I agree with the deep water start suggestions. I'm 6'7", 270 lbs, and I pop out of the water with little effort by me or the boat. It's all about technique. I do not agree with starting with the board facing the boat, or turning the front of the board slightly toward the boat. The sitting position is the way to go, and if they can't get the board below them without the help of the boat, drag them a little at idle speed and tell them to relax and let the board go under them.
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