I had to go back and replay the guest scene to catch it, but I do agree that Jean comes across as... off. I dunno if its guilt, but its clear that SOMETHING is weighing on him, and it would explain why he's sending people to the hotel, but not directly interfering. Its also possible that he was behind the MC and Clement meeting, due to how trippy and off kilter the scene of their meeting was.
I think that Jean is just the Hotel WILL and/or MC WILL to meet a X or Y, Anon said that in the Hotel objects has some kind of life in them, so I don't doubt that persons could be created to make them go there, sometimes when you wish something it wont be fate that will lead to the hotel but something that guide them to it.