Gutteridge played his first game for the Cardinals at age 24, and in only his fifth career major league game hit two home runs in the first game of a doubleheader on September 11, 1936, including an inside-the-park home run and one steal of home plate. He was an average hitter with excellent speed and fielding ability (he turned five double plays in a game in 1944 during the Browns\' only pennant-winning season). Gutteridge was sold to the Red Sox in 1946, where he played in his only other World Series. He retired from playing after only two games with the Pirates in 1948.\n', '

In 1151 games over 12 seasons, Gutteridge compiled a .256 batting average (1075-for-4202) with 586 runs, 200 doubles, 64 triples, 39 home runs, 95 stolen bases, 309 base on balls, 444 strikeouts, .308 on-base percentage and .362 slugging percentage. Defensively, he recorded a .956 fielding percentage. In the 1944 and 1946 World Series, covering 9 games, he batted .192. (5-for-26).\n', '

Gutteridge coached for the White Sox for over a decade (1955–66 and 1968–69), including the 1959 pennant-winning team, and in 1969 he succeeded Al López as manager on May 3. He led Chicago to a fifth-place finish in the AL West that season and was fired with 26 games left in the 1970 season on September 1. He was replaced by interim manager Bill Adair. His record over those two partial seasons was 109–172 (.388).\n', '

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