Hey, long time lurker and first time post.
My players ran into Sabo a little too early and now she knows what they look like and their alignments. They were able to make a forged document but can't hand it to her themselves. They're thinking in bribing a dottari guard to hand the documents. I'm trying to figure out what the actual chances of this working were and what the rolls needed be?
Diplomacy to make the guard helpful.
Diplomacy again to make the guard risk his job on this request.
His bluff against Sabo's Sense Motive.
I imagine if Sabo starts grilling him on questions like "Sho is your officer? Who has requested this?" the guard would start breaking down and he would be immediately caught.