Britany,
I don't have any answers for you since my cleft baby (granddaughter we are raising) is only 9 months old and only has 5 teeth. She also hasn't had her hard palate repaired yet.
But I did want to say that I see you are from Durham, NC. I am from western NC myself. May I ask which hospital & cleft team you are using? We are going to Brenner Children's Hospital at Wake Forest University.
I'm not sure if you're interested or not but there is a local support network message board for those in the Raleigh-Durham area. I frequent the board even though I'm not from that area but from NC. The reason I mentioned it is you might meet some families local to you for you & your son to spend time with.
Here's a link to it:
http://health.groups.yahoo.com/group/triface2face/
I will be interested in hearing what the others say. And I wish the two of you well.