On 169 about pastures it says "This takes a Quarter Day and gives one unit of FOOD per cow". Does that mean if you had 6 cows you could milk them all in 1 quarter day and get 6 food? Also since its "food" does it spoil? Or could it be processed at an inn?
The penalty for not upkeeping a stronghold can be steep (loosing expensive structures). And failing a roll is not that hard, it happens all the time even if you push. So hiring a handyman is a great idea. But since you would only have to work 1/4 day each week, what does he do the rest of the time. Do you pay for the whole week (21 copper) or could you have him do other jobs and pay him at that rate for those days?
I do understand the stronghold is not a profit thing but it seems to be a massive money pit to run. The safety is nice but you must get a lot of money to build it and run it. Staying in an inn would be cheaper. I do get the idea they players should do the work but it feels like a poor investment. Expecially since there is no selling mechanic in the game to gain coin to pay the guards and other hirelings.