Consider the minute possibility, for just a moment - that redemption is possible, for the loathsome sinners and wayward souls all Fallen down here in Hell.
Consider that greater powers than I wish to keep them here. The elite of Heaven, who hold such distain for those who fall short of their impossibly pure standards. The princes, who seek numbers for dispensable armies, to throw against the blades of the Angels when the Holy deign to bring their Judgement down and end all existence as if their whims are the last word...
(And I must give mention to my contemporaries and lessers in the Overlord caste; who by-and-large desire sustained control over the masses each for their own unsavory goal.)
...
As patron of this Hazbin Hotel, and a resident of Hell for 87 years, I have observed the common sinner time and time again. Their vices are simple and material and turned oh-so inward. Rare, amongst sinners, imps, hellhounds and the rabble, is the ambition, the drive, the means, the inherent cruelty that defines the 'successful' demon who rises to prominence.
And, believe it or not, some of our guests here have shown what could be an honest inclination towards self-improvement - in the face of Hell's constant adversity to boot!
…
Is it more entertaining, perhaps, to watch the underdog succeed, not fail?
To see the doubters struck dumb? The old order, the status quo, the establishment who profit from the way things are, tumble and fall and lose that which they built their beliefs and existences around?
Stability is the antithesis of entertainment. Stability stagnates. Entertainment is constantly in renewal...
...
Consider it.
A/N:
Couldn't decide whether this should be a radio broadcast or an internal monologue - so stylistically it might have turned out as a bit of both.)
If Alastor comes around to supporting Charlie's goal of redemption, this is what I see as his most likely motivation. Entertainment.
Alastor strikes me as an anti-establishment character – seemingly largely disinterested in the power & influence that other Overlords crave. And in his prequel comic, he might have some warped sense of justice. Perhaps, at some point, he becomes inclined to see Hell's elite and status quo disrupted as more entertaining than watching the average sinner struggle with their individual vices (which must in many cases be exacerbated by the Way Hell Is).