Career
Primarily a sprint car driver, Winn competed in four Indianapolis 500 races (1931, 1932, 1936, and 1937) and drove as a relief driver in 1933, 1934, 1935, and 1938. He also drove his single-gear sprint car in the 1936 and 1937 races, running near the front of both races but being sidelined by mechanical failure both years. Winn was killed in a non-points paying American Automobile Association Champ Carolina event held at the Illinois State Fairgrounds on August 20, 1938 when tire failure caused Winn"s Miller to overturn on the fourth lap of the 100-mile race.