Well we are adjusting as we go. He is a DS/Wi/GB gamer and once the bar starts to fill for abilities he either tunes them out or gets frustrated.
Hence I am making it easier and plan to expand what abilities he uses and when. I look at it this way, make the game enjoyable first, then get him to play right. Coming from games with like six or eight things at most to do MMO's like WOW can be daunting.