I assume you want to use him as SF, or, sometimes, as PF (with Defense switched to SF). Getting him to prolific in JS and proficient in Driving or so probably won't hurt. So yes, depending on what your guys look like by then, you could have one season of 2-position training before switching to 1-position training your youngsters. Driving training for Wings is especially beneficial in this regard, as it increases many guard skills at once and hence increases the benefits of elastic training. If you pull a great guard in particular, that might be the way to go.