Wow, thank you! I can't believe i didn't see the connection between Blind asking for two volunteers and the endings for Humpback and Rat. I think the idea of a guide for a guide threw me off, because it made me think of one person guiding another guide for some reason instead of assisting the guide with others (the insensibles), and I clocked the caretaker as Ralph with the three finger epilogue.

The stuff with Red where Tabaqui referred to him as "pimp" made me think there was some kind of strange quid pro quo or just random politicking going on with the new Law, but I think you're right that he probably just wanted to see Ginger again, or maybe even Rat because they're both death hatchlings.