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I mainly focus on the new event for Barrel

Oh right you said that, I had a brainfart sorry.. I kept thinking about Logan's visit lol

Then it's exactly as what Nonsense says.. Just go to sleep during the evening (8hrs) and he'll randomly show up.

But I still need the Argument event to happen, is there like, another way to trigger it?

(-1)

hmm 25 morale w/ bandit camp, bareshade expansion complete, just in case the werewolf attack complete, help out logan (talk) which will make him offer you beer sometime, visit tavern during evening.. guess that's all it.