Since Itachi is advantaged here by having an edo body, I'm giving Jiraiya some help. Stipulations: Jiraiya starts fused in SM and has access to Gamakichi instead of Gamabunta, and has sealing tags. Knowledge: Jiraiya has full, Itachi has manga and knