swap. The Sox also took on Jordan Hicks and the roughly $30MM remaining in his deal but they nonetheless opened up a lot of money that was previously tied to Devers.

In the wake of that swap, the baseball world immediately began speculating if the Sox pivot to locking up Bregman with that money. That seems to be a distinct possibility, though the two sides will have to agree on a price point.

In the winter, Bregman apparently got long-term offers of $156MM from the Astros and around $170MM from the Tigers, though the latter would have come with some amount of deferred money. Bregman was reportedly looking for something around $200MM but couldn’t quite get there, which is why he accepted the short-term deal with the Sox.

Getting offers in that range again may be enough to get it done. If Bregman were offered something around $160MM on a new deal, he and Boras could argue that he hit the $200MM target, when factoring in this year’s $40MM salary. That doesn’t account for the deferrals lowering the net present value of that salary, but that’s generally the point of deferrals, to mask the true value of a contract.

Perhaps the two sides will start talking again as Bregman’s potential opt-out looms. If the Sox want Bregman locked up for the long term, they might want to get it done while he’s under contract, like the Giants did with Chapman. The Sox could always re-sign him in the offseason but then they would face competition from other clubs. In the meantime, Bregman will focus on getting healthy for a second half push.

Marcelo Mayer has largely been covering third base in Bregman’s absence but he has also started dabbling at second base, as Nate Eaton has played third, with Kristian Campbell having been recently optioned to the minors. Campbell has been playing some first base on the farm and could be a candidate to slide over there if Bregman is the long-term third baseman, though Triston Casas will be back from his injury next year. The DH spot is now open with the Devers trade though the Sox also have a crowded bunch of outfielders spilling into that spot.

Photo courtesy of Eric Canha, Imagn Images

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Boston Red Sox Alex Bregman

Trade Deadline Outlook: Colorado Rockies
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58 Comments

  1. BCleveland3381

    4 hours ago

    Smart move. See if you can get a big extension out of a franchise with a bad history of letting stars walk. They’re may get desperate.

    6
    Reply
    • LordD99

      3 hours ago

      Trading Devers greatly increased Bregman’s asking price. Boras will be quite reasonable here. /s

      7
      Reply
    • Fever Pitch Guy

      3 hours ago

      BC – It’s a no-brainer really …… this “news” from Boras comes out just 10 days after the Sox finally managed the Devers salary dump and a tidal wave of reports about front office incompetence and division floods the news.

      Hopefully the Sox are smart enough to realize you don’t give a massive contract based on a player’s first 7 weeks with their new team, especially one who hasn’t played nearly this well in six years.

      Give 3B to Mayer next year, spend the Devers/Buehler/Giolito/Liam/Chapman money on pitching.

      7
      Reply
      • Sad.Sox 3

        3 hours ago

        FPG- I am soooo tired of Bregboras already. I hope we just trade him to the Cubs or Mets.
        This team isn’t that much better with him next year than they would be without him. Still can’t pitch, play defense or run the bases, so…..
        Might as well use his $40 and Devers $30 and put it to good use for SP’s, closer and new manager

        1
        Reply
        • Fever Pitch Guy

          3 hours ago

          Sad – I totally agree!!

          If they did extend Bregman with no opt-outs, would he demand a trade when Cora is finally relieved of his duties?

          What was done to Raffy was textbook treatment when management wants an employee gone. I can picture Cora being told pre-season “We won’t give Bregman a longterm deal unless Raffy and his contract are gone”.

          1
          Reply
        • 'Tang It

          6 mins ago

          You are giving them way too much credit. There is no way they planned anything like that. They just bumbled through things per usual

          Reply
    • 'Tang It

      7 mins ago

      It’s just smart because he still has the threat to opt out, but he probably realizes with his injury it’s less likely, so see if they come to the table

      Reply
  2. swanhenge

    4 hours ago

    As well as he’s fit in and how well he’s performed, I’m leery of a long term, big dollar contract for Bregman. He’s on the wrong side of 30 and these typical 2 month injuries he has every year are bound to get longer as he gets older. I’d be ok if he doesn’t opt out, but I wouldn’t go on a longer deal.

    Mayer looked good at 3B. I’m impressed w Eaton over there as well.

    5
    Reply
    • RodBecksBurnerAccount

      3 hours ago

      I understand he’s on the wrong side of 30 and agree with the sentiment, but Bregman isn’t missing 2 months every year. He missed a couple months in 2021 and a few weeks last year. Other than that he’s played 155 or more games a year. Obviously he’s not getting to that number this year.

