The Yankees are at a crossroads this offseason as they try to sign Cody Bellinger while figuring out what to do with Trent Grisham. After impressing in 2025, the 29-year-old Bellinger has become the organization’s top priority. Then, Grisham’s career resurgence has put management in an unusual bind. This roster decision will have a big impact on the team’s strategy for center field and how they will compete in 2026.

The Yankees must confront a pressing timeline that will shape their roster construction. According to New York Post analyst Joel Sherman, the organization faces a critical five-day window to decide on a $22.05 million qualifying offer for Grisham. “The Yankees won’t know within those five days whether they’re keeping Cody Bellinger, and they need to figure out who plays center

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