RE: Should I "let" him hunt?
Don't even think twice about your decision there Bob. 15 acres?? If you told me that you and your son had this place that was fifteen acres, I would not be brazen enough to even ask for permission to hunt it. No reasonable hunter worth his salt would imho. It might be different if this was a guy you knew well and had hunted with before that had some bad luck story, but a stranger, NO WAY!