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10 Winningest Yankees Managers

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No. 3: Casey Stengel (1,149 wins)

Photograph By AP Photo/Anthony Camerano

Known for his way with words -- dubbed Stengelese -- Casey led the Yankees from 1949 to 1960 (and the Mets from 1962 to 1965), winning seven World Series titles (five straight between '49 and '53) and 10 AL pennants.