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Do remember that the Nine were given their rings in the Second Age, and the political geography of Middle-earth was not at all that of the Third (indeed we know little about it). The Ringwraiths first appeared about SA 2250 thirty years before Umbar was built (and they 'appeared', one supposes, quite some time after they had been given their rings).
It is interesting that the appearance of the Ringwraiths comes in the same entry as "Tar-Ancalimon takes the sceptre. Rebellion and division of the Numenoreans begins." Could one or more of the RW, when still visible "mortal" men, have been Sauronian agents in Numenor itself?
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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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