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Originally Posted by Legbreaker
Persuasion skill is the one to use here, modified by any Disguise/Acting ability the character may possess. Might be an opposed test against the listeners Intelligence?
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One of the PCs has an Interrogation skill, I think I'll oppose that with her Persuasion.
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I'd say draw motivation cards for her. She could have a totally different outlook on how things should proceed. No matter what, I'd think saving her own skin would be high on the list of priorities.
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8 Diamonds, 6 Hearts. Wealth over Social, so it kinda fits.
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Nothing wrong with having them as prisoners - ups the stakes quite a bit and makes them think up imaginative plans to escape. 
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Nope. I just really, really don't get the feeling that these guys will "come along quietly." Plan: Custer is more like their style.
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Hmm, could work, but how likely are the PCs to trust her that much? It'd come down to her having a HIGH Charisma and Persuasion skill and you as GM convincingly RPing it.
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That last bit is always the tricky part.
Upon further reflection, I think I will sit back and just let them figure it out, it's not my job to make their Golden Bridge. I'll just work out some encounters to drop into place.
It has been useful to work through this NPC who is among them, thanks for the feedback.