Had a bit of a tricky time with a forge ledger quest: got assigned the ledger for the Bee&Barb and had Talen-Jei following me all over the inn because I'd shaken down Keerava earlier, and it took a while to maneuver so that he was not on the staircase with me and I could break LOS long enough to scoot upstairs and get to work.
Most of them are pretty simple though, especially if you're on good terms with the proprietor, as they'll ignore you poking around in such cases.
Thats not due to the thieves quest with Keerava, thats just innkeepers having no trust for your character until you do something nice for them, rightly so as I've stolen quite a lot from them ha.
If you do the quest, giving him some gems, he won't follow you.