Additionally, while you may think that "growing my business" at the least possible cost, eking out a bunch of "volunteer" hours from my past student is my goal,

Additionally, while you may think that "growing my business" at the least possible cost, eking out a bunch of "volunteer" hours from my past student is my goal, that is not the case either (and would certainly qualify as an abusive internship/volunteer situation to me). I'm exploring the hiring and gathering feedback here because I'd like to do it right, but I'd also like to be able to afford it too. If that's not realistic, which I'll determine from the responses I'm getting here, then I'd rather do the work for my software business myself and keep things simple (I like simple) and keep him out of that stuff and just focus on getting him hired at the local web development firm that could pay him a salary or encouraging him to branch out and try to find work elsewhere.