Tell him for me that this isn't weird, but it isn't what most people have to do. And it's a wonderful skill to be able to "turn up the interest" on dull problems by adding his own challenge. That's one of the key differences between GT kids who can hack school and those who can't. Not that school is his concern, but in adult life there are plenty of dull, have to jobs, and being able to make a game of it might be the difference between doing ones taxes and jail. ((wink))
Honsestly if you could get him to do handwriting practice for 3 good minutes a day, will full consentration, and he really did it, you would see some improvement. If you throw in one fun hand strengthening activity (holding the stylus on the Nintendo DS while playing "My Word Coach"? for 4 minutes I'll bet that would help even more.
I'm so glad that you have found work-arounds that work for your son. My hat is off to you and I am waving and cheering for you!
Trinity