This is totally crazy and way out there, but I got this idea that Serpindal's mayor was a retired Boba Fett. He had already made his peace with Han, and he was a lawman anyway. So what if, he decides to leave retirement and don the armor once again, but this time to battle the new menace to the galaxy. And what if he saved Chewbacca, therefore gaining his life debt? Crazy... but impossible? I don't know.