So, just last week I took him to his pitching coach (who also does hitting) just for the live ab with a real pitcher who can pitch with some speed. He was crushing the ball and gave him the confidence he needed. The two games since then he is 2-3 with 2 hard hit balls (one line drive, one hard grounder up the middle for a double) and 2 bb. I still don't think he is completely confident, but it is a step in the right direction. He has been playing the field very well, better then the coach thought he would do, so that is good too.