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Oh no, I'm in favor of the view that it was the 19th time and there may be 19 loops or whatever. Since 19 is the number, I figure it might have been the significant time that something happened and...

So apparently there's a lot of emphasis put on this horn business. Could it simply be that he steps through the tower and has learned all that he needs to from this cycle - since this is the story we...

Since he originates at the very beginning of the series again, I'd say he's stuck in the loop. It's his choices that bring him to the tower and hence bring him back to the beginning of the story....