Ehhh, he'll be fine. I think we have their judge in prison anyways.
Far as bugs go, I had one where mine couldn't escape prisons, but it got fixed pretty fast. For whatever reason my advy at the same time could not get massages at any city he visited. I'm fairly sure the two were related since that issue went away once the first was fixed, but I can't for the life of me imagine how.
VVV Well you do get a nice shiny Fame point the first time one of your dudes gets executed.