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what about an intern type position, it would suck to replace someone with him only to have him quit a few weeks later.......

imo he at least wants to to it from the bottom to the top, which is respectable......how quick is he expecting to get "to the top", is he expecting that since he's family? if so you need to look at all the angles so it doesn't turn into a headache......

make it business is business.....meaning if he doesn't hold his own he's released, just like any other employee, and make sure he understands this......

on the other hand.....if you're struggling to keep the 60 employees busy then wait until someone quits or gets fired...........