Once he got guns, it became much easier. Kept him well fed from day 26 on. Got good at bringing everything along at night so nothing stolen, but raids, and v1.3 bug about bandits private property, continued to sadden him. One moonshine day / bed night cheered him up. Last night before ceasefire, killed kidnappers and freed hostage at the Hotel. Ended the war Well Fed, Normal Mood, with a good supply of weapons and 2 bandages left. But got the Karma ending, probably due mostly to the 1.3 bug, after at least 3 separate nights saddened by taking from the church bandits.
I think I'm ready for the Grumpy Old Hermit.