Chapter 416 has Naruto grieving his mentor through the pages of Jiraiya's novel, while Sasuke's chilling plan for Konoha surfaces and the Raikage swears vengeance over his captured brother.
Naruto pores over The Tale of the Utterly Gutsy Shinobi, a story whose hero, a ninja who shares his name, pledges to break the world free of its cycle of hatred. The book stirs up memories of the man who wrote it and trained him, Jiraiya, and Naruto is moved to tears. Far away, Taka delivers Killer B into Tobi's hands and then departs toward Konoha.
Tobi recalls speaking with Sasuke, who laid out his aim to slaughter every villager of Konoha rather than only those tied to the Uchiha clan's massacre. In Kumogakure, the Fourth Raikage receives word that his brother has been seized and swears to make Akatsuki pay for taking him.
The chapter belongs to the Pain's Assault arc and was collected in volume 45. Viz Media published it as Tales of a Gutsy Shinobi. It first appeared in issue 42 of Weekly Shonen Jump for 2008, dated September 29, 2008.

We ranked the six most popular women of Naruto from worst to first, and our number one is going to start a fight. The official poll got it wrong....

The transformation everyone knows, the follow-up question nobody would touch. Why we made a smooth R&B track about the golden glow Dragon Ball never talks about....
In this chapter, Naruto reads "The Tale of the Utterly Gutsy Shinobi," a novel written by Jiraiya whose hero is a ninja who shares Naruto's name and who vows to break the world free from its cycle of hatred.
The book stirs up memories of Jiraiya, the man who wrote it and trained Naruto, and reading it moves Naruto to tears as he thinks of his late mentor.
In this chapter, Taka delivers Killer B into Tobi's hands before departing for Konoha.
Tobi remembers a conversation in which Sasuke revealed his intent to kill every villager of Konoha, not just those responsible for the Uchiha clan's massacre.
Upon learning that his brother Killer B has been captured, the Fourth Raikage swears to make Akatsuki pay for taking him.
Looking for more on The Tale of the Utterly Gutsy Shinobi? The Naruto Wiki on Fandom has a dedicated page with community notes.
View on FandomThis content is original writing by Daddy Jim Headquarters based on the Naruto anime series, manga, and official materials. Episode and chapter references are cited where applicable.
Character and scene imagery on this site is original artwork by Daddy Jim Headquarters, not screenshots or licensed imagery. Official cover art is used on three types of pages for editorial commentary:
Official resources:
Daddy Jim Headquarters maintains this encyclopedia. If you spot an error, a translation issue, or something that doesn't look right, let us know.