Jimmy Taylor joined the RAF at 19 to avoid being drafted into the army or working in a coal mine. Motivated by his passion for aviation, he secretly enlisted at a recruiting centre in Reading. His training took him across the UK and eventually to Canada and the United States.

Jimmy experienced the harsh discipline of American military training, but despite these challenges, he excelled and became an instructor. He volunteered to instruct American cadets, as the RAF needed to supply 10% of its graduates to train new students. Jimmy trained 20 cadets, enjoying every moment, especially teaching formation flying and buzzing the airfield with his students beside him.

In October 1943, he returned to England. His role in the Second Tactical Air Force involved long-distance reconnaissance, mapping future battle areas and updating outdated maps with accurate photographs. While weather often hindered flights, he maintained a vigilant watch over German jet airfields, which included managing risks from German radar detection. On one occasion, while photographing airfields near Rhina, he experienced engine failure and opted to bail out, eventually landing in a field in occupied Holland. After avoiding capture, he planned his escape westward toward Utrecht, aware of the dangers posed by locals and the ongoing German occupation.