While Naruto continues his training with Gamakichi and Gamatatsu, Yamato, Sakura, and Sai prepare to leave and back-up Kakashi's group. As Guren and her gang prepares to intercept Kakashi's group, Yukimaru grows concerned for her safety and gives her a charm in hope of a safe return.

While the members of Team Hebi head towards Itachi's location, Jiraiya infiltrates the Hidden Rain Village in hopes of gathering information on the Akatsuki leader. Jiraiya captures two Rain ninja and interrogates them about Pain, but what he learns shocks even him.

Having no other choice against Pain's powerful and strange summonings, Jiraiya undergoes a powerful transformation to go up against Pain with the help of the Toad Sages. Will this Sage Mode be enough for Jiraiya to take on not only the Pain he's been fighting, but two more as well?

Sasuke's long awaited battle with Itachi begins with the Uchiha brothers throwing genjutsu after genjutsu at each other. Sasuke seems to have Itachi cornered and asks him a few questions of the Uchiha massacre. Is Itachi not the only one involved in the Uchiha massacre? And does Sasuke still not possess enough hatred to defeat Itachi?

Konohamaru is eager to fight alongside his senior ninja in the coming war, but his young age prevents him from being assigned to the battlefield.

Given the day off, Sai spends it strolling the village and drawing. He initially encounters three children that he at first finds it difficult to interact with but later realises that two of them remind him of his team-mates Naruto and Sakura. He has several flashbacks of their time together and the bonds they share. In the end he uses the doors of a destroyed house and paints a mural of Team 7 along with Sasuke holding hands.