My idea for my character was serving time for multiple robberies et cetera, and as result of good behavior was allowed to go on this deathwish mission, and if it yielded results, would be granted freedom. Personally, I think it could make for a good relationship with other characters, presenting him with the fact that if he wanted to make of with caravan supplies, there's no way he would be able to make it and he has to come to terms with the fact that he has to buckle up because if we wants to survive he has no other options. Interesting idea, but I wanted to run it by you first, to make sure it doesn't go against predisposed lore you have established.

If not, I've got an Alchemist character in mind I could use as well.