Update- so, after my anxiety was increasing, I emailed back and forth with the principal. We have a plan. I feel somewhat better. So, the principal said not to tell the teacher so there are no preconceived ideas. Then, contact the teacher during week 2, without giving a lot of details, try to see what the teacher's feeling is. Then, schedule a parent teacher conference for week 5. The principal said the first few weeks are getting used to school and all that and assessment. She also said if I have more concerns as the process goes, not to hesitate to contact her. I have to admit I was impressed that the principal responses to my initial email the same day and my second email within minutes! Made me feel more positive about the parent school relationship. Now, I just have to wait and see what happens that first week and what his teacher is like. 5 weeks to wait.
Btw, I have really appreciated everyone thoughts and ideas! Thank you!