On the final day of Winter Meetings, Breslow swung the Garrett Crochet trade, sending the club’s two most recent first-rounders at the time in catcher Kyle Teel and outfielder Braden Montgomery, both top 100 prospects, to Chicago as part of a four-player package for Crochet. It marked a deal that’s shaped their 2025 season in many ways.

At last year's trade deadline, Craig Breslow discussed the importance of picking a lane. In a conversation with MassLive, he identified this year's lane — and the types of moves the Red Sox might make.