      2
      Reply
    • Astros_fan_in_Aus

      3 hours ago

      Do you not check what you are writing ? Bregman does not have “2 month injuries every year”.

      Reply
    • DirtyWater04

      3 hours ago

      I also like Bregman and all winter was pounding the drum that I think he probably has 3, maybe 4 years left (including 2025) as an above average player, which is still what I believe (so perhaps 2 or 3 going forward after this season) so I too don’t want to see them do something crazy like throw 6 or 7 years at him.

      But if talking about 4 or 5 years would be enough to toss out the annual opt-outs and lower his AAV from $40 million, I think I’d be okay with that even though you’re probably signing up for a bad year at the back end.

      Guess it all depends on what numbers he’s expecting.

      2
      Reply
      • Fever Pitch Guy

        2 hours ago

        Dirty – His AAV is already $31.7M because of heavy deferrals.

        But let’s say Story continues to play well, as does Mayer, and Campbell finally works things out …. where would Bregman play? Seems like it would be a waste of money to sign him to the massive contract he will be seeking, and we all saw last winter he’s all about the money.

        2
        Reply
        • DirtyWater04

          2 hours ago

          RE: the AAV not technically being $40 MM because of the deferrals – correct, but presumably any big extension will still also carry deferrals having the same effect. Just didn’t feel like looking up the adjusted number so I used the “on paper” number of $40 MM.

          My answer and preference would be try as hard as you possibly can to find a trade for Story. He’s injury prone and his performance has been underwhelming. If he is able to stay on a good enough heater to convince a team he can help them, pull the trigger without a second thought. Hell, I’ll come drive him to Logan.

          Trash cans scandal notwithstanding, Bregman has been around a successful team with a winning culture before he came here. Story has not. I would strongly prefer Bregman to be the veteran leader of the clubhouse to Story.

          1
          Reply
        • Fever Pitch Guy

          2 hours ago

          Dirty – You’ve brought up a good question, who should be the leader in the Sox clubhouse?

          For pitchers I think Crochet is becoming one.

          For position players, it seemed like Duran was heading that way but his issues have created a setback.

          The problem with Bregman is he’s too self-absorbed. Players have commented they can’t have a conversation without him half-ignoring them while looking at video of his plate appearances.

          The thing about strong leadership, just because you’re the highest paid player or even the best player it doesn’t mean you’re qualified to lead. Certainly that was the case with Raffy.

          I do agree coming from a winning culture helps the rest of the team, but it’s not that big a factor when it comes to leadership.

          Story fighting hard to return from his injury last year as fast as he did, now THAT is what teammates view as a leadership quality.

          3
          Reply
        • DirtyWater04

          2 hours ago

          True, regarding Story. I’m not trying to bash him so I may have come off a little harsh in my assessment. I don’t think he’s someone who doesn’t want to win. But he hasn’t been a part of a team that has been a winner to any notable extent, so I just question whether he fully knows what it takes to push above and beyond high expectations.

          Also a good point about Bregman – though I think he is experienced enough to understand if they extend him after trading Raffy (and hypothetically, Story), that it would come with the expectation of him putting more effort into being “the guy” from a leadership standpoint. He came from a team in Houston that had a lot of strong leaders like Altuve and Verlander that he’s never had to be the singular guy – and given there were some contentious relations with Devers around him signing I am guessing he also probably wanted to try to avoid rocking the boat and just walking in acting like it was his clubhouse on day one. So I guess I have faith he is someone who could be told they’re expecting him to step up and he would. But that’s another thing where I guess we can only see as the season continues to unfold.

          1
          Reply
    • 'Tang It

      5 mins ago

      Eaton is no prospect or solution

      Reply
  3. Acoss1331

    3 hours ago

    I mean, John Henry got off the Devers contract so there’s no reason not to spend that money on Bregman, especially the way he’s playing right now.

    Reply
    • MeowMeow

      3 hours ago

      Right now he’s on the IL?

      3
      Reply
      • Acoss1331

        3 hours ago

        Yes, but he’s put up really good numbers in 57 games thus far.

        Reply
        • MeowMeow

          3 hours ago

          Great numbers in *51* games so far and 0 numbers in the other 31, with at least a dozen more games to miss before he’s back on the field. There’s plenty of reason not to spend that money on Bregman until he can demonstrate that this was a fluke one-off injury and that he’ll be able to keep that performance up.

          Given that his performance so far has also come with a BABIP (.331) about 50 points higher than his career average (.282), I’d rather wait and see.

