Suggested by Destroyer Magicman is a fairly strong navi who used to be taken seriously until he went all in as a comic relief character. I definitely miss the old days where he was a threat but that definitely didn’t last long. Itachi was always a threat and his sharingan abilities continued to improve as the series went on. It would be pretty easy for him to crush Magicman with a well placed Susanoo slash. Itachi wins.