There are two types of fear. One is fear of something that can actually hurt us. The other is neurotic fear; fear that comes from a lack of understanding of something. The best way to address fear is through knowledge. Weren't you scared the first time you rode a bicycle? I'll bet your dad or whoever didn't take you onto a busy highway. You started small, and pretty soon you're riding like a pro.
If you provide him with accurate information on what you're wanting and allow him to enter the metaphorical water slowly, I don't think you'll have any problems. He will find the limits with which he is comfortable. I think you just ask for a little at a time and be very understanding and patient.
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