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Some one did come along who was originally greater than Gandalf; Saruman. But Cirdan 'saw further and deeper than anyone else in middle-earth' (can't remember exact quote) and perceived that Olorin was the greatest overall. His foresight would have seen that no one else greater would come along. Also, Gandalf might have told him that he was the last one to come.
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Et Eärello Endorenna utúlien. Sinome maruvan ar Hildinyar tenn' Ambar-metta.
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