Adding to this, because it's a brilliant idea... the option to then get regular updates on said player. Give me reports on how he's doing, whether he's adapting well to the new position that he's now getting played in, is he looking like he'll make it as a player. Let me know whether it's worth the extra effort that's being put into retraining him in a new position. Make the youth manager actually do something more than what they do now.