I feel you, Buck. We had to have the "better two years too soon, rather than two seconds too late" conversation with Dad a couple years ago. Alzheimer's. He didn't work on cars, but did everything else, from stained glass to gunsmithing. My stepmother, although she takes really good care of him, would have donated his whole shop to her church, and while they generally do good stuff, would have swept most of the really interesting bits off to the dump. There were probably 20-30 firearms disassembled in his shop when we did this. My brother, who lived in the same town, called one of his gunsmithing buddies to help deal with it. Don did us a solid. I tried to help as much as possible, but I was a fair distance away. He offered me the pick of his tools, but I didn't take much. Felt wrong. We did sell his lathe to a friend of my brothers.
They moved away to another town after that, give my dad a clean break. It seems to help.