Board Thread:Naruto Discussions/@comment-25358381-20141021102427/@comment-26302001-20141022233055

Bee was 35 years old by the time Kakashi was 31. So he was around in the 3rd war and could have easily fought Shisui at any given time. Akatsuki was hired by Iwagakure all the time to do dirty work and missions ever since its creation so he could have easily fought Itachi before too because of that. So the two other sharingan wielders could have been them easily. He could have also got into a scuffle with Kakashi in the past because he is a Sharingan wielder too. Shisui and Itachi were labeled to pretty much be equals except Shisui was the best at shunshin and genjutsu between them, Itachi was the best at weapon skills.