League, this is wonderful news! It sounds like you are making great progress on both the enrichment and the remediation end. I am guessing the first will do wonders for your son's motivation, and both will go a long way to help the anxiety.

You are doing a fantastic job here. It may never be completely easy, but you will find a rhythm. And when you feel the happiness growing in your child as his needs start to be met, as he gets challenged and engaged and feels success in tackling hard stuff and finally being able to succeed with it and the anxiety begins to ebb away - - - well, that feeling is pretty amazing. For both of you. Hugs and all the best for the great support you are providing him.