Sam began his career in the minor leagues, where he met Coach Ernie Pantusso (Nicholas Colasanto). He eventually became a relief pitcher for the Boston Red Sox, wearing number 16. His major league career lasted approximately five years; he specifically mentions having pitched in 1973, and was a member of the 1975 AL champion Red Sox team. As well, Martin Crane saw him pitch at the Kingdome, which opened in 1977 – also the year that he became the owner of Cheers. Although his baseball career is not highly detailed throughout the series, Sam was at times a good-to-very-good pitcher (stories of him retiring star batters occur during the series), and was the team's bullpen ace for a while. Sam's baseball career declined when he became an alcoholic, and there are also numerous stories of him pitching poorly and giving up tape-measure home runs. Over time, Sam's role as a bartender turns him into the "resident ringleader for an assortment of poor souls and wanna-be's".