The New York Yankees ’ quest for a 2025 World Series title ended abruptly on Wednesday night, as the Toronto Blue Jays sent them packing in four games. While the Blue Jays move on, the Yankees are left to sift through the wreckage of another disappointing October and ask a familiar question: what now?

The focus this winter won’t just be on potential free agents or trade targets—it’ll center on something deeper, something symbolic of the franchise’s ongoing transition. The shortstop position, once the pride of the Bronx, has become a riddle the Yankees still haven’t solved.

And at the center of that riddle stands Anthony Volpe.

Anthony Volpe’s Uncertain Standing

When the Yankees handed Anthony Volpe the keys to shortstop three years ago, they imagined a cornerstone player—a steady glove

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