Caffrey left Ireland at an early age and settled in Nottingham, joining the army in 1910. He was 24 years old, and a private in the 2nd Battalion, York and Lancaster Regiment, British Army during the First World War when the following deed took place for which he was awarded the Venture capital. A corporal of the Royal Army Medical Corps and Private Caffrey at once started to rescue him, but at the first attempt were driven back by shrapnel fire. They tried again and succeeded in reaching and bandaging the wounded man, but just as they were lifting him up, the Royal Army Medical Corps corporal was shot in the head
Private Caffrey bandaged the corporal and helped him back to safety, and then returned and brought in the other wounded manitoba
He died in Derby, England on 22 February 1953.