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Talk to Krisandra in the Silversmith's shop and she'll tell you about Lakene wanting her to make a locket he lost belonging to his wife (you might need to chat with Lakene first). Talk to Lakene in the east of the City, if you haven't already done so, to learn about his missing locket. Rollo doesn't appear to be around anywhere so you're going to have to find him somehow. She won't have the "Smuggler's Den" topic which leads into talking about Lakene until it is triggered by Gerrick. And Gerrick won't trigger it until you're talking to him and his parrot says, "Knows More", which triggers a topic of that name with Gerrick. When you follow the conversation that then opens up, Krisandra's topic will be triggered.