McCulloch moved to Winnipeg with his family when he was four. A multi-talented athlete, McCulloch excelled in many sports, among which were roller skating, track and field, rowing, canoeing, figure skating, and gymnastics. As a cyclist, McCulloch was dominant in the early 1890’s and held the fastest Canadian times at two distances in 1895. McCulloch was also an original member of the Winnipeg Victorias, founded in 1890 as the first hockey club in Manitoba. He took part in the first scheduled game of organized hockey in Manitoba on December 20, 1890, and traveled east with the Victorias in 1893 as they toured Ontario and Quebec. McCulloch was one of the stars as the team won nine of eleven games, outscoring their opponents 76-36. McCulloch was most famous for his speed skating ability. His