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Thats not a plot hole , itachi was much more intelligent than sasuke an as jiraiya said , a person needs to hav a level of intelligence to use genjutsu , so logically the more intelligent person would always stem the better genjutsu and in the case of itachi/sasuke "the difference was as far as heaven and earth".
It all adds up to a thread i made regarding all MS abilities and how they connect to the user.
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There was many type of Genjutsu. Sound, eyes, etc. And I dont think level of intelligence applies to Tsukuyomi. The jutsu that unique to Itachi MS only.
Jiraiya talked about Genjutsu and level of intelligence in general and not just specific to Tsukuyomi. Plus various kind of Genjutsu exist and they all not same. What Jiraiya knew abour eye base Genjutsu. He knew about sound but do you think he also an expert in eye base Genjutsu. Many factor we need to look/understand when we recieved statement like in manga.
One example: Your brother is an expert in electronic engineering but do you think he also an expert in civil/marine engineering just because he was an engineer or taking an engineering course?
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