Randolph spent 13 of his 18 seasons as a player with the Yankees and was co-captain of the Yankees with Ron Guidry from 1986 to 1988. He later played for the Los Angeles Dodgers (1989–90), Oakland Athletics (1990), and Milwaukee Brewers (1991), finishing his career with the New York Mets in 1992. He was selected to six All-Star teams over his career. As a career number 2 hitter in the order, he made use of his skills as bunter and a patient hitter who drew more than 80 walks seven times.