          4
          Reply
        • Fever Pitch Guy

          3 hours ago

          Acoss – In his last 59 PA’s (14 games) he batted .220 with a .719 OPS so his numbers were crashing already despite perfect health.

          I really hope he can maintain an OPS above .900 so that he signs elsewhere or maybe even gets traded if the Sox become sellers, time will tell.

          The area that he really needs improvement is Close & Late where he’s batting .188 with a .497 OPS which explains a lot of the 1-run losses. So many games he came up empty with the tying or winning run in scoring position. I don’t think it’s a nerves thing, I think he gets too amped up in those situations.

          3
          Reply
        • Acoss1331

          2 hours ago

          You guys brought up good points with his numbers before hit the IL. Then I agree with you guys, best to wait what he looks like once he comes back from the IL. Good stuff guys thank you for illuminating me!

          3
          Reply
        • DirtyWater04

          2 hours ago

          I mean, I’ll even say as someone in the “extend Bregman (if possible at a reasonable cost)” camp, absolutely wait and see until he’s healthy again. There’s absolutely zero reason to do it while he’s sitting on the DL.

          If he comes back and keeps playing well, then yes, let’s start talking about it some time in August. As for now, good to know he’s amenable to it but if the injury turns into a longer than extended issue there’s no way he opts out, so we’ll have him anyway.

          Reply
    • Pedro Martinez’s Mango Tree

      3 hours ago

      Have you not been paying attention the last 6 years? This team doesn’t sign free agents who want more than the cop-out 2 or 3 year contract with the opt out after 1

      2
      Reply
  4. stymeedone

    3 hours ago

    Really? He’s spent half the year on the IL and he wants a longer contract?!! I’m sure he does. He’s in his declining years, and is likely to become more injury prone. Small sample sizes only count when the player was on a hot streak, I guess.

    6
    Reply
    • Fever Pitch Guy

      2 hours ago

      stymee – Fantabulous post!!

      Well they gave Buehler $21M because of 3 appearances in last year’s postseason, so I wouldn’t put it past them to give Bregman what he wants after just 80-100 games.

      2
      Reply
  5. Captainmike1

    3 hours ago

    He’s only made $138 million so far so his future security is definitely at risk he might end up living in the street if he doesn’t get a good extension

    5
    Reply
  6. Bivouac-Sal

    3 hours ago

    I am also open to a long-term contract.

    2
    Reply
    • Boston’s Alignment

      3 hours ago

      While you’re on the IL? 😂

      1
      Reply
      • Bivouac-Sal

        2 hours ago

        I am worth it. OR DAMMIT I WILL WALK!

        1
        Reply
  7. Rsox

    3 hours ago

    Given Bregman’s age i would probably only do 5 years max on an extension. They probably should consider it because he was making the offense go before the injury and even with Devers the offense went stagnant after he got hurt

    2
    Reply
  8. MeowMeow

    3 hours ago

    I don’t understand why this is being considered when he will have been injured for as much of the season as he’s played. Maybe let’s see how he recovers from injury before committing long term lest we wind up with a pair of Trevor Stories

    3
    Reply
    • Paleobros

      3 hours ago

      *Trevors Story

      2
      Reply
  9. Joe S

    3 hours ago

    Say no, let him walk or play out the final 2 years

    2
    Reply
  10. MPrck

    3 hours ago

    WHAT A HOOT ! Yes, under .500 ball should be worth 50 million a year for him, too hilarious.

    1
    Reply
  11. DarrenDreifortsContract

    3 hours ago

    Fools gold.

    1
    Reply
  12. Django

    3 hours ago

    Boston is Bregnant!

    3
    Reply
  13. Old York

    3 hours ago

    I don’t see it. Boston is turning into the Pirates 2.0.

    1
    Reply
  14. FrontRowBob

    3 hours ago

    Quick Player Opt-Outs in Contracts are just so great for Players. Bregman is having his best year since 2019 by far…..So his price is WAY up. If he regressed this year….he could have still collected.

    1
    Reply
  15. Joemo

    3 hours ago

    I don’t understand this obsession with Bregman being a great leader. Hooray the veteran bought the rookies suits! The team chemistry seems to be falling apart, there was the whole Raffy issue, the team lacks any sort of accountability. Now those are on the coaching staff as well, but if he’s a great leader these issues wouldn’t persist this long into the season.

    The young kids are struggling, wheres Bregman’s great leadership? I just don’t see it. Base running blunders nearly every game. An offensive approach that’s essentially just strike out 10+ times every game. Where is the leadership.

