I know. I'm grateful for the people who do, but they're all dead now.

[ Chuck wiped out every living soul on the planet leaving only them alive on purpose, as a punishment. Jack hasn't fully dealt with the grief of that, considering he cared for the other hunters he saved from the Apocalypse, and because Castiel himself is gone now. But he was focused on the end goal. Killing Chuck. Then maybe everything else could be set right, somehow.

Jack's an observant person so his head tilts curiously, staring directly at Castiel's face as if searching for something in particular. ]

Because of what happened with Lucifer? I can see why that would be a problem. But it sounds like you felt it was the only thing you could do.