What medication is he on? The reason I ask is because we were having very strange behavior from DD9 with ADHD after her medication wore off. She was going through rebound and became "manic", emotional, and some of the ADHD behaviors escalated and were worse than if she hadn't been medicated at all. In the past when we have tried to stop the medication she goes into this truly scary state and we think "obviously she has to be medicated if that's how bad she is without the medication", but she was in that truly scary state because of rebound. When we finally took her off for good, she was impaired for over a week and then finally settled down. If you think it could be that-- that the behaviors escalate when the meds wear off, I would talk to the prescribing doc. See if there might be a better medication or a way to add onto it to get more coverage.