OKay, it sort of works-- and while we're speculatin' we could recall that one version of the Glorfindel story has him arriving in the 2d age, and a note raises the possibility of a Numenorean ship.... there was after all sea-traffic from Eressea to Numenor. So could not Olorin-in-disguise have hitched a ride? (The Elessar essay implies, I think, that until Gandalf/Olorin invoked Yavanna, Galadriel didn't know where he came from)
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The entire plot of The Lord of the Rings could be said to turn on what Sauron didn’t know, and when he didn’t know it.
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