I don`t see any reason why a enterprising 14 yr old can`t make as much $ as anyone else with a web site. it`s not rocket scoence, find a cool product and promote it, collect your cut and it`s a done deal.
I had thought of hiring a friend`s kid who is about that age to produce a commercial for u-tube for one of my products... not really "hiring" but more like an salesman kind of thing, produce a comercial, a click and pay web page , you know, see if they had any talent or skills that could generate an income...
didn`t work, the first thing they wanted to know ws how much was i going to pay them an dthey didn`t want to work for nothing and i got mad and thatwas the end of that.
In your post, you say that "you" think this path would be good for him but, what does "he" think? maybe he would rather be our drinking beer and chasing girls and in a gang getting inked and chased by the cops?