Early Life
Whittle was born on 2 August 1882 at Huon Island, Tasmania, to Henry Whittle, a labourer, and his wife Catherine (née Sullivan). He grew up in Hobart, and was living there when he enlisted as a private in the 4th Tasmanian (2nd Imperial Bushman) Contingent during 1899, for service in the Second Boer War. The unit embarked for South Africa on 27 March 1901, and arrived four weeks later. The contingent spent the following twelve months on active duty, which included action in the Cape Colony, before returning to Australia on 25 June 1902.
Soon after his return to Australia, Whittle enlisted in the Royal Navy as a stoker. He spent five years as a sailor, during which time he was attached to various ships on the Australia Station, including HMS Challenger and HMS Pioneer. Discharged from the navy in 1907, Whittle joined the Australian Army and was posted to the Army Service Corps; he was to serve in this position for three and a half years. During this time, Whittle married Emily Margaret Roland in a Catholic ceremony at the archbishop's house, Hobart, on 23 July 1909.
Following his marriage, Whittle transferred briefly to the artillery, serving with the 31st Battery, Australian Field Artillery. He was then posted to the Tasmanian Rifle Regiment, and remained with this unit until the outbreak of the First World War.
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