This topic would have been alot hotter a long time ago, like when itachi and kisame first were introduced. however, its really hard to tell right now. There really hasn't been any way to show itachi's growth over the time jump, whereas sasuke has become a total bad ass. same w\ jeraiya... he is awesome but there is no way that he can juggle training himself with his peeping, writing dirty books and his information gathering...

i think gai might be able to take itachi, and at this point i think that sasuke has a fighting chance...