Remember that when Tolkien wrote this very early chapter, before even The Shadow of the Past, he really had no idea what the story was about or what 'Bingo' was doing. The first Black Rider appeared on the page by altering a description of Gandalf! and Tolkien liked the Gildor-episode too much to scrap it, although it doesn't make a lot of sense. In the developed version, Gildor's company were Elves of Rivendell on their way home from Emyn Beraid, and so it's pretty astounding that they wouldn't have taken the hobbits under their wing.
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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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