I think it would be a huge dilemma for him: does he protect Negi in order to more thoroughly troll Evangeline, or act in such a way that he can't troll her as thoroughly, but he gets to troll EVERYONE?
We know where he lives. We also know how long he's been there. We also know he doesn't usually leave. He might have said he's trapped. If so the confirmation would be right after Takamichi rejected Asuna.