Loona
In a case that is either very good or very bad (depending on how much sympathy the hellhound has for someone who went through almost as shitty of a childhood as her), the Grimoire was in the hands of a certain teenaged hellhound when Job summoned its user. Loona was fairly quick to kill the stepfather and be done with it, and now has ahold of Job's miniscule form and Soul!
Blitzo (Version 1)
Blitzo is the one who was accidentally summoned, and he was more than happy to perform an impromptu hit in exchange for Job's soul. In this version he has little sympathy for the smallfry and treats him like a toy or slave.
Blitzo (Version 2)
Alternatively, While Blitz was more than happy to perform the hit, something has him develop a slightly different opinion of Job, maybe due to him being younger when summoning him than in Version 1. Now, when Job winds up dead (at around 17 in this version) Blitzo treats him a lot like he treats Loona, seemingly thinking that owning his soul is more or less an adoption
Stella
One of the worst possible options. Stella has 0 Sympathy or interest in Job as anything more than a bullyable, weak slave who can never leave her now that she owns his soul
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