How will this Boston Red Sox offseason conclude?
As offseason activity ramps back up across Major League Baseball , the Boston Red Sox undeniably still have needs. Alex Bregman is still a free agent, and if the Red Sox don't re-sign him, there will be hell to pay with the fan base.
There are also still members of the 2025 Red Sox floating around the market, and Boston could have another trade to make. With the holiday season over and the sprint to spring training officially kicking off, let's predict how the remainder of this very important Red Sox offseason will play out.of the picture, which means Bregman's market is down to the Red Sox, Arizona Diamondbacks, and Chicago Cubs delivers a pitch during the first inning against the New York Yankees at Fenway Park. Mandatory Credit: Paul Rutherford-Imagn Images | Paul Rutherford-Imagn Imageshas been "crickets" to this point, which unfortunately seems to be the case for all pitchers not named Dylan Cease. But eventually, some team will wind up giving the veteran a chance to prove he can repeat his very productive 2025 campaign. The Cubs, especially if they miss out on Bregman, should have money to spend on something besides relief pitching. And Giolito's comfort with Chicago, where he spent the first 6 1/2 years of his career playing across town, would undoubtedly be a selling point if the Cubs came calling.Aug 31, 2025; Boston, Massachusetts, USA; Boston Red Sox left fielder Jarren Duran hits a double against the Pittsburgh Pirates during the first inning at Fenway Park. Mandatory Credit: Eric Canha-Imagn Images | Eric Canha-Imagn Images Early in the offseason, it seemed like there was about an 80% chance the Red Sox would trade one of their outfielders. As things stand on Jan. 4, it now feels like those odds have dipped to maybe 45%. Duran sticking around would virtually eliminate the need for Masataka Yoshida, and that's before factoring in the return of Triston Casas as well. But the Red Sox believe a surplus is not necessarily a bad thing, and it seems they aren't finding the deals for Duran they'd hoped for.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
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