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wrote:

Like most 14 yr olds, his judgement is poor as he tends to be a
daredevil. His sailing skill are not as good as I would like. He
tends to fall asleep a little too easily too.

My sailing skills leave something to be desired too, but they've
gotten better over time.

As for falling asleep - have him take whatever shift he would normally
be awake for, and make it just a 2 hour shift for him.

I am up against a time crunch as in the next few weeks it simply gets
too hot with no wind for this to be a good trip. My wife would also
freak about him sailing while I was asleep.

What does she think you are going to be doing then?

Tell her to come along and stand his watches with him or else don't be
specific about what you will be doing. Sleeping beside your son in
the cockpit isn't the same as being below.
..

grandma Rosalie