Who wins?
Pain (Nagato) vs Itachi Uchiha
Pain (Nagato) wins 54% to 46%. 61 more put them in the same row. From Naruto Characters Tier List. Pick a side.
geckomain9 on Pain (Nagato): his Pain speech about the cycle of hatred and flattening Konoha is the best villain arc in the show
quiet_biscuit_36 on Itachi Uchiha: killed his whole clan to save the village and let his little brother hate him, the reveal recontextualizes everything
Naruto Characters Tier List: the full ranking