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The event cannot be done with bottom Logan.  Bottom Logan doesn't become a werewolf at all, and the new event involves him as a werewolf.

You can start Troubles in the Den event in Bottom Logan route when you talk to Bernard. You need to unlock Misty Abyss at the swamp and also finished snowdrop quest from Ruben (who sell potions ans stuff in Northcrest). After you finished all those requirements, there should be some new dialogues appear and you can start Troubles in the Den event.

If you are referring to the event introduced in v0.40, after ending hunting contest, try speaking to Roushk about the contest and then go to Bernard's shop.