Okay then, time for a spitfire round of names:
Loki (Marvel Cinematic Universe) - He's a villain who has, as of 2025, managed to redeem himself and become something of an agent for good, despite the sins he committed in the past. Textbook Definition of The Second Circle of Hell (Mildly Sociopathic).
Kane (WWE) - Textbook sociopath. Attempted the murder of his half-brother multiple times, performed testicular electric torture on a man, sexually abused Lita, and killed Zack Ryder's push. Hard to deny Kane belongs in The Fifth Circle of Hell (Sociopathic).
Deadpool (Marvel Cinematic Universe) - Okay so he's an irreverent immortal fourth-wall breaking super hero. But he's also, y'know, a hero. While he has a grand time being an utter annoyance to some people like Wolverine, he outright cares about people, doesn't harbor hate for humanity at large, and doesn't want the world he inhabits to die. He is a victim however of his own hubris and irreverence. Deadpool largely belongs in Purgatorio (Flawed But Good).
Jerry Seinfeld (Seinfeld) - Normal working guy who has minor flaws, and sometimes manages to get into trouble. Limbo (Flawed Neutral)
George Costanza (Seinfeld) - Probably the guy with life taking the biggest dump on him. He's kind of a loser and seems to be the butt monkey of the group, and he does have areas of personality that is lacking in selflessness. So might as well put him in Limbo (Flawed Neutral)
Elaine Benes (Seinfeld) - Pretty much the same as above, Elaine belongs in Limbo (Flawed Neutral)
Cosmo Kramer (Seinfeld) - Kramer is a weirdo, but his character is relatively normal even if he has eccentric tendencies. Limbo (Flawed Neutral)
Howard The Duck (Howard The Duck) - Okay, this one's a really left-field one, but going by baseline stuff, he gets into multiple fights, insults people to their faces, tries to use coercion to seduce a woman, but he also chooses to save the day in exchange for his last chance to return to his homeworld. So I'd probably put him around Limbo (Flawed Neutral).
Charlie Kelley (It's Always Sunny in Philadelphia) - He's an acloholic, anti-intellectual, crazy man. He likely has Borderline Personality Disorder and Bipolar Disorder, which causes his occasional outbursts and tendencies towards confrontation. The Second Circle of Hell (Mildly Sociopathic).
Ronald "Mac" McDonald (It's Always Sunny in Philadelphia) - Also an alcoholic. He has narcissistic tendencies throughout the series, he suffers from delusions of grandeur, and furthermore believes in a fictitious view of his skills despite his utter lack for them in the real life. Fourth Circle of Hell (Selfish).
Dennis Reynolds (It's Always Sunny in Philadelphia) - You won't believe it, but he's also an alcoholic. He's a narcissist who is vain, and wrathful. He hates being told he's wrong, and also uses a highly questionable and manipulative method of seducing women. Though he can be the voice of reason at times, he is also easily shaken or vengeful at any perceived slights against him. It's also hinted in the series he is either an assaulter of women, or even a serial killer, though it has never been confirmed. Dennis also has Borderline Personality Disorder, which he does not take aims to take care of, which affects his toxic behavior. Third Circle of Hell (Mildly Malicious).
Deandra Reynolds (It's Always Sunny in Philadelphia) - What a shocker, another alcoholic narcissist. Deandra is more openly vain and obsessed with looks. She has the delusion that she's prettier and more talented than she may be in real lie. She is additionally petty, and a lazy member of the gang. Second Circle of Hell (Mildly Sociopathic).
Frank Reynolds (It's Always Sunny in Philadelphia) - He has a consistent tendency to pull out a gun when he feels threatened. He's a massive alcoholic, a petty and vindictive soul, as well as having a history of illegal activities: Drug trafficking, illegal labor, and even working on Epstein Island. Frank of course isn't totally evil, but has a pretty cynical worldview and is quick to being provoked. Fifth Circle of Hell (Sociopathic).
