Background
De Wind was born in Comber, County Down, Ireland on 11 December 1883 to Arthur Hughes De Wind, C.E., and Margaret Jane De Wind. He was educated at Campbell College and then went to work for the Bank of Ireland, Clones branch.
De Wind was living in Canada in 1914 and working for the CIBC when World War I broke out. He served with The Queen's Own Rifles of Canada for a period of six months prior to his enlistment as a private on 16 November 1914 in the Canadian Overseas Expeditionary Force. He arrived in France with 2nd Division of C.E.F. in September 1915. He saw action in the Battle of the Somme (1916) and at Vimy Ridge (1917). He earned a commission in September 1917 in the British Army.
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