If I were to sell all but one to go to 3 position training, which one should I keep as the 3rd trainee? Also what level do I need to get in order to have good quality guards that can compete at say D.II level. Will superstar be enough if starting skills are good enough?
If you're talking about a finished product, the starting skills don't really matter much (though obviously, really poor starting skills will make for a really poor season or two while you're training them (and more if you give them secondary skills early). I'd just say try to find a team who's been relatively successful in II and plays whatever style you're looking to play and glance at the potential and salary of their guards and then you've got a rough idea.