Over the course of his career, he was an average hitter with excellent speed and fielding ability; he turned five double plays in a game in 1944 during the Browns' long pennant-winning season.

Before his contract obtained by the Red Sox on July 9, 1946, Gutteridge had been the player-manager of the Browns' top farm club, the Toledo Mud Hens of the Triple-A American Association.

He resumed his managerial career in 1951, then coached for the White Sox for over a decade (1955–1966 and 1968–1969), including the 1959 pennant-winning team.

With the White Sox record a major league-worst 49–87, Gutteridge requested and was granted a release from his contract on September 2, 1970, after being informed by general manager Stu Holcomb that he would not be retained for 1971.

[3] At the time of his death, Gutteridge was the oldest living former manager or coach in Major League Baseball.