Craig Breslow's job security hangs in the balance as the Boston Red Sox Chief Baseball Officer faces his most critical offseason yet. After widespread criticism for his minimal 2025 trade deadline moves, Breslow must deliver significant roster upgrades or risk termination.

Host Gabby (Hurlbut) Maljanian breaks down exactly what the Red Sox need: a legitimate number two starter behind Garrett Crochet and a power bat to complement Alex Bregman (if he returns) and Roman Anthony. The discussion tackles a crucial roster decision—should Boston trade Jaren Duran or Wilyer Abreu to acquire pitching help? Maljanian provides detailed statistical analysis of both Gold Glove-caliber outfielders, examining their offensive production, defensive value, and trade appeal. The episode also highlights Ceddanne Rafaela's elite defensive skills and dramatic plate discipline improvements that could make him a difference-maker in 2026.

Discover which outfielder should stay, why Breslow's approach must change dramatically from last summer, and what separates playoff contenders from World Series champions.

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