The Boston Red Sox rolled into this offseason with momentum and a sense of credibility. Fans felt a new spark of hope. But when they failed to outbid the Chicago Cubs for Alex Bregman, that goodwill started slipping away fast.
This article digs into how Boston’s cautious spending boxed them in. They’re left with a leadership and power gap, and now it’s all riding on one last star: Bo Bichette.
A Missed Opportunity That Changed the Offseason
The Red Sox thought they had the upper hand after last winter’s bold moves. Missing out on Bregman, though, flipped the script and left them scrambling.
Why the Cubs Won the Bregman Sweepstakes
The Cubs didn’t just throw money at Bregman. They got creative, building in major contract deferrals to ease their present-day financial hit and shrink the luxury-tax number.
That creativity mattered. It let the Cubs outsmart Boston without wrecking their payroll. The Red Sox just wouldn’t—or maybe couldn’t—match that structure.
The Trust the Red Sox Just Lost
This setback stings even more because of how much ground Boston had gained a year ago.
From Relevance to Regression
Last February, the Red Sox made a splash by signing Bregman to a three-year, $120 million deal with opt-outs. They followed that up with a long-term extension for Garrett Crochet.
Those moves signaled an end to their penny-pinching. With young talent rising and a brief playoff return, fans believed Boston was back. Now, that trust feels shaky—maybe even broken—after a winter of hesitation.
A Passive Winter in a Competitive Market
After missing on Bregman, Boston mostly stood still. Other contenders, meanwhile, moved quickly and decisively.
Half-Measures and Missed Fits
The Red Sox only showed mild interest in Kyle Schwarber. They reportedly tossed out a three-year offer to Pete Alonso, which never seemed realistic for a slugger at his peak.
Ketel Marte signed elsewhere, shrinking an already thin market. Every miss made things tighter for Boston.
Bo Bichette: The Last Card Left
Now, Bo Bichette is basically Boston’s only real external fix for their infield and lineup problems.
Why the Odds Are Stacked Against Boston
Bichette’s going to cost more than Bregman, and several teams are chasing him hard. The Phillies, in particular, are a big threat.
The Phillies have a habit of chasing top-tier talent, even after playoff heartbreaks. Their connection to Bichette runs deep, thanks in part to Don Mattingly’s mentorship. Right now, they look like the favorites.
Internal Options: Depth Without Impact
If Boston can’t land Bichette, their fallback options are all internal. None of them move the needle much.
Patchwork Solutions, Not Contenders
The team might shift Marcelo Mayer to third and platoon Romy Gonzalez and David Hamilton at second. These choices are serviceable, but they’re missing a lot:
Even with Willson Contreras in the mix, the Red Sox just don’t have enough offensive firepower.
Back to Ground Zero
Bregman’s departure really showed how fragile Boston’s progress was. His leadership, consistency, and power—well, you just can’t swap that out overnight.
The Red Sox now find themselves back at “ground zero” offensively. There aren’t many clear paths to improvement, and fans are once again questioning if ownership actually cares about winning.
This division punishes hesitation. Boston’s conservative approach already cost them, and if they don’t land Bichette, people might look back on this offseason as the moment things went sideways.
Here is the source article for this story: Sean McAdam: By losing Alex Bregman, Red Sox squander the trust they had earned back with fan base
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