Cunningham was born in
Stewarton, Scotland. He studied at
Glasgow College and the
University of London. Cunningham moved to
Toronto,
Canada in 1868 where he began work as a journalist. Cunningham served as a correspondent, covering the
Red River Rebellion for the
Toronto Globe and Toronto
Telegraph. Cunningham chose to stay in the
Manitoba, then a new province, and co-founded his own newspaper,
The Manitoban. Cunningham and the newspaper were strong supporters of
Liberal causes. He formed close relationships with
Métis and francophone community leaders notably Joseph Dubuc and
Louis Riel. == Political career ==