Best wishes to you. While we did not do a mid year skip, we did skip K and it is a very small school with the K and 1st next door to each other.DD5 knew all of the K kids from Pre-K, so it was awkward to not go to K but to first.
These are the lessons that I learned:
1) don't overanalyze at first. don't continually ask how he feels/how it is going, they can't survive under a microscope when everything is so new.
2) he and you will get questions, sometimes at weird moments when you don't feel like answering, it is just par for the course
3) in our case: it was a great move and a big relief to see her actually (sometimes) work at something. OK, just for a moment and then she gets it, but at least there is that moment.
