Alex Bregman in Red Sox uniform at Fenway Park, with symbolic rival team logos representing intense contract pursuit.
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Red Sox Reportedly Offer Aggressively to Re-Sign Bregman as Rivals Lead Chase

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Updating December reports of Boston's frontrunner status post-Contreras trade, ESPN's Buster Olney says the Red Sox made an 'aggressive offer' to third baseman Alex Bregman on January 2—but MLB.com reports Toronto Blue Jays and Arizona Diamondbacks as pursuit leaders. Bregman, a 2025 All-Star for Boston (.273/.821 OPS, 18 HR), seeks six years after opting out of his deal.

ESPN insider Buster Olney reported January 2 that the Red Sox extended an 'aggressive offer' to free agent Alex Bregman, predicting a reunion: "I think Alex Bregman is going to go back to the Red Sox. They valued him last summer."

This contrasts with MLB.com's Mark Feinsand, who on the same day pegged the Blue Jays and Diamondbacks as "the two most aggressive clubs," with Boston a possibility. Interest persists from Cubs, Tigers (previously offered $171.5M/6 yrs, rejected), and others per Feinsand and Ken Rosenthal.

Building on prior payroll flexibility from acquiring Willson Contreras and new addition Sonny Gray, Boston chases Bregman (turns 32 in March), who replaced Rafael Devers at third in 2025 despite a quad injury and late slump (.187 in final 27 games). Manager Alex Cora praised his leadership: "The leadership part of it is real... He actually embraced the whole Boston thing."

After rejecting Astros' $156M/6 yrs last offseason for a 3-yr/$120M Boston pact with opt-outs, Bregman eyes his final big deal. Projections: 5 yrs/$170M (ESPN) or 6 yrs/$171M (The Athletic).

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X discussions buzz with Red Sox fans excitement over Buster Olney's report of an aggressive offer to re-sign Alex Bregman, predicting a reunion. Marino Pepén's claim of a $160M/5-year deal draws support as competitive but also skepticism on its validity. Users note Blue Jays and Diamondbacks as leading pursuers per MLB.com, with some preferring Bregman over Bo Bichette.

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Alex Bregman signing a major contract with the Boston Red Sox in a Fenway Park press conference.
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Red Sox signal willingness for big contract to retain Bregman

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Alex Bregman is seeking a long-term deal in free agency after opting out of his Red Sox contract. The Boston Red Sox have indicated a readiness to offer substantial money, potentially matching a previous six-year, $171.5 million proposal. Industry sources see a reunion as likely amid cooling interest from other teams.

Following reports of Arizona Diamondbacks interest, the Boston Red Sox have emerged as frontrunners to re-sign free agent third baseman Alex Bregman—who hit 18 HR with an .822 OPS for them in 2025—thanks to payroll flexibility from acquiring Willson Contreras. The Blue Jays, Diamondbacks, and Cubs remain in pursuit.

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Two days after ESPN reports of Boston's aggressive offer to Alex Bregman, new developments—including Kazuma Okamoto's signing with Toronto—have intensified the Red Sox's pursuit of the top free-agent third baseman, amid a quiet infield market.

The 2025-26 MLB offseason remains sluggish on January 7, with top free agents like Kyle Tucker, Bo Bichette, and Alex Bregman still unsigned. Teams including the Toronto Blue Jays, Chicago Cubs, and New York Mets are exploring options, though luxury tax penalties could double costs for big-market clubs. Discussions focus on trades and signings to bolster infields and rotations amid budget constraints.

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Major League Baseball's offseason remains active with key rumors emerging on Wednesday. The New York Mets have reportedly enhanced their offer to free-agent outfielder Kyle Tucker, while the Yankees continue seeking a top starter. The Boston Red Sox signed pitcher Ranger Suárez, and the Toronto Blue Jays have not ruled out re-signing infielder Bo Bichette.

The Toronto Blue Jays have bolstered their starting rotation by signing Dylan Cease to a seven-year, $210 million deal and Cody Ponce to a three-year, $30 million contract following their near-miss in the 2025 World Series. All-Star infielder Bo Bichette, their biggest free agent, remains a key focus as the team heads into the Winter Meetings. Bichette expressed his desire to stay with the club after the postseason.

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Following earlier warnings of a potential loss to rivals Mets, the New York Yankees are now prioritizing re-signing outfielder Cody Bellinger, viewing him as a versatile fit superior to pricier Kyle Tucker. Insiders say Bellinger is unlikely to join Queens, bolstered by Aaron Judge's strong advocacy after their successful 2025 partnership.

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