Wyndham was at the school for barely two years, joining Ashburnham House in April 1902 and leaving in July 1904 at the age of 17.
He represented Ashburnham in the Senior House Match against Grant’s in 1904. The match was not going well for Ashburnham, when: ‘About this time Aglionby unfortunately put his finger out and was compelled to leave the field. Coventry took his place behind the wickets, and the change was not forhe better.’ But he had more success when the game resumed on Friday: ‘Coventry, the only batsman to offer any resistance, was last out for a plucky 23, after batting nearly an hour and a half.’ Wyndham was rewarded with House Colours at the end of the Season.
He came from a military family. His maternal grandfather, John Joseph Grinlinton had served in the Crimean campaign and was knighted in 1894. Therefore it is not surprising that Wyndham joined the army after leaving school. After passing out from Sandhurst in 1907 he joined the Indian Army. Here he excelled in horse riding and held the unique distinction of having won both Indian Cavalry Steeplechases (for horses and ponies) on the same day in 1914.
On the outbreak of war he left India with drafts for the Western front and worked as an observer in the Royal Flying Corps until June 1915. He was then recalled to his regiment in India and joined the expeditionary force to Mesopotamia (modern Iraq) in July 1915. He took part in the battles of Kut and Ctesiphon and was mentioned in despatches by General Townshend for gallant and distinguished service in the field. He died on 1st January 1916 from wounds received in action at Ali Gharbi the previous day. His colonel wrote: ‘He is indeed a great loss to the regiment, and the Indian officers and men feel it as much as we do; we shall miss him very much’.