He inherited the farm from his grandfather in the early 80's when he was still a teenager, complete with resident shepherd (and cowman as it had a suckler herd then too). My friend, now a teacher, moved to the farm, as it has several cottages, in the early 90's and helped around the farm in his spare time as he and his brothers had done since childhood. The cowman left and the shepherd continued as a general farm manager until he retired in about 2000. Charlie then took over the accounts and admin side of the farm, continued to help with whatever jobs needed doing, and took on another farm worker. The cattle were sold when he also retired and a shepherd/farmhand was taken on part time.
To cut a long story short, the most recent shepherd/farmhand has just got a tenancy on his own place, so is leaving.
Charlie and his brothers have always wanted to continue using the farm as a proper hill farm, so has kept on the sheep despite it being far from profitable. He has plenty of experience with handling sheep and all the usual daily jobs, helping with clipping and dipping (he has the necessary cert) and gathering etc, as he's been doing them since childhood, but has no wish (or time) to involve himself further in the more complex tasks. Hence the need for someone to come in every so often to do these things.