1. The wilds are unforgiving. If I'm starving, I need to feed myself.
2. Everyone and their mother will claim that this purse is 'theirs'. If it has anything clearly recognizable, I would seek out the owner (provided they are a good person I respect). If not, I'd use it to fund my guild members. Seeing as we hunt bandits and other 'bad' folk, it wouldn't' be a waste.
3. Take my two most competent guild members and confront him behind closed doors.
4. Keep an eye on my close friend, and the settlement leader. The request smells fishy.
5. Hold a meeting with my guild members to discuss our options. I don't like keeping an item that can be used to spy on me.
6. Praise Calistria for granting me her divine powers, and heal him/her enough for us to escape. If that isn't possible, well my guild members knew the risks when they signed up to patrol. Attempt to escape with my own life.
7. Confront them to find out their intentions (was this on purpose?). If it can't be resolved this way, come back later with a group to ambush them for their theft.
8. The money should be going into the settlement. Who knows where the guest's money is going? That being said, point out to the settlement member the guest's prices and try to barter.
9. Kill the bandits. I don't tolerate them on a good day. Determine if the enemy settlement member can be of use to my settlement. Consider taking pity on the man/woman depending on their status (why slaughter a simple merchant?).
10. My character trains for her guild. She has her purpose and her responsibilities, and a 'dip' into a skill that is not in her field would not make sense.