Naruto

Sai

サイ

Story Role

Sai is assigned to Team Kakashi after the time skip, joining Naruto and Sakura under temporary captain Yamato during a mission connected to Orochimaru.

His presence is immediately controversial because he occupies Sasuke's former position and repeatedly insults the missing teammate Naruto and Sakura are determined to recover.

Sai is secretly operating under separate instructions from Danzō, creating uncertainty about whether his loyalty lies with the official mission or Root.

As he watches Naruto and Sakura risk themselves for Sasuke, Sai begins comparing their bond with the relationship he once had with his Root brother.

Sai eventually abandons the secret direction that would conflict with Team 7 and chooses to help Naruto pursue Sasuke, marking his first major rejection of Root's emotional conditioning.

He remains part of Konoha's active shinobi force and later participates in missions surrounding Akatsuki and the Fourth Shinobi World War.

During the war, Sai's aerial ink creatures make him useful for reconnaissance and transportation, while his sealing abilities become important against reincarnated enemies.

His confrontation with the reincarnated Shin forces Sai to acknowledge openly the bond Root had ordered him to suppress, giving emotional closure to the unfinished picture book the two had created as children.