    2
    Reply
  16. Goose

    3 hours ago

    This tells me Bregman/Boras isn’t sold on getting a long term contracts, 5 years or more, at $30+ million or more.

    He has two player options of $40 million per year. I don’t see any other team offering that yearly rate.

    it is a question of does Bregman fine with a lot less per year for a long term contract or does he want a high per year but something in the 4 to 5 year range.

    Factor in he regularly gets injured each year and goes out for awhile and he is in his 30’s.

    If the Red Sox can get him for 4 years around $30 mil per it is a worthwhile risk. i just don’t see a Boras guy doing that.

    My bet is Boras and Bregman test the market. Can’t find a long term contract in the $30+ million range and just ride out the two option years

    We have seen it the last two off seasons. The mega start, Soto and Ohtani get the monster contracts. The good veterans are getting those long, big money contracts.

    Reply
  17. tigerdoc616

    3 hours ago

    Of course he is…………..for a price! I believe he was seeking $200M last off season. So just pony that up for 6-8 years and I am sure he’ll be happy to call Boston home long term. Of course he is also on the IL right now so what better time to work on an extension?

    2
    Reply
  18. bwmiller79

    3 hours ago

    I guess it depends on the AAV and the years he asks for. He’ll be 32 next season, do you think he can hit at a high level into his age 37, 38, 39 season? Every injury puts a stone on the cart.

    The only win for Boston extending him this season is if he signs a deal that significantly lowers his AAV in ’26 and ’27, otherwise might as well let him cash his options or opt out all together and reasses third base in the off season.

    Trevor Story had some big seasons at the plate and got a long term extension and fell off dramatically and he was 29 when he signed for six seasons.

    I think the Red Sox waters are murky and they wont be clearing up until the rookies play for a couple seasons, an extension to Bregman is betting on not just Bregman but on four unproven players: Anthony, Mayer, Campbell and Abreu, and you have the uncertainty with Casas.

    1
    Reply
  19. whyhayzee

    3 hours ago

    Let’s talk after the year is over.

    4
    Reply
  20. TrillionaireTeamOperator

    3 hours ago

    I love that this is being discussed while he’s on an extended IL stint. I’d love to see the Red Sox give him 4 years/$160M. Heck, why not make it 5 years/$210M? Why not 6 years/$270M?

    I vote 9 years/$414M on top of his 1 year/$40M. He’s totally earned it on the Red Sox. Also? Full No Trade Clause.

    1
    Reply
  21. draker

    3 hours ago

    Great news! Now if only he was open to getting back on the field.

    1
    Reply
  22. Logjammer D'Baggagecling

    3 hours ago

    You’re not fooling anyone Alex. You’re probably opting out. 80:20 ratio he’s opting out

    1
    Reply
  23. 30 Parks

    3 hours ago

    He’ll be traded to a California based team any minute now – Red Sox tradition.

    Reply
  24. dajuba

    3 hours ago

    Shouldn’t the headline read “All Players Open To Extension Talks” ? Either it’s a slow news day or their getting lazy.

    1
    Reply
  25. mafiabass

    2 hours ago

    6/180. That would give him 7/220 overall

    Reply
  26. cwsOverhaul

    2 hours ago

    Unless Bregman plays like an MVP to lead them to a WC after extended absence, let Boras and the age curve opt out. It’s a gift.

    Reply
  27. cheapseater

    2 hours ago

    Why do you guys keep going with the terrible Stadium Connect photos?

    Reply
  28. skenes curry

    1 hour ago

    8yrs200M

    Reply
  29. cooperhill

    39 mins ago

    Bora$$!

    Reply
  30. Dooper

    39 mins ago

    Nah. He’s going to be doodoo going forward and clog up payroll. That’s why everyone in Houston called him “Lil’ Fat Berg Bish Boy”. He’s a petulant child and it’s been well-documented. In his early days he had his mom call management because “they were being mean” to precious Alex.

    Reply
  31. WestVillageTiger

    36 mins ago

    Negotiating an extension already? That injury must be worse than we thought!

    Reply
  32. letitbelowenstein

    35 mins ago

    He wants to stay? I’d get off that sinking tub asap if I were him.

    Reply
  33. cdchi

    4 seconds ago

    Just heard tony mazz compare the scout who called Breslow an effing stiff and Devers refusal to pick up a 1stbasemans mitt. Saying if you cross Breslow you are going to be out. How many people can call there boss that name and keep there job? 2 completely different situations. I would rather listen to commercials than mazz or felger or beatle for that matter. I understand controversial statements may drive ratings but that comparison is just dumb.

    1
    Reply

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