Yankees could lose two regulars as free agency unfolds

The New York Yankees could face major roster holes this offseason with regular starters Jazz Chisholm Jr. and Trent Grisham both entering free agency. According to projections from ESPN's Jorge Castillo, both players are likely to secure multiyear contracts elsewhere, leaving New York with significant production to replace across two positions.

Alexander Wilson writes that the Yankees must carefully evaluate their internal and external alternatives instead of relying on unproven assumptions. Castillo noted Anthony Volpe and Jose Caballero as potential second-base options, alongside prospect Spencer Jones in center field, though Wilson advocates prioritizing a reliable center-field plan first.