 Woodruff maintained other commercial interests as well, serving as president and principal proprietor of the Maltine Manufacturing Company, as president of the Smith Premier Typewriter Company, and as a director of the Merchants' Exchange National Bank.As a prosperous businessman and avid fisherman Woodruff found himself with the means to purchase land and a summer cabin on Sumner Lake in the Adirondacks near the Hamilton County town of Long Lake.Woodruff later would purchase additional land in the Adirondacks, where he would develop a popular commercial camp called Kamp Kill Kare.