As a 20-year-old, he became a
lieutenant in the
Tasmanian Imperial Bushmen, raised to fight in the Second Boer War. On 1 September 1900 near
Warm Bad, Transvaal, South Africa, Lieutenant Wylly was part of a force under
Herbert Plumer which engaged a small group of Boers at
Rooikop. The Imperial forces captured 100 rifles, 40,000 rounds of ammunition, 7 Boers, 350 cattle, and 2 supply wagons. After the engagement, Wylly was reported to have been severely wounded, along with another Tasmanian officer, and 3 men from the Bushmen. On 18 September 1900,
The London Gazette carried an announcement that Wylly had been granted a commission as a
second lieutenant in the
Royal Berkshire Regiment, on the nomination of the
Governor of Tasmania, backdated to 19 May 1900. On 16 November, this appointment was cancelled for some reason. On 23 November his VC was gazetted, with the following citation: ; Captain W. F. Basset; Lord Kitchener. On 5 December, came a new commission as a second lieutenant, now in the
South Lancashire Regiment. Confusingly,
The Times of 14 January 1901 listed in a report of killed and wounded "2nd Berkshire Regiment.—Lieut. G. Wylly, dangerously wounded, doing well, Nooitgedacht, date not stated." Whether this was a new wound, or he had not yet recovered from the wound he received in September, his condition was such that he was invalided to England, leaving
Cape Town on 5 March 1901, on the hospital ship
Avoca, which arrived at Southampton on 26 March. The report of this also indicates that he was serving with 2nd Battalion, South Lancs. By the following Sunday, 31 March, when the
United Kingdom Census 1901 was taken, he was staying with his uncle, Robert M Clark, a retired colonel, at Charlton House in
Shepton Mallet. He was presented with his VC at
Buckingham Palace by
King Edward VII on 25 July 1901. On 5 March 1902 he was promoted to lieutenant in the South Lancashire Regiment. He transferred to the Indian Army on 1 October 1902. On 7 January 1906 Wylly was appointed the
aide-de-camp to the commander in chief,
India, who was then
Herbert Kitchener, 1st Earl Kitchener. Wylly had been serving with the
Corps of Guides. He was promoted
captain on 26 April 1909. In 1913 he passed the examination for entry to the
Staff College, Quetta, but not high enough up the list to be admitted immediately. ==First World War and after==