My husband is most worried about puberty I believe, or social aspects such as being the youngest (by well over a year) to get his license, which may or may not be important to everyone's kid. I am assuming, possibly in rare children such as ours, it would matter, though. He's got a March birthday so he will still be close to the youngest, or at least the middle, in his grade for those types of milestones. I am sure we seem like a weird family with unusual concerns. We thoroughly talk about A LOT of things before deciding. I usually research topics on my own, before then showing him what I've discovered and before asking opinions of others.
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Granted, school situations are unique, I believe, to each child depending on their temperament and social comfortableness, as well as their abilities, etc. I have only "home educated" my child so far. He is very interested in going to school, though. They don't allow early entrance to Kindergarten where we're at, anyway, so THAT wouldn't even be an option (though I've thought about it).