I left a job paying well over what most make just to be my own boss, best move I ever made. Your father sounds a lot like mine, the photo I use in the cowboy wisdom memes is not my son but we have spent plenty of time discussing life.
Living in the south there are plenty of examples of success. I showed my son that even trailer parks have a pecking order. Some are nice, some run down and needed repairs are ignored, look closer and you will see an old 4x4, a boat and a swing set, that family lives for time off not for flash, not for status. You will also notice that is where the other kids in the park go to play.
You see the same elsewhere a parent works themselves to death to give a kids everything and the kids don't care, what they really want is time. We live in a world where money is more important than family, kids are aborted because they are costly and the people that fall into that trap will die rich but lonely. I would pick family over wealth any day.