It is very interesting to think about Oliver's character arc from Anatoly's perspective. When he last saw Oliver back in season 2, the shades of who he would be in Russia were starting to be there. Anatoly saw him endure torture, saw him fight, saw him strategizing. But it's coming from a very different place back then. He's acting out of desperation in order to survive and protect his friends.
In between, Oliver became an assassin. He became a torturer. And when Anatoly sees him again in 5x01, Oliver has a much harder edge than when they last met. I mean Anatoly finds him in an underground fight club.
Compare their first meeting on the Amazo with Oliver's incredulity and what's happening to him, to their meeting in 5x01 where he's tied to a chair with a gun pointed at his head and meets that with total composure.
