A Roxbury, Massachusetts, native, Maguire attended the College of the Holy Cross. He made his professional debut in the Major Leagues for the Giants at the end of the 1922 season, playing in five games for them that year. He spent the entire 1923 season riding the bench in New York behind Frankie Frisch, appearing in 41 games but coming to the plate just 34 times all season. He was let go at the end of the year.\n', '

In 1924, Maguire got his first taste of minor league baseball, playing for the Toledo Mud Hens. He was Toledo\'s starting second baseman for four seasons, finishing up with a .326 average in 1927. This earned him another shot at the majors with the Cubs.\n', '

During the previous offseason, Chicago had traded their starting third baseman, Sparky Adams, to the Pittsburgh Pirates along with outfielder Pete Scott for outfielder Kiki Cuyler. They shifted second baseman Clyde Beck over to third and installed Maguire as their starter at second. Things started off with a bang, as Maguire hit his first Major League home run on Opening Day off Cincinnati Reds pitcher Dolf Luque. It was the only run the Cubs scored that day in a 5–1 loss.\n', '

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