Hindsight - what would you have done differently? And what have you done right?

My son’s guidance counselor was a choral music major in college and is still involved with music. For that I am very thankful as we head into this process. He is very caring and supportive, and interested in my son’s success, although this is a large public school and he is responsible for far too many students to provide more than the basics. Also thankful for all the support and advice and knowledge on cc!