Soaring Flames
I dont really see him attempting it, unless he cheats it with an item or quest. tho I dont really care what he does as long as the book progresses as interestingly as it has.
I wonder if he will still try to gain one of those two classes. If this world had the same Prestige Classes as Dungeons and Dragons I would probably be most interested in classes like the Dwoemerkeeper, Incantatrix or maybe Initiate of Sevenfold Veil! The first two break the rules of magic in rediculess ways and the last one is crazy hard to kill.