Cooper was the golf professional at Glen Oak Country Club in Glen Ellyn, Illinois from 1930 to 1937 and at Northmoor Country Club in Highland Park, Illinois from 1941 to 1942. He piled up many other titles, including wins in the first three tournaments held on Medinah Country Club's No. 3 Course. He advanced to the semifinals of the PGA Championship in 1925, falling to eventual champion Walter Hagen. Statistically, Cooper's best year was 1937, when he won eight times on Tour, and was both the leading money winner and the first winner of the Vardon Trophy.