Bennett began playing baseball with local semi-pro teams during the late 1910s, then he started his professional career in the minor leagues, playing for the Springfield Merchants in 1920. He played with the Tulsa Oilers of the Western League from 1921 to 1923. In 1922, he hit .370 in 161 games, and hit 13 triples and 24 home runs as well that season. At the conclusion of the 1922 season, the St. Louis Browns purchased his contract for $10,000.\n', '

Although he spent most of the 1923 season with Tulsa, he did play in five games for the St. Louis Browns during the 1923 St. Louis Browns season, making his major league debut on April 19, 1923. In 1924, Bennett played in 41 games for the Browns with a batting average of .330. However, he suffered a broken arm, and was out for the rest of the season.\n', '

The next three seasons saw Bennett splitting time between left field and right field, backing up Ken Williams and Harry Rice. During the 1925 St. Louis Browns season, Bennett played in 93 games and had a career high six triples with a batting average of .279. The following season his average dipped to .267, and then to .266. He played in the final of his 312 major league games on October 1, 1927, and finished his career with 13 triples, 13 stolen bases, a .276 batting average, and seven home runs. At one point during the 1927 season, he crashed into a wall while playing against Philadelphia at Shibe Park, which caused him to fall into a 36-hour coma and helped bring about the end of his major league career.\n', '

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