I agree that if you commit to it, an SF is probably a better bet. However, SFs need so many skills, and so much training time, that losing a full year of training is going to hurt more than it would for other trainee types. He won't ever be a top-flight SF, but he can be solid for your team.
Definitely fix the low IS first, with IS @ center, and some 1v1 forwards in weeks with 2 just games. Realistically, you'll want at least 10 IS, so you have a ways to go.
Other than that, I'd want OD, PA, JS on my SFs. But it also depends on A) the tactics you want to be able to play, and B) what other players you are training him with.
And as far as jump shot wingmen, there's no difference in the skills trained between jump shot guards and jump shot wingmen. If you want some IS training at the same time as JS, then you need to do JS forwards.