Some Hazbin Hotel Head Canons I have:
Alastor was both a moonshiner and bootlegger when he was alive. He would have been in his prime during Prohibition, and the hoof prints on his shoes were actually common among bootleggers. They were used to trick police that might try to track them by their footprints.
Those shoes are why he was mistaken by a hunter for a deer. The hunter was tracking the hoof prints.
Mimzys club was a speakeasy, and she was fully aware of Alastor being a serial killer. She used to provide alibis for him when he was alive, which is a reason he covers for and protects her now in their afterlife.
Angel and Husk probably crossed paths in life, but are completely unaware of it. Husk was born and raised in Las Vegas, and the mob was very heavily involved with running most of the casinos. Angel being a mafia son, would have definitely been in Vegas a fair amount before his death.
Sir Pentious used to be seen as a very powerful and dangerous Overlord. Then technology and electronics were introduced, making his steampunk innovation style outdated and people started to see him as a joke. He tried to keep up with the times, but it very bad at it and doesn't understand modern things.
The reason Vox has so many aquatic things and likes sharks, is thematic. The envy ring is aquatic and Vox is a very jealous and possessive person.
Valentino uses his saliva and smoke to make people more pliable and willing to agree with him, this also includes Vox. This is partly how they got together, because Valentino saw Vox as a way to further himself and grow his own power.
Nifftys Soul isn't actually owned by Alastor. She sticks with him because of mutual benefit for the both of them. He's also such a bad boy that she's drawn to being around him and helping him with his schemes.
Husk lost his soul because Alastor made him play an honest game, while Husk was a notorious card shark. The little gold token on Husk's hat is the dealers chip from their game as a reminder.
Husk was not a nice overlord. His redemption is going to rely on him admitting how bad he was in the past and accepting himself as a changed person.
Charlie is the only one who still doesn't realise Alastor is a cannibal. Which is why she was surprised he had a friend in Cannibal Town.
Lucifer knew full well who Alastor was, he was just being an ass. He correctly assumed that implying Alastor was a nobody or not important was the biggest insult he could throw at him.
Angel Dust is always broke. This is partly because before coming to the hotel he was renting an apartment from Valentino with ridiculous rent, and he's still working/paying off his debt.
Before meeting Valentino, Angel was more mafia with his brother. They had a very turbulent relationship, since they weren't very close when they were alive due to Arakniss being more Conservative and serious like their father. They have barely spoken since Angel became a famous porn star, and Angel just assumes that Niss now hates him for being 'an embaressment'.
Part of the reason Angel let Valentino take his soul and lead him to where he is now, is because Val was the only/first person to really encourage Angel's more feminine side and sexuality, and find it attractive. He fell hard for the love bombing, and then had a very rude awakening once Valentino no longer needed to play nice.
Fat nuggets is very special to Angel. He was never allowed pets, and despite him being one of Vals love bombing presents, it reminds him of how happy he was before he learnt the truth about why Val was so loving to him.
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I feel like the "Alastor is a heartless, evil villain who could never care about anyone other than himself" conversations tend to overlook what Mimzy said in Episode 5 about Alastor when he was alive:
Also, this has me wondering what tipsy or drunk Alastor is like...
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Alastor:
Also Alastor:
And I barely escaped being killed by a hair
"Great Alastor, altruist, died for his friends"
Sorry to disappoint, that is not where this ends
I'm hungry for freedom like never before
The constraints of my deal surely have a back door
Once I figure out how to unclip my wings
Guess who will be pulling all the strings!
Me: WHICH ONE IS IT, ALASTOR? WHO ARE YOU????
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