Jack, don’t let anyone tell you who you’re supposed to be. Because who you’re supposed to be isn’t fate, it isn’t me, it isn’t your father. You are who you choose to be. And I know you’re gonna be okay. You are gonna be amazing.
You have an angel watching over you.
I don't know if Rob was just chilling at the back of the episode or if he is going to be causing trouble as Chuck. However, this interaction between him and Alex Calvert is very funny.
retired cas and dean living in their lake house and dean gets a job at the local pub down the road and while he's at work cas sends him little videos of his day including making friends with the mice they let live in their walls (and naming them all) and jack stopping by for a visit after he's finished his college classes for the day