Legato is the Aoshi-like villain in Trigun. IMO, he was far cooler than Knives was, as the main bad guy. This guy was as mean as it gets. He had an entire tavern shoot themselves dead, killed his own subordinate after he had done his duty, and to prove how bad he was, forced a guy to shoot HIM in the head, to have the shooter experience inner turmoil. Legato is about as "cool" as it gets. Fuckin Knives, OTOH, sucked ass. Boohoohooo. Vash got more attention than I did, Cry me a fuckin river, Knives. (btw, if this is mistaken, I haven't seen Trigun forever, and he suddenly appeared outta nowhere, making him not as significant as Legato)

Oh, and Legato also had Vash blow up the moon for kicks. He also hangs a girl for failing.

Anyways, it's hard to say what kinda personality Itachi really has. He didn't have significant enough time to really show us his stuff. But, he's probably not as psychotic as Orochimaru ( he's stronger. [img]i/expressions/face-icon-small-happy.gif[/img] ) but is more hyped than anybody else. And for good reason. Itachi is the top tier villain in Naruto, even when Oro was in his prime time.