Indigo:
Thanks for your comments as well. You're exactly right - he could definitely be seeing issues that others would easily shrug off. Unfortunately that doesn't affect how deeply he feels them.
I have pointed out some inconsistencies in his accounts (where he is doing the same thing that they are). Another potential factor, his hair is halfway down his back (very long) and he has no intention of cutting it. This makes him different than the group. Most of them are quite sporty and have short hair. He will need to get a fairly thick skin to deal with any attention this eccentricity will bring him - esp in high school which starts in grade 8 here.
I'll look into the resource link you've included. Thanks!