Some really good info here. I follow the same practices across the board, but there were two things you pointed out that I was unaware of:
I'm going to have to test out the week 3-6 contract demand window and see if it's the same for me since I just started a new season and need to re-sign 3 players.
I generally try and hold off on development points when I know I'm going to re-sign a player within a year, but I didn't know awareness and being a four-year starter made a difference for contract demands.