Is it possible? Yes. Is it likely? That depends mostly on how capable he is. If he's not energetic, intelligent and has a great attitude then it is probably not

Is it possible? Yes. Is it likely? That depends mostly on how capable he is. If he's not energetic, intelligent and has a great attitude then it is probably not a good idea. I was able to get an entry level job at a startup as a dropout and have made it pretty far since then. I have zero intention of finishing my degree.