I say Kakashi.* Itachi's well known for attack strategies.*But Kakashi's well-known for his counter-attacks.*If i'm not mistaken, Kakashi and Itachi were in the anbu at the same when he pretty much exterminated the uchiha clan.* It would be interesting if these two would meet alone without other motives.* But the sleeper, my friends, is definitely in Guy.* His technique against the sharingan is pretty amazing.