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thanks, I started with houses and defense, even doing some things like beer and howling, it didn't increase anymore

you prolly reached the max amount for those interactions then, there might be a new option at Bernard's house at night to hang out with him, that might be a little later though, but you should check to make sure. also, by started with do you completed those 2 only or started with those 2 and finished the fair? because the fair is a good place for like with everyone in Bareshade.

I'm finishing the defense and I don't have any kind of interaction with Caleb anymore, just with Bernard to finish the defense, so the next one must be the fair

yeah finish the defenses and then finish the fair and you should unlock more interactions with Caleb and others!