Born in Zion, Maryland, Oldham was drafted by the Detroit Tigers on July 31, 1914. Boston Red Sox owner Joseph Lannin bought the Providence Grays and Melrose Park from the Tigers for $75‚000. Detroit got to pick one player from the Providence roster and they selected Oldham‚ overlooking Carl Mays.\n', '

Oldham made his debut for the Tigers at age 21 in August 1914 and pitched in nine games for the 1914 team—seven as a starter. He had a record of 2–4 with a 3.38 ERA (Adjusted ERA+ of 83) in 45.3 innings pitched.\n', '

In 1915, Oldham played in 17 games for Detroit, only two as a starter. He had a 3–0 record with a 2.81 ERA (Adjusted ERA+ of 107) in 57.7 innings pitched.\n', '

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