Your post brought to mind a friend of mine, her child has quite severe anxiety...

She always puts a letter into the person who has the most pull in making the student / teacher pairings stating what kind of teacher works best (without naming names) for her child given his personality traits & anxiety. She also puts something 'nice' about trusting that the (private) school will make the right placement. To date this has worked really well for her and her DS12.

Wishing you and your son the best of luck for a successful school year!