The Yankees and Pirates have aligned for several notable trades (and non-trades) over the last decade. New York memorably balked at Pittsburgh’s asking price for Gerrit Cole, only to sign him to a record free agent contract two years later. The Yankees have also acquired Clay Holmes and Jameson Taillon via the Pittsburgh connection in recent years; however, all these swaps pale in comparison to a 1975 trade that landed one of the most beloved Bombers of all time in the Bronx.