The Princess - Gets Disowned and had her insanity broadcasted in plain view of the kingdom's citizens, her soldiers abandon her, she thinks she is the only heir but the shitty king hid spare sons
The Merchant - Gets torn, castrated then killed brutally by the demon slaves he kept
The Magician - Was cheated on a promise of letting him live(like that would happen), then got his mind broken by a being on an illusion of being killed. (Its Itachi level Genjustsu)
The Saint - Got burned by the public for being a witch(personality wise, its correct), then MC followed her by suiciding through a demon girl looking for revenge; in the afterlife he got the goddess to sacrifice an eye for him to make sure the saint gets to hell, then he threw her to all the people she made to suffer because they followed her in lust. (She is like Kiara from FGO)
Also, the saint did start this revenge by corrupting the princess with bad advice when she was worrying about Raul. So Raul making sure she is suffering in hell fits.