selling loot to outlaws

scar1981

Squire
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As commonly known, selling loot to bandit parties is a very good way of making big money quickly.
What is the trigger for starting the trade? I suppose, reputation must be at considerable "minus"or high level of trade skill or persuasion or renown?
Or maybe combination of them...
Currently trying to play as noble character :facepalm: but being a poor noble character is not in my plans.