Inside The Red Sox

Red Sox Update Signals Major Change In Search For Star Players

Okay... now what?
Jun 29, 2025; Boston, Massachusetts, USA; A closeup view of the Green Monster before a game at Fenway Park between the Boston Red Sox and the Toronto Blue Jays. Mandatory Credit: Eric Canha-Imagn Images
Jun 29, 2025; Boston, Massachusetts, USA; A closeup view of the Green Monster before a game at Fenway Park between the Boston Red Sox and the Toronto Blue Jays. Mandatory Credit: Eric Canha-Imagn Images | Eric Canha-Imagn Images

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For whatever it's worth, it doesn't appear that the Boston Red Sox are taking the disappointment of losing Alex Bregman lying down.

The Red Sox might often come up short in their pursuits of both free agents and trade targets, but if they get credit for anything, it's being active. They've always got irons in the fire, and with Bregman gone to the Chicago Cubs, it seems their strategy for building the best roster this year may be shifting.

Amid numerous reports that the Red Sox were considering starting pitchers as creative solutions to the vacuum Bregman leaves behind, Wednesday's latest report asserted that Boston is once again looking to dip into the trade market.

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Red Sox going after top-flight starters?

According to Rob Bradford of MassLive, Boston has been aggressive in pursuing top-level starting pitchers via trade in recent days. Bradford also emphasized that his report was based on information coming from outside the Red Sox organization.

"Hearing from sources outside Boston (that) the Red Sox are getting aggressive in pursuing top-level controllable starting pitching in the trade market," Bradford wrote. "Names floated as targets are no doubt No. 1 or 2."

It's not hard to imagine which names Bradford is referencing. It's Joe Ryan of the Minnesota Twins. It's Cole Ragans of the Kansas City Royals. It's probably MacKenzie Gore of the Washington Nationals, too, even though one could debate whether he's worthy of No. 2 billing.

If Bradford's bit about years of control applies to some and not all options, it's also Freddy Peralta of the Milwaukee Brewers, who will be a free agent next year. Maaaaybe it's Tarik Skubal of the Detroit Tigers, although it would seem far less likely that he gets traded while his arbitration case remains unsolved.

At this point, the Red Sox have earned a blanket mistrust from the fan base. No one is going to believe that one of those pitchers is coming to town until it happens.

Then, even if such a trade is made, there will still be plenty of reasonable complaints about the front office continually depleting a farm system to acquire cheap players, rather than spending real money on free agents.

More MLB: Red Sox, Brewers Linked In Potential Trade Of Two-Time All-Star


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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