Well, if you want JR, too, you definitely can't make him a SF. Your proposed SF build with the JR ins't feasible when you take into account his height and age.
Your best route is to make him a PF. If you really want him to be an outside offense PF, just do Outside Shooting first to get his JR up before you get his inside skills up to what you want. But I would consider building him for an inside (or at least balanced) offense since his IS is already 14 and that (expensive) skill will be wasted in an outside offense. It would be easy to build him as the scoring half of a twin towers duo. Just jack up his ID and IS and find a center with high ID/RB to compensate for your PF's low RB. And while you're training him at IS, you can get plenty of IS on a SF and/or guard trainee.