This is a dumb question, I know, but incase you haven't seen the newest animaton, it ends with a shadow watcher petting Woby before disappearing, which kinda makes me feel like Woby could be Charlie's Dog
Incase you don't know, Woby isn't actually Walter's dog. His Curio Cabinet description says that Walter is looking for the owner of Woby, so he can give it back. What if the owner is Charlie?