The Billy and Mandy Theory

This might not be a very popular theory here because it concerns the show being about a dead cast of characters, and it probably seems incredibly similar to the Ed, Edd, & Eddy theory, but since the personification of death is a main character, and they frequent the 'underworld', I think it could work.

Everyone is dead. The whole town, dead.

Billy's family is a new addition to Endsville so they are the most disturbed by everything going on.

Grim is there more as a reminder of their sins and that they are awaiting their ultimate judgement than that he simply lost a bet with a 10 year old girl.

When he does need to collect a soul, its not to escort them to the afterlife, it's to escort them to Satan or God.

Life continues as 'usual' (for this show) in Endsville because it's the only way they know how to adapt to their situation (being in purgatory)

In the episode 'Keeper of the Reaper' Billy's family was about to move out of Endsville. The argument over custody of Grim could be taken as an argument of which side the Reaper really serves, Heaven (represented here by Billy because of his innocence, naivety) or Hell (Represented by Mandy for her cruelty, harshness). The end judgement of Billy being forced to stay in Endsville/purgatory so neither side is without the Reaper would then mean that the Reaper has no one master, he serves both Heaven and Hell, but is seen as a feared spirit because of Hell's dominance over controlling him (Mandy is always the one to order Grim to do anything, Billy is usually just along for the ride.)

That's all I've got for now, if I think of anything else I'll add it in.

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Credited to Pat_Murphy 

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