Actually, ive been meaning to ask for a long time. Why does a reputation disappear when "working" in a glory hole? Thats the point of it - that its anonimous and no face is visible.
Lore-wise, hobos are the eyes and ears of The City, and some parts of the game’s lore come from talking to random NPCs hanging around their usual spots. In other words - people do know. In UiTC2:R, I’ll be making some changes to this.