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Originally Posted by itachi-san314
i think he just meant that he hadn't seen an uchiha with visual prowess like sasuke since madara. simple enough. i dont think it had any relevance to naruto and sasuke's rivalry. it was also a way to introduce/reinforce the name of madara to the readers so that we were more shocked when his name came up in the future in regards to tobi.
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Both Sasuke and Kakashi make the comment about the Valley of the End. Their brief comment was how "two opponents fought until the end in this valley" although Sasuke still didn't know about Madara by that time while Kakashi knew about the two enemies in the valley. Still, Madara wasn't explained until 13 volumes later when Jiraiya and Itachi mention him.