Syracuse’s acceptance rate is 70% and its 75th pct SAT is 1380; it’s an absolute safety for this student.
If his HS is at the level of Andover, etc, CMC will totally be aware of it and how its grading system works. Unhooked kids who finish in the bottom 10% of these HS end up at very selective colleges.
OP, I think you have a pretty solid chance at CMC. Bowdoin ED2 feels impossible to me unless your school has an amazing connection with them, even then it is a massive reach. WUSTL and Tufts are reaches, too. Emory might be a more realistic ED2 choice. It isn’t that you aren’t a great candidate; it’s that there are only so many schools of this caliber offering ED2 and a gazillion kids are gunning for them. Good luck with everything.