erm didnt read anything above sooo..well the last time he saw him was i think when there were a lot os shinobi and why would madara risk it if he has a pupet named pain that is not so weak afterall..another thing is that maybe he is weak to fight right know.you know itachi sead that he is just a shell of his former self,,but who knows..maybe he just wanted to test naruto with pain so that he can se what is naruto capable of.if that is the situation then i think he made a mistake bucause naruto kicks ass right know.....