Unambiguously positive story here. My DS entered kindergarten a year early and then had a second skip from 4th to 5th, so he's 11 and will be going into 8th grade. So far, I don't have any doubts or second thoughts--DS is thriving academically and extremely happy socially. He can't imagine being in a lower grade and would have to be dragged there kicking and screaming.
But we've also had just about everything going for us. DS attends a small, nurturing, incredibly flexible K-12 private school where age means very little and kids are used to radical skips. Also, DS has had no 2E issues, is very comfortable in his own skin and in the world and has always been very mature. Even with two skips under his belt, his teacher has told us that he's the most mature kid in the class and that his love of learning has actually rubbed off on other, older kids.
Of course, puberty could complicate things, but I'm taking all of this one year at a time, and right now we're good all around. I don't worry about him graduating early because I had always hoped he'd do an exchange program during high school; now, we're just planning for that to fill a gap year.
My own experience has also shaped my decisionmaking. My mom was offered and declined skips for me, and by my junior year in high school I was going-out-of-my-mind ready for college.
