Harry L. Dipple was the founder of what is today known as Southside Harley-Davidson. Originally a bicycle dealer and manufacturer since 1895, it wasn’t until 1908 that Harry Dipple decided to expand into motorcycles by becoming a Harley-Davidson dealer. He moved from his original location on 338 Massachusetts Ave. to 528 since more space was needed to accommodate for the addition of motorcycles and eased out of bicycle manufacturing to focus on his new acquisition.
Though he was no racer with fame to pull in customers like some dealerships of the day, Dipple was skilled in customer service. His personal understanding of bicycles and intense study of motorcycles helped him in being attentive to his customers needs. He did it so well that several periodicals of the day picked up on it and wrote about his sales capabilities and promotion of Harley-Davidson motorcycles.
Dipple not only sold motorcycles to the general public but he also brokered sales to commercial businesses and even he