Eric Andre is a failed talk show host who commits suicide via an overdose of pills (why he is constantly puking). His punishment is that he has to host the absolute worst talk show for eternity. Hannibal is the demon that oversees the show and makes show that he's always running (why he's so pushy about the monologues).
Eric is allowed to walk the earth on the condition that he can only interact with other humans to cause torment via his "on the street" segments.
Because hell to a celebrity is being recognized despite becoming a completely different person in looks and personality.
Its worse than not being recognized...its worse than being mistaken for someone else.
I saw this theory in the comments of a youtube clip, and since then it is forever the way I view the show. Eric is in purgatory and he's doomed to have a bad night every night.