In January 1941 Isherwood was posted to Fighter Command and was given command of a sector in No. 9 Group and later served as a controller at the group headquarters. In August 1941 Isherwood was selected to command No. 151 Wing, which was being formed for a mission codenamed Operation Benedict, which was planned in the aftermath of Operation Barbarossa, the German invasion of the Soviet Union. The aim of Operation Benedict was to take two squadrons of Hawker Hurricane Mk IID fighters to defend the naval port of Murmansk in northern Russia and to train the Soviet Air Force to operate the aircraft, which would be the first of more than two thousand to be supplied. Arriving on the first Arctic convoyat the beginning of September 1941, the wing established itself at an airfield at Vaenga. Besides training the Soviet pilots and ground crews, the wing claimed 15 enemy aircraft destroyed plus four "probables" and seven damaged, for the loss of one Hurricane in combat. None of the Soviet bombers that they escorted were lost. At the end of October, when the wing had handed their last aircraft to the Soviets, they were ordered by the Air Ministry in London to travel south by rail through the Soviet Union for further service in the Middle East theatre. Isherwood compiled a lengthy signal stating that the journey was likely to take three months, that no rations or winter clothing were available and that there was a considerable danger of being overrun by the advancing Germans. The order was rescinded and the wing was evacuated by sea. He was awarded the Distinguished Flying Cross for his service during the operation as well as the Order of Lenin. Returning to Britain, Isherwood took command of a series of air bases. He was intended to command No. 153 Wing, a much larger fighter force which was due to be sent to Russia in late 1942 but the plan, Operation Jupiter, was abandoned, perhaps because of the heavy losses to the Arctic convoys. In 1944, he took command of No. 342 Wing in Burma.
Post war
Returning from southeast Asia in 1947, Isherwood became Commanding Officer of RAF West Malling. On 24 April 1950, he took a Gloster Meteor IV jet fighter for a test flight but ran into a severe snow storm and crashed near Tonbridge and was killed. A military funeral was held on 29 April 1950 at St Felix church in Felixstowe. In 2009, Isherwood's medals were put up for auction at Sotheby's by his only daughter. They were bought by an anonymous Russian bidder for £46,000. The sale aroused considerable interest in New Zealand where his nephew conducted an unsuccessful campaign to acquire the medals. A television documentary about Isherwood called Operation Hurricane was made by Prime TV in New Zealand in 2012.
Family life
Isherwood married Betty Ailsa Taylor in 1938 at Deben in Suffolk.