[i]Guardians[/i] elements:

[list][*]Pitch Black
[list][*]Original bogeyman. Was the original ruler of Halloween Town, and was booted for getting too "power-hungry". He was known as the Shadow King. Jack has the title of Pumpkin King to differentiate. (+1)
[*]Realized he had a life before this (+1) and rebelled against Primus for this. He had a daughter he was stolen from in life (+1), and sees LSB as the parallel to this, as they were stolen from their mother and made outcasts with no proper guardian (+1).
[*]Primus changed him into Oogie to contain him. (+1)
[*]Originally spirited LSB away as a "fuck you" to Primus, who was bringing them into the new Halloween cycle (-1), but in time actually grew fond of them (+1). His primary goal is to take down Primus, but he's convinced himself that he saved them from Primus (+1).
[*]Legitimately fears they will be replaced. (+1)
[*]Daddy Pitch! He legitimately wants them all to become a family. (+1)
[*]Until his rebellious children rebel, and then he starts going off the deep end. (-1)
[*]Started off using the trio as henchmen, and legitimately grew fond on them. (+1)
[*]Forced personality change as Oogie as further punishment. This explains the contradictions between Oogie and Pitch's personalities, and the trio's legitimate fear of the former. (+1) Pitch is aware of this, but unable to do anything about it until Jack gets rid of the Oogie form. (+1)[/list][/list]

Total sympathy points: 10

[list][*]Santa Claus
[list][*]Starts off as NMBC!Santa. His frustration at Jack during the vents of NMBC ("To fix Christmas? Of course there is! I'm [i]Santa Claus[/i]!") sets Primus off to prevent another Pitch and create a new holiday cycle. Santa was just stressed, but Primus took it as ego.
[List][*]We actually decided Jack taking over Christmas is the catalyst, because now the holidays are aware other holidays exist, and that's a threat to Primus's power.[/list]
[*]North is the new reincarnation.[/list][/list]

[list][*]Primus
[list][*]Originally meant for his holiday leaders to remain eternally. Pitch realized he has a life before this, and rebelled, which caused him to start cycling out leaders and citizens to prevent it.
[*]Some of the original citizens in Halloween Town fade away and are replaced because they blindly followed Jack. LSB get to stay because they did their own thing.
[*]LSB are aging because Primus wants to keep them in the new cycle, but not as children. Pitch will see this as him looking to replace them, because teens are already pushing it in terms of trick-or-treaters.
[*]Agatha and the vampire twins were humans who Primus decided would fit. Not every citzen was once human, though. They don't question where they came from. Neither does anyone else, except LSB after a time (likely because Pitch planted that thought in their heads to awaken their memories).
[list][*][i]Little Demons[/i] reference. LSB were Jonathan, Cynthia, and Bradley in life. This is what Pitch uses to a) start awakening their memories, and b) convince them that he is their father figure.[/list][/list][/list]