Ruby
You get a crash course when you marry a Winchester...and have all your self-worth wrapped up in being a good wife and mother, because you think that's the path to being normal. I bet in most things I'd have to look to you for the advice.
One in particular I'm guessing?
Sam is my son, and I'll protect him and try to make him feel better as long as I can, but I don't know if you can really feel better about helping to start the apocalypse. I know I won't ever just be "over" my part in it.