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I’ve been doing it at the house. I keep asking her to take over, and the first couple times it triggered the event, but now, and I’ve done it at least 20 times, it just does the auto grinding as usual. And I ask her in the house every time 

To trigger some events, you must first complete additional tasks. I usually ask the bartender, the fortune teller, or try to act logically. And it works :-) (100% passed)