Inside The Red Sox

Red Sox Predicted To Lose Alex Bregman To Dark Horse AL Suitor

Does interest develop late in the offseason?
Sep 19, 2025; Tampa, Florida, USA;  Boston Red Sox third base Alex Bregman (2) hits a home run during the third inning against the Tampa Bay Rays at George M. Steinbrenner Field. Mandatory Credit: Kim Klement Neitzel-Imagn Images
Sep 19, 2025; Tampa, Florida, USA; Boston Red Sox third base Alex Bregman (2) hits a home run during the third inning against the Tampa Bay Rays at George M. Steinbrenner Field. Mandatory Credit: Kim Klement Neitzel-Imagn Images | Kim Klement Neitzel-Imagn Images

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"Boston Red Sox third baseman Alex Bregman" no longer?

Bregman's free agency is beginning to dominate offseason headlines, and this deep into the offseason, it's clear the Red Sox aren't enthusiastic about handing him a long-term deal. The Toronto Blue Jays, Arizona Diamondbacks, and Chicago Cubs are all confirmed to have some interest as well.

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The Detroit Tigers were one team that many expected to be in the hunt for Bregman, but Evan Petzold of the Detroit Free Press confirmed recently that they hadn't been active in his market. Does that mean they're waiting for the right opportunity to strike?

Bregman predicted to go to Detroit

On Thursday, Matt Vautour of MassLive predicted that the Red Sox's inaction would ultimately signal an unwillingness to meet Bregman on his terms, and that the 31-year-old All-Star would sign with the Tigers by the end of the offseason.

"He’ll get more years than they want to give," wrote Vautour. "But they’ll be really excited about Triston Casas’ return in Spring Training, while Bregman is bringing his leadership and wisdom to the Tigers."

Vautour isn't one of MassLive's Red Sox insiders, but he certainly has his finger on the pulse of the organization. The general sentiment around those closest to the beat seems to be that yes, Boston wants Bregman back, but not if he costs them more than they're comfortable paying.

Sound familiar? That approach paid off for the Sox last offseason when Bregman was willing to take a three-year, $120 million deal with an opt-out to try and re-enter the market with no qualifying offer. This time around, it doesn't seem nearly as likely that he'll do a deal for less than five years.

Right now, the Tigers don't seem like the second-most aggressive suitor even if Boston isn't first.

But could that change as time creeps along and Bregman gets frustrated with the way his most recent team has slow-played him? It's far from out of the question.

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Jackson Roberts
JACKSON ROBERTS

Jackson Roberts is a former Division III All-Region DH who now writes and talks about sports for a living. A Bay Area native and a graduate of Swarthmore College and the Newhouse School at Syracuse University, Jackson makes his home in North Jersey. He grew up rooting for the Red Sox, Patriots, and Warriors, and he recently added the Devils to his sports fandom mosaic. For all business/marketing inquiries regarding Boston Red Sox On SI, please reach out to Scott Neville: scott@wtfsports.org