This is such a great concept. The rules read well, and I'm excited to get this into play at my table.
Just played for the first time. My vice-addled "amoral" cleric accidentally sealed herself into hell instead of our arch-nemesis, the Charismatic Demon Reginald Ravenfeather. She ended up liking it more than topside because of the parties and easy access to sin.
Our barbarian defeated Reginald in a dance-off by channeling the tragedy of his pet rock being juiced by our greedy alchemist into his interpretive dance routine. He then opened up a dance studio.
Our reckless leader survived an assassination attempt by another party member because their love-interest back home had been trying to kill them for years.
Players enjoyed one of the bards so much they insisted she got a name. She did not. She spent the rest of the game known as the Artist Formerly Known as Bard.
15/10, would recommend.