Bruce still has Alfred that Negan has to contend with, which is a complication. Cassie is already more his than not since she's been with him for a few years already, and from such a young age. Ha, the King is holding on to his crown for as long as possible. I actually see him grooming Bruce more into Harley's position, hopefully for when Cass takes over...if they all live that long!!
And now I got this hilarious image of Negan trying to set up an arrange marriage between Cas and Bruce. I tell ya I've been watching waaaay too much Game of Thrones lately.