I've come across this jail idea before but I don't really get it. Last game S-U-P-E-R had a jail-breaker but I never understood what that was about and it was never used. So, I didn't bother putting that role in my game.
Now that the moles are dead, I'll tell you an interesting loop-hole. On day 2, I got a few pms from MaxVelocity members asking if they would have a mole in their midst that night. Decoyman, in particular, wanted to make sure he that MaxVelocity got one evening mole free because he wanted to talk to his gang without worry. I assured him the mole roles wouldn't go out until after the story. It got me wondering the what he needed to discuss. Did he want whoever was the mole to tell the mafia or something? Anyways, I sent the roles out that evening after the story was posted and told them to wait tomorrow for more information. So, the next day I sent out the instructions of what they were to do exactly. I was worried about Pale because the only MaxVelocity member he knew was Deg and Deg turned out to be the mole, which Pale knew also by being the librarian.
Anyways, as I waiting for the packages, it suddenly hit me. What if Decoyman wanted the mole to reveal himself and just have the mole send his package to mafia members. I checked back through my rules to see if I had posted anything on who the package could or could not be given to but I hadn't. And when sending out my instructions, I realized that I had never specified that either. So, then I started sweating. If that happened would I deny it or not? Technically, it was a fair move. It negated the reason for the mole but if a mafia picked up on it and I hadn't said anything yet, should I deny them their brilliant gameplay? And the truth is, after thinking about, I would have allowed it. Yes, the mole was supposed to give away the mafia and this would have been contrary to the role but at the same time, the person could be playing to get back in the mafia and therefore keeping them strong to allow that. Because of the ambiguity on the mole's true alliegience, (remember, he's being blackmailed against his will) it could still be argued that he is playing within his parameters. However, that never came to pass and I didn't have to worry about that thorny issue. Plus, Pale pretty much forced Deg to send him the packages. Still, that would have been brilliant strategy.