Wow. I am truly speechless here.

I do not have ANY siblings. I did not have my father around when I grew up (due to military and family issues). I learned how to hunt on my own, and am still learning today. There was nobody around to show me the in's and out's. Although I learned how to do things, and it was a personal accomplishment....I am positive it would not have even held a candle to a brother, father, or friend that would have been there to "teach" me and share my learning experiences.

My first deer was a large 8 point buck that was downed by probably the best shot I had ever taken in my life to this day. I stood at the buck lying in the soy bean field, and just looked at it. It was the culmination of all I had worked for. I dragged it to the truck. I field dressed it. I thought I should have been excited, but I really was not. It felt like something was missing.

There wasn't anybody there.

There can be such a thing as being too lonely. I watched friends whose fathers, and brothers brought them into the sport. I remember going over to one's house specifically. He had shot a doe, and his older brother (he was 15 years older) had taken him out to show him the ropes that season. You could almost feel the happiness of the experience shared by them, and you know they will remember that forever.

I would have given anything to have someone to do the same.

You seem to be hunched over the preparedness factor here. It would be rare to think that a first time deer hunter would be 100% prepared for the very first season. I have been hunting for many years, and still am learning. You simply cannot become an expert without at first being a novice. Guide him through those stages and share with him the magical moments of a first deer sighting, or a missed shot, or better yet, a successful hunt.

Or you could be greedy and not do any of it, and keep it all to yourself.