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This is based on the Anime series not the mange books

jairaya, the toad sage, trained the fourth hokage, stated to be able to take on both itachi and kisame simultaneously by itachi, stated that he was capable of killing orochimaru and tsunade.

third hokage, called god of shinobi in his prime, reputed to know all jutus in konoha, in his old age (which was apparently pathetic compared to his prime) he took on a weakened orochimaru as well as the first and second hokage at the same time.


Who wins?

3rd Hokage wins (has Jiraiya used sage mode in the anime yet?)

Jiraiya is dead in the anime I think, so yes.

Orochimaru also was not weakened when the Third fought him.

In his prime, the Third prolly wins.