Trammell won a World Series championship in over his hometown San Diego Padres and an American League East division championship in 1987. Although his arm was not overpowering, he had a quick release and made accurate throws, ultimately winning four Gold Glove awards. Trammell's defense perfectly complemented his double-play partner, Lou Whitaker. The two formed the longest continuous double-play combination in major league history, playing 19 seasons together. At the plate, Trammell was one of the best-hitting shortstops of his era and won three Silver Slugger awards.