revanbh: I'm thinking we may need to build the barracks and hire some soldiers to prevent them from escaping. It makes sense. No matter how sturdy a dungeon, if there are no minders to watch over the prisoners, they will run away. Maybe they offer rare items after some time spent in the prison.
SeduceMePlz: I doubt it. With all upgrades completed and a full eight hirelings, over 30 prestige and over 40 security, I still lose most of my taxes to bandits.
Stronghold = broken.
I'm still not sure how work the tax event, the amount to generate is in one part random, that I know but the amount lost to bandits I'm not sure. Only one time I had lost more to the thefts and was when the number of hireling was very low.
However, I had never a prison break in my case. Still not sure what to do with the prisoners, many are dangerous and still selling them as slaves is.... not for my PC.