Jeff Carlsen
Adventurer
I'll recount a suggestion I had in another thread, which is that training should act a bit like Rogue Skill Mastery. For each level of skill training (apprentice, journeyman, etc) you are entitled to a minimum dice roll, so that certain tasks are always achievable for you - training gives you the ability to 'take 10', or higher as you get better, even though it might not allow you to achieve anything greater than your ability. I like a +1 bonus to the skill per training level and a minimum dice roll, so you get better *and* more reliable.
I'm quoting this to draw attention to it. I agreed with it before, and I still agree with it today. This is absolutely the best idea I've seen for representing skill training in an ability based system.