Hay Ell,
Keep all the brass. Who knows, you might end up with more of that odd ball stuff. Then you can have a hole box of bastard bullets.
Since you are using a single stage press, you will learn what feels right. You'll know will when you have a bad case. When you start de-primming / resizing and you come across one that has very little resistance, stop and check the casing, make sure there aren't any cracks. If something doesn't seem right then
STOP.
As far as separating by head stamp. I have mixed thoughts, yes it would be great if you separated your stash. But if you don't have the time no biggie.
If you are looking for accuracy then by all means separate you brass.
This is a low pressure round you can reload them many more times compared to 9mm. And yes, you can pop out the primer with the press.
DO IT GENTLY.
You can also reuse that primer.