I know the answer to this one.. Its quite simple really.
Sakura and Tsunade are power houses..greatly strong. And great chakra precision and use. But they lose both fights..
Orochimaru and Sasuke are the clever ones. Quite fast. And quite strong but they lose to Jiraiya alone.
Jiraiya had Itachi and Kisame running. And Itachi is stronger than Sasuke and Orochimaru
The reason why Orochimaru left akatsukis is because he was jelous of Itachis power and wasnt stronger than him.
The only reason sasuke won Itachi is because Itachi didnt want to kill his little brother and let him kill him..So.... this is all confirmed.
Jiraiya is the strongest Saanin. This, everyone knows...Even a N00b like me.
Pein is stronger than Sasuke ofcourse, and would absolutely demlosh Orochimaru.
And somehow Jiraiya is stronger than Nagato (Pein). Even Nagato said this.
The only reason Jiraiya lost was because..
-He was old
-Pein used all 7 bodies...so... thats like 7 v 1.. its nothing like shadow clones..
So the answer to this is easily. Jiraiya and Naruto. Once they go Sage Mode, they can demolish any opponent. No really..
Im not wrong.