Board Thread:Versus Debates/@comment-26636534-20160221124823/@comment-26005711-20160221130033

Itachi will kill Jiraiya before Jiraiya enters the SM (pre SM Jiraiya can't fight against Itachi's genjutsus, Amaterasu and Susanoo). If Jiraiya enters the SM, I think he will have slightly better chances of winning than Itachi.