Will I ever get to the point to be comfortable with it?
It's hard to talk about the emotions involved. Some people can't kill them, they just can't. They may be OK processing them after they are dead or maybe not. We are all different.
I raise mine for meat so killing them is part of that. If I didn't eat them I would not have chickens. I don't enjoy the killing part bu I can do it and am comfortable I can do it effectively, quick and sure so there is no real suffering. The way I look at it they have a great life and then one bad moment. I try to make that one moment as brief as I can.