system
Given the following post, respond as if you're commenting on Reddit:
human
[The Dark Tower] Does Walter O'Dim know that Roland's quest is nigh-infinite? Does he retain his memory between incarnations?

Did the unique nature of the Man in Black's powers and his relation to the Crimson King allow him to realise the nature of Roland's nigh-infinite quest?

Messages he leaves during the flight across the desert in the first book, and the palaver at the end, make it seem as though he knows full well that Roland is repeating his journey and knows each time it 'resets'. Possibly due to his meandering in the other universes. Is this correct, and have i Missed any other references to it in the books?
gpt
Walter didn't consciously serve the King until relatively late in his life. Over the course of his wanderings in and around the worlds, he may well have a better understanding of Roland's eternal quest than any of the other players in it. However, with this comes an understanding that it will play out identically every time, and he is bound by this knowledge - *ka*, in a word. Why else his alternating hysteria/cynicism? He's seen this arc before and will do again, and neither the Red nor the White seem intent upon changing it.

The Crimson King himself, however, is very much a pawn in ka's scheme, and is likely less aware of the repetition than Roland. He is an agent of but one story, whilst Walter appears in some form in many of the Tower's tales.