Great post. I am the father of a HS sophomore on a good Varsity team, and while I do think about the next level and helping the kid prepare for that if he wants it and if it's available, I do wonder if it's worth it for all the reasons you and Coach May bring up. That decision will be up to him.
I really do think I am taking your advice and enjoying the ride now. I wish I could say that I do not worry. But I do. Big game Thursday. Will he be in the starting lineup? Probably. Will he do well? Hopefully. That's what makes me anxious. But not all that much, as there's nothing I can do about it. His success is in his own very capable hands.