When the
Second World War broke out, Digby was not initially sent to fight in Europe. His sister Kit served in the
Western Desert Campaign and was awarded the French
Croix de guerre while serving with the
Hadfield-Spears Unit. Upon hearing of his brother John's death at the
Second Battle of El Alamein in late 1942 with the
2nd Dragoon Guards, The Queen's Bays, Digby volunteered for the
airborne forces and transferred to the
Parachute Regiment. He was appointed as the
company commander of A Company of the
2nd Parachute Battalion, part of the
1st Parachute Brigade of the
1st Airborne Division. He was stationed in
Grantham, Lincolnshire, during training. His tiger hunting exploits were well known, and his reputation was enhanced as he was able to obtain the use of an American
Dakota aeroplane in which he flew all the company officers in the camp to London for a party at
the Ritz. A Company was dropped away from the target of
Arnhem Bridge and had to go through
Arnhem, where the streets were blocked by German forces. Digby led his men through the back gardens of nearby houses instead of attempting to advance through the streets and thus avoided the Germans. Digby was later injured by shrapnel, which also cut open the rear of his trousers, but continued to fight until A Company had run out of ammunition. Despite the radios being unreliable as Digby had predicted and the bugle calls being used most in the battle, the message "out of ammo, God save The King" was radioed out before Digby was captured. Because of his injury, Digby was sent to St Elizabeth's Hospital but escaped out of a window with his second-in-command, Captain Tony Frank, when the German nurses left them alone. After creating an escape compass from buttons on his uniform, Digby and Frank headed towards Mariendaal. Upon arriving, they were hidden by a Dutch woman who spoke no English, before being put in contact with her neighbour. He disguised them as painters and moved them to Derk Wildeboer's house. Wildeboer was a local leader of the
Dutch Resistance in
Ede. They then met Menno de Nooy of the Dutch Resistance, who gave them a bicycle. Wildeboer had a fake
Dutch identity card made for Digby to allow him to pose as Peter Jansen, the
deaf-mute son of a lawyer. ==Later life==