I wonder if a psychologist/therapist would be able to help. Maybe he would be willing to share with the psych why he is doing what he is doing, and the psych could also give you strategies for dealing with it.

Some kids seem to have very little intrinsic motivation, and I'm not sure why this is. I have a 7 and 8 year old. The 8 year old has diagnosed ADHD but the 7 year old is the truly lazy one. He does not do certain things just to feel good about himself or make his life easier, or even get praise or make people happy. He has to get something else out of it. You should have seen the drama involved in getting him to clean his room yesterday. So far at school he is cooperative and well-behaved but I don't know how long it will last. I may be in your shoes in another 6 years or so.