Bastards of Boston Baseball (Red Sox) · Red Sox Podcast

Winter meetings begin! Red Sox meet with Bo Bichette!

December 9, 2025·1 hr 12 min·1 clip

Bichette is 4 years younger, healthier, cheaper—but Bregman has emotional support from Alex Cora inside the front office.

The winter meetings are the backdrop for the whole show. The hosts open on the Red Sox and the rumor, and they do not brush past it. It becomes the starting point for a bigger argument about Boston's offseason ambition. The talk quickly shifts from chatter to roster cost. Pitching depth is the first thing under pressure. Brian Bale comes up as the kind of controllable arm that could headline a deal. Tristan Casas enters the trade math too. Kyle Harrison and Hunter Dobbins are also mentioned as possible pieces in a package. The hosts keep coming back to the same question: how much talent can Boston really spend? That leads them into a separate debate about Pete Alonzo. They then weigh whether a pivot toward that shortstop makes more sense. The discussion keeps widening instead of settling. Sonny Gray is used as a marker for how quickly pitching help gets expensive. The panel asks whether a true number two starter is worth the damage that might follow. Improve now, or protect the system and risk staying incomplete. The pace stays brisk, with the hosts interrupting, correcting, and building on one another as the logic changes. By the end, the episode feels like a live attempt to price out the Red Sox offseason without pretending the answer is simple.

As heard by us

Winter meetings chatter becomes a sharp argument about Boston's next move.

Winter meetings give this episode its shape: the Red Sox sit in rumor territory, and the hosts treat each whisper as a possible offseason hinge.

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Why you'd press play

If Boston rumor season has you checking your phone, this is the one to play right now.

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