Okay, sorry it's taken so long for me to respond, long story short, been stressed out about some things, so...yeah. Anyway...
@TheUnknowable: I still don't really get the logic behind his problems with the school, but...whatever. Moving on, he couldn't have transferred from an American contractor school because, as I said in the OP, Covenant's meant to be unique in that regard. Also, I figure I should just throw this out there, because I really didn't explain it very well in the first post, but despite its location and how the grades/clubs work, the academy is an independent nation, separate from Japan.
In addition, this kind of bugged me before, but I figured there were more important things to comment on, the dwarf's personality seems extremely basic. A bit too one note for my liking, to be honest. Also, a freshman having the money to travel to and from Italy seems a little odd to me.
@Art: Looks good for the most part. My only issue is that the contracted being's powers should go under summon, the "powers" bit is for passive abilities granted to the contractor.