I grew up in Ontario in the 60s and there were regularly about 8 kids per elementary school, who skipped grade 4, as a group. They ended it two years after me. Since we were a group in transition, and when we entered high school, there were many of us, it was a not a difficult transition. And then I could make another skip in high school. I think if you have multi-skips and you are alone, it is more difficult. Especially in high school where interests of dating, parties, all the social nuances that happen in high school are hard when you are younger and alone. I doubt that the child will be included when the group has to decide if the boy's texts mean he is really into you, etc etc. It doesn't seem like much, but a big part of high school.