Comment by barrysaunders

Any truly popular art relies on finding an emotional hook that’s specific enough to identify with strongly but broad enough that most people can see themselves in it. Everyone’s felt their boss is an asshole and their underlings are idiots, so they identify with that emotion rather than the specifics of Dilbert being an engineer. Most of Dilbert’s complaints map pretty well to the conflict between any other kind of individual contributor role dealing with management.