How do you think Edwin feels when cases end with someone being taken to Hell?
I was going to say “in the early years” but I don’t really think he’d feel any better about it as time goes on, based on what we see, actually. There’d probably be less fear mixed in, over time, as they ran away over and over and escaped every time. And I’m sure it was worst the first time. I’d imagine Edwin probably tried to shut down the Agency on the spot, actually, that time.
Partly from fear - he wouldn’t have known yet how far he’d have to run, to keep the whipping tentacles of Hell from yanking at his feet - but just as much, I think, because someone just got taken to Hell and it was because of something he did and he could hear them screaming as they fell. Because he sent someone to Hell and he may not have meant to do it but the boys who sent him didn’t, either.
I imagine he’d get used to it some over the years, but in the way that someone with chronic pain starts to notice it less and work through it more - not because it hurts less, but because it hurts always. Because we know that even after three and a half decades he meets the boy who literally killed him and condemned him to decades of torment, and his response was to try to rescue him from Hell.
Because, the thing is, Edwin knows Hell. And he knows that infinite torture can never be proportionate for finite sin.
And what about the times when they weren’t expecting it? Because there had to be some. They took Brad and Hunter’s case, after all; ghosts do not wear their sin on their sleeves. There had to be times when they’d solved a case, and the client handed them their payment, and they were ready to run from the blue light and they heard the growl of Hell instead.
And they probably wouldn’t ever even know why, wouldn’t know what their client had done to get marked to go Down. All Edwin would know is that he was the one that made it happen. He solved the case, he let the client move on, he tried to help and now he can hear their screams mixed with the howls of the damned.
I’m not saying I think he’s some sort of anti-carceral saint; it did take him a few minutes, after all, to decide to help Simon. I’m sure there were a few times when someone deeply awful had hurt Charles or a client and Edwin saw the red light and found he didn’t mind all that much.
But… not many, I think.