Under the control of Chamberlin, the Harley-Davidson dealership thrived. As the owner of the dealership, Chamberlin had the opportunity to utilize his mechanical knowledge to both repair and sell the motorcycles. In 1915, Chamberlin was offered a job by Charles W. Tabor, one of Denison's more prominent citizens, to serve as a chauffeur on a six-month trip through the southwest and to San Francisco for the World's Fair.