Infiltrate the jailers
Spying: 40
To infiltrate a small group is always a difficult task. Fortunately, the captors are not known for that chattiness. So you put together a fake uniform, avoid the guards at the courthouse entrance, and show up at your job hoping that nobody will ask you personal questions. You are lucky, because you are not the only rookie of the day. After a few hours, you find the keys to a cell for petty criminals. Motioning them to wait before escaping, you throw the bunch of keys at their feet, then leave the jail.
Lower Depths reputation