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Do you really think it's possible that Sauron didn't understand the way his own Ring worked?
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You have a very good point. But remember that it is a quote from Gandalf and not Sauron. I do not have my books with me at the moment (not for looking at them right now though), but what I have understood from them is that Sauron thought that his Ring was lost. And he could do just fine that way.
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"Alas, poor Yorick! I knew him, Horatio; a fellow of infinite jest, of most excellent fancy."
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