Captain Oblivious: Ichabod tends to be unaware at how disagreeable others are being around him.
Fourth-Wall Observer: According to "All Ears", Ichabod's ears are able to not only be able to see the comic's speech bubbles, but also hear what the comments section is saying.
Homeless Hero: implied in the comic; outright said by the author
Meaningful Appearance: The right side is mostly white, while the other side has patches of grey, mostly a large patch over his eye and head. According to Word Of God; The Grey side is supposed to represent "storm clouds" from depression. The right, an elevated, optimistic mood. Not all of this side is white, however, his tail, always behind him, the grey storm clouds waiting to come back again. One early idea for him would be that the direction he was facing depended on his mood.