Board Thread:Versus Debates/@comment-26958911-20151010214426/@comment-26636534-20160104111156

@GreatestSin, the toad chant genjutsu apparently requires an enormous amount of sage chakra and some time to activate, meaning it is an extremely powerful genjutsu, heck its senjutsu, duh.

BTW, the toads weren't exhausted after the genjutsu, the genjutsu made their throats dry from singing QuakingStar wrote: Itachi already knows about Senjutsu and Myoboku. He would have a plan against it, and a plan for the toads. Itachi is a genius, who fights more with his brain than anything else. Jiraiya won't be able to fool him at all. If Orochimaru says he is no match for Itachi, then Jiraiya is no match for Itachi. Itachi might know that Jiraiya has senjutsu and summons toads(because he is quite famous), but I don't think he knows how Jiraiya uses his senjutsu and toads in battle. On the other hand Jiraiya has already encountered Itachi's Amaterasu and Tsukuyomi and has a lot of other intel on Itachi's abilities.

Therefore only Itachi's Susanoo+ Tosuka blade+ Yata Mirror would surprise him. Itachi may have brains but, Jiraiya like Naruto is an unpredictable shinobi, and as we have seen unpredictable shinobi can deceive and outsmart more intelligent ones. Finally, even if Orochimaru is no match for Itachi, that says nothing about Jiraiya. In part 1, it was implied that only Jiraiya could defeat Orochimaru.

Therefore, Jiraiya > Itachi