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Blind Guardian – Ride Into Obsession Lyrics 15 years ago
heh, just realized that the line is 'now YOU ride into obsession'.... so it's probably not even Ishmael they're referring to so much as Rand's increasing focus on Tarmon Gai'don and pushing out all things that could prevent him from succeeding, including the notion of living past it.

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Blind Guardian – Ride Into Obsession Lyrics 15 years ago
Lews Therin and Ishamael were basically arch-nemesis in the age of legends when the war broke out and Ishamael eventually went mad the old fashioned way and become obsessed with the thought that he himself was constantly spun back into the wheel to fight with Lews Therin/Rand. Though, It's perfectly possible that a new thread is chosen to fight against Lews Therin on behalf of the shadow. He spends most of the books obsessed with either destroying rand, or how he could if he wanted to/was allowed to. If the song is written late enough, Rand and Ishamael share a sort of link since his fight with sammael in which they see each other in the dream world fairly often and share physical sensations like Rand's naussea at touching the source. Kind of an artificial obsession as it never lets them forget each other for a moment. In the end, the obsession would seem to be either Lews Therin or his position as Nae'Bliss (which at one point caused him to represent himself as if he was the Dark One itself) which he seems to covet highly. Better to rule in hell than serve in heaven kind of mentality.

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