Harward Chaffey, was born in Winnipeg in 1899, and came to Appleby in September 1913 and stayed until June 1914. After leaving Appleby, he worked for the Dominion Bank in Winnipeg before receiving a commission in the RAF in the spring of 1918. His Commanding Officer, Maj. H. J. Hunter, reported the details of Chaffey’s death in a letter: “He was up with Turnbull, as observer, and they were observing for the artillery. Everything was going well when they were attacked by eight German scouts. In spite of being eight to one, they put up a wonderfully gallant fight and I believe could have got away, but they kept turning around on the Huns and attacking them.” Chaffey was killed barely two weeks before the Armistice was signed. His remains are buried in the Ascq Communal Cemetery near Lille, France.
42 Sqdn., Royal Air Force Killed in action 27 October 1918, at 20 years of age.
Hilda Chattaway served as Appleby's head chef from 1929 to 1985. She was born in 1902 and died on June 12, 1985 of cancer.
Colonel William Chisholm founded the Town of Oakville.
Thomas B. Colley began teaching at Appleby School in 1914. He earlier studied classics in Britain and at the University of Toronto, and his career in teaching at Upper Canada College from 1903 meant he was an experienced Master. During World War 1, he served overseas. He was also known as a strict disciplinarian. At Appleby he taught Classics and Ancient History and was the housemaster of School House, which later became known as Colley House. During the 1920s and 1930s, he was involved with the Appleby College Cadet Corps. Thomas Colley died on Sept. 2, 1949.