Thanks for the tips so far, guys. Much appreciated. For those of you asking about or commenting on the ski, he is on a relatively new Radar Senate Alloy, 67. He started out on an OBrien Sequence, which was good for a starting out ski, but as soon as he started working on turns, upgraded. I tried the Sequence once, I thought it turned terribly. Some writeups on it say it will take you up as far as getting into the course. I I dont see that. Yes, he is struggling a bit with his lean away from the boat. I try to get him (and another guy we ski with at about the same level) to do the drill suggested, pulling away from the boat as far out and as for long as possible, but then it doesnt translate to the wake crossing. Those of you who see fear of crossing the wake, yeah, seems to be there a bit as the ski levels out as he approaches it, tho he is better from his on side ball than his off side. Maybe he has recollections of this moment.
As far as the very representative photo @markn shared, I have a similar one of me that Jim has seen and appreciates what is going on in it, but again, has a hard time turning knowing into doing. Also, @mike_mapple where should he be looking? Don't know if this is applicable or not, but when he came back from Cobles, he told me one thing they told him, that I adopted and made a huge difference for me. When leaving the ball and aiming across the wake (when the boat is obscuring the next ball) look at the far back corner of the boat. I dont know if that is good advice or not, but it sure made a difference to me.
Anyway, season is about to start and we will continue to work on it. Any additional comments are graciously accepted. I (and he as well) really want to see him make a big leap this summer and comfortably complete that pass.