Board Thread:Versus Debates/@comment-33030270-20170904204034/@comment-32569165-20170904225159

It depends really, Jiraiya was shown to be able to seal Amaterasu in a scroll, so if he comes prepared he should be able to counter that. Sasuke doesn't have Tsukuyomi and I am fairly certain that Jiraiya can deal with Sharingan-only Genjutsu. Sasuke was shown to be able to get caught in a genjutsu(vs Kabuto) and he didn't have any way to escape(he managed but it was with the help of another Sharingan countering the Genjutsu). So if Ma and Pa can use their frog song it should be game over.

The main problem is - Jiraiya needs some time to do all of the above, so he would have to buy himself time. I guess he could try and use that jutsu where he hides in a frog, this managed to keep him hidden even from Nagato who has quite the good sensing abilities.

As for Sasuke I think that his only chance is to land a quick blow and kill Jiraiya really fast.