During his time as the commanding officer of 76 Squadron Cheshire took the trouble to recognise and learn the names of every single man on the base. This was a reflection on Long, the pilot whom he had first trained under at 102 Squadron. Cheshire was determined to increase the efficiency of his squadron and improve the chances of survival of its crews. To this end, he frequently lectured the crews during preflight briefings on the skills needed to stay alive. With a new crew he would fly with them and demonstrate how it was done himself. Speaking of those days, Flight Sergeant Tom Gallantry, DFC, offered the following: "He could do anything, and did. We all knew he wasn't supposed to go on so many operational trips, but he did. He took new crews and gave them the benefit of his experience. He taught them what predicted flak was, he taught them what a box barrage was, by flying through it. That's certainly more than I would have done." With the ground crews he formed "The Plumbers Club" where they could come together and work out problems they were facing. Their motto was "You bend 'em, we mend 'em."