Dr. John Henry Charles Willoughby was one of Regina's pioneer doctors, arriving shortly after the railway had reached here. When the town faced a typhoid epidemic in 1892, he was one of the few doctors available to tend the sick. Aside from a tiny private hospital operated by Mrs. Truesdell, the nearest hospital was in Medicine Hat.
During the Riel Uprising, Dr. Willoughby served as a Purveyor General in the Field Hospital Corps. After the battle at Batoche, General Middleton directed him to open a base hospital in Saskatoon. He was a member of the Regina Town Council for four years in the 1890s and Mayor in 1892. In 1897 he moved to Saskatoon and started a brokerage business.