Board Thread:Versus Debates/@comment-37960523-20191227052712/@comment-24824859-20200101002834

Jason of the Mangekyou wrote: Itachi was an enemy then, and the sharingan is a weapon, yet Jiraiya made eye contact. The character performed the action, your words are meaningless. You recognize that even basic genjutsu can KO him here, so you're now trying to eliminate that lol. Other top tier characters made and makes eye contact with the sharingan even when they knew not to. Orochimaru, Hashirama, Tobirama, Danzo, JiRaIyA, Killer Bee x2, Ay, Cee, Darui, Kakashi, Sai, Kurenai, Naruto, Deidara x3, Sakura, Chiyo, the list goes on. And it's not about maintaining eye contact, Itachi's genjutsu is and is listed as seamless, so Jiraiya won't even know where he went wrong. Yet Itachi didn't catch Jiraiya in a genjutsu like he usually does with people who made eye contact with him, thus rendering your entire argument moot. Jiraiya won't carelessly look at Itachi's gaze considering that he has the toad elders to cover other options of engagement. None of the characters you've listed were caught in genjutsu, save for a few, were caught in a genjutsu. Also, looking at someone's general direction =/= eye contact. Even if Jiraiya was caught in a genjutsu, the toad elders can easily bail him out of it. Itachi's only chance here is Tsukuyomi and/or Amaterasu.

You are greatly overestimating Itachi here