I have no clue if I’ve talked about this before but Dean being exactly like his father is always referenced throughout the show but I think it really shows with Jack
I feel that Jack resembles Sam and that’s probably why Sam connected with him easily meanwhile Dean resembles John and we all know that John and Sam had a bad relationship because Sam was too different and he saw that as bad even though Sam was a good kid who just wanted a normal life
Jack is basically the same way and especially with the whole demon blood thing, Dean couldn’t understand Sam and it just all went to shit and that’s the same thing with Jack being the devils son
How they parallel these two things is so crazy to me but so clever and I need to see more people talking about it