Is this Shawn?
I think BNR is right, why go looking for trouble? Of course, if such behavior continues, then you need to tackle it. Or if he's somehow showing, or trying to show you up. But if Dad tells him "no" and Mom tells him "no," not a lot he can do at that point.
Too bad you didn't know he was going to be an irritating little ***** when you decided not to charge him the timeout.