Jesse enlisted into the 1st Home Counties Divisional Field Ambulance, R.A.M.C., T.F. on 22nd July 1909. He was 33 years old, and was a general labourer at the time. He became one of a quota of N.C.O.ís and men, known as 'Special Reserve', who previously agreed to serve overseas in the event of a war. On 6th August 1914, he transferred from the 1st Home Counties Field Ambulance to serve with the Expeditionary Force, and marched alongside Captain Greene, and the detachment, to a field adjoining Monocktonís Mill, Sandling Road, Maidstone, which had become the mobilization headquarters of No 10 Field Ambulance. He entered the war with the 10th Field Ambulance on 23rd August 1914. Having completed the period of engagement with the British Expeditionary Force on 25th September 1915, he reverted back to serving with the 1st Home Counties Divisional Field Ambulance, and was posted to serve with the 3/1st Home Counties Field Ambulance in the UK on 11th December 1915. He was transferred to Army Reserve on 1st June 1918.