Question: what is the saddest moment in naruto?
Answer: 8 Gaara's Sad Back Story. ...  7 Sealing The Nine Tails. ...  6 Minato's Final Farewell. ...  5 Hinata Confesses Her Love. ...  4 Neji's Death. ...  3 Naruto Vs. ...  2 Itachi's Death(s) ...  1 Jiraiya's Death. Naruto didn't often kill main characters but when it did, the impact was keenly felt.