I think you gotta single position train only (or it's not really worth keeping Ocampo when you could just sell him for 2+ million), which means you need to bite the bullet and decide on just three to train.
I'd probably one position train the guard skills this season and next with Radeka, Ocampo, and either Craven or Wiles (or even Stevie Ocampo- it's hard to say without knowing everybody's skills, but frankly Wiles/Craven have only 1k more salary than S. Ocampo, and they're already 20 yrs old while he's only 19). Then, switch to one position inside skill training and just train 'em up. Radeka can stay at guard and end his training career at that point, replacing him with a new inside trainee, or you could give him some inside skills too if you wanted to round him out a bit.
So Radeka/Ocampo/Ocampo for 2 seasons of guard skills. Then inside skills for as high as you can afford to train them; hopefully your team will be doing well and moving back up the divisions as your guys grow so that you CAN afford to train them as high as you'd like, and you end up with a nice guard, nice center, and special PF.