Itachi thinks Raven has good instincts. :x And he in general he has enjoyed their conversations, and kind of has a default positive impression of him because he's Tiger's Eye and TE is one of the teams Itachi likes most. And yes, he liked talking to someone else who had similar issues with Vincent, though he gets the feeling Raven's will end up worse in the long run (or possibly already are) because Sasuke actually has no real loyalty to Vincent, whereas Yuri apparently does.

He also thought Raven handled himself well during Beauty's choice thing, actually, though he would kind of understand if he knew Raven was messed up by it because Itachi kind of was, too, for awhile. He eventually ended up finding a way to deal with it, in part because he's Itachi and making terrible choices is kind of what he does, so he has it in him to deal with it. But he didn't like it and he knows that it was a shitty situation for everyone involved.

What does Raven think of Lark and Kite good ending?