Give money to bandits by talking to jester.
If you're frugal with your money, you can always take the task being a bitch for the bandits.
if you fail - you cannot revert the savefile - so you cannot return - and i think it will corrupt all your alternative savefiles too - so you cannot enjoy some cthulhu fun and the go good route - but there is alternative - someone wrote about it here - something about making copy of your save or something