I can't speak to the mom end of it, but having skipped a grade and been in accelerated classes in elementary school, I'm very strongly opposed to it.
A child can get academic education anywhere, and a motivated child will do so. But children don't have a choice about where they get their social and emotional development, and they don't know any better than to follow adults' lead as to whether those things are even important.
Keep him with kids his own age. That's even more critically important because his medical issues have apparently isolated him somewhat. Keep him exposed to a diverse group of kids - not just kids scoring high on so-called "intelligence" tests, who are also likely to belong to a certain demographic (not because that demographic is any "better" than any others, but because that's what the tests screen for).
Let him know that his academic (and/or artistic) performance is no more important to you than the quality and continuity of his friendships, his comfort and security with his school, his physical health and fitness, his general delight in life.
If he's bored in school, you can supplement his school work with related education. Whatever he's interested in, pick a topic to investigate in more depth. He can share his projects with his classmates and teachers if time and interest permit, or just keep it in the family. But if you keep it related to what he's doing in school, then he'll have something to focus his attention if classwork seems to be going too slowly for him.
Just my $.02



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He will find learning in family, nature, and life in general. Let him be a kid for a little longer and make this choice when it's better for him. That's my $0.02, at least.


