I can't seem to trigger Logan's "I owe you a beer" event despite having seemingly completed all of the prerequisites and sleeping/relaxing at the protagonist's house in Bareshade like a hundred times. Is it just outright glitched or something?
Edit: I figured it out. It isn't mentioned in the prerequisites but everything needs to be completed in the Bareshade Expansion quest in order to trigger Logan coming over. So for me I had the fair and houses built, but not the watchtower.