Since 2000, the Yankees have only had six position player prospects give them 10 or more fWAR - Soriano, Cano, Gardner, Judge, Sanchez, and Torres. They haven't had a position player come up and give them above average production for a whole season since 2018.
First, to address the past of Yankees prospects, I think the team has been very adept at deciding which prospects they should trade away as opposed to holding onto. There are a few misses on holding too long, like with Chance Adams, Deivi García, and Clint Frazier, but the prospects who have gone out in the vast majority of their deals haven't amounted to much and certainly haven't come back to bite them.
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