We're going through this right now too, although we don't have a kid who loves school. While we haven't had the official meeting yet, it's likely that DS is going to skip 1st grade, which will mean going to a different school. We've been telling him this may be a possibility, and each time we talk about it, he is more accepting. What convinced him most was when we told him (truthfully) that he would not learn anything new in 1st grade. His biggest concern was making new friends, and we assured him we would schedule playdates with his friends. Also, there are so many kindergarten classes right now that he would have been unlikely to get in a 1st grade class with the kids in his K class, so he'd be making new friends anyway. (He thought he'd be with the same class of kids next year.) He finally said it would be OK, as long as he didn't have to get a new girlfriend, because he's going to marry this particular little girl. I told him that of course he didn't have to get a new girlfriend!