If he is what you are saying he is I would jump at him like a fly on stink. It is so hard to find anyone that is reliable and willing to work now days its just sad. Like valk said you don't know till you try and take that chance. But it is worth the chance if he has been raised right and it sounds like he comes from a good hard working background. Like TP has said with you providing him with the work he can take care of his own insurance than you don't have the worries he has a wonderful opportunity to start his own thing at 16 who knows where it could go from there. Sounds like could be a great opportunity for you and him with what you are wanting to do.