May joined Homeboarders’ in May 1906 but migrated up Rigaud’s during his time at the school. He was athletic and was awarded pinks in his final year at the school, following a football match against Winchester. We know he weighted 11st 3lb at that time was he also took part in the final of the Inter-House Tug of War, losing to his former house. He left school in July 1909.
He started his career as a tea and rubber planter in Ceylon (now Sri Lanka) and on the outbreak of war enlisted with the Ceylon contingent. He served in Egypt and Gallipoli and went to France in 1916. He returned to England that year and was appointed a temporary 2nd Lieutenant in the newly created Machine Gun Corps.
The experience of fighting in the early clashes and in the First Battle of Ypres had proved that the machine guns required special tactics and organisation. The Machine Gun Corps was formally established in October 1915.
In February 1917 May went out again to France. He was killed in action near Ypres, Flanders during the Battle of Passchendaele.