Old-timey Overlords Alastor broadcasted when he first manifested in Hell: part 4! Warning I guess this one is a lot more gory and horrible than the others
One of my personal favorites so far, (drumroll please) Dr. Death!
Yes, it's a pretentious name. No, she doesn't have a medical PhD (Which is a... good thing? I... think?) she just made it all up. Which honestly, relatable, if you could have a cool ass name in your afterlife why wouldn't you? And no, she doesn't actually kill people. Technically. Since they're already dead. Lots of medical malpractice though! But maybe calling it "medical" is a bit of a reach. It's kind of just straight up torture.
So. Let's take it from the top. Her appearance in the show really made my creative juices flow, it looks so cool. So yeah she's a bug-inspired sinner, I gave her four eyes (with two being exploded, we'll talk about that later) and only two sets of arms despite the things on her head kinda looking like spider mandibules. But it's fine let's call it a creative liberty. She's freakish tall, like 11'5. She has very sharp hands and a thick russian accent (mostly her voice sounds hoarse and muffled as hell). For the gloves the way I figured that could work was she has gloves on the lower set, and she uses those to like, rummage in guts or whatever, and then she uses the upper set for more precise tasks that would be impeded by thick rubber gloves. And maybe since she's a bug she has tastebuds on her hands so it would be annoying if she had to taste everything she touches, so, gloves.
Her trade as an Overlord is of course, health and medical stuff, so surgery, healing, even memory alteration. Mostly what she does with her days is crazy experiments and vivisections and viruses but also advanced technology (well, for the time at least). She's let a plague loose into the Pride ring like, five times. She'll dabble into cannibalism but it's more in a sciencey way (like the ways doctors uses to taste piss to diagnose diabetes) than because she actually likes the taste.
As for her powers, due to how big she is she's of course very strong, but she also has some ability to make living flesh decay and make people sick on command. She can also manipulate bone from inside people's bodies and make it grow outward, which as you can imagine doesn't feel super pleasant. And with the whole bodily modification thing, if she gets her hands on someone I think with enough focus she should be able to cause a heart attack or their brain to explode bloodbender style. So... Yeah.
Personality wise, she's sadistic, entirely ruthless and cruel, but not that ambitious, she's happy with her life as is. She's smart and really nerdy about biology but also introverted in a way where she doesn't like speaking to people so she's not really great at public speaking or manipulating others. That's okay though she can manage Overlord politics by never speaking and just being scary in the corner.
She doesn't like most other Overlords and has feuds with pretty much all of them, but especially Rosie, Begone, Chandant, Stillworth and Canis (you'll learn who these are later. Also yay, misandry! She has a tendency to have strong feelings mostly about men, because due to the era she's from other women just don't register to her as either threats or allies. They just don't matter. So that's a yay, misogyny! As well). Though she's somewhat okay with Leon, Wort, Hugh and Vikory. I guess the appeal is that they're weird lil guys.
The only friend she ever really had was a minor Overlord named Sully. They bonded over both being edgy bastards. Everyone thought they were romantically involved but, nope. They were best friends. The guy was absolutely terrible too, a rapist, serial killer, generally a huge asshole but he genuinely had a good influence on Dr. Death. Who would have thought! But then Begone got to him and Dr. Death started another massive turf war as retaliation. That's part of why she hates Begone so much.
Little human life interlude! Her human name was Katarina (yeah, the only person she ever told that was Sully) she's from the 1300's and she's Eastern Slavic. Back then she would have called herself a Rus'. She lived under the Mongol Empire (technically an occupation, but historically the Mongols weren't doing much to the places they conquered, just collected tax) and also the Black Death, she did many experiments during that time. She was never an actual doctor, just some weirdo with aspirations and a complete disregard for the laws of common decency. All in all she lived from 1310 to 1361, she died at 51 by getting shot in the eye (see, I said we'd talk about the cross over her eyes) It was NOT Russian Roulette, because it wasn't invented yet when she was alive, it was just your regular run of the mill nonconsensual getting shot.
Due to her scary appearance... And methods... And area of expertise... And personality... And everything really, she's one of if not the most feared sinner of this era. But anyway, she died again this time for good in 1954 by way of Radio Demon.
This is Nurse Mickey (I know. Lol. Indulge me.) She's a mouse of course, and these are what nurse uniforms looked like in the 1800's/1900's. Mickey is a huge sadist, gets off on pain too, has a very high pitched voice (i'm sure its scary in the right context) she has her soul chain on display at all times. Not sure if that's a thing from the Doctor or if this little weirdo insisted on it. The Doctor unironically calls her her pet rat.
She's owned by Dr. Death of course, but this is a bit of a different case than most other Overlords and their closest souls. Dr. Death is very solitary so Mickey is more so her top employee. They don't work together, Mickey just does her own thing which is of course torture. Also she's a sort of receptionnist, she talks to people who want to make deals with Dr. Death so that the Doctor can just do science at all times. So they're not close, that's not trust, but that's what their relationship looks like. I think Mickey doesn't fear the Doctor mostly because she doesn't fear anything, but she appreciates the life that serving the Doctor gives her.
In the modern times, she got freed once the Doctor died of course, and then just kept going around torturing people for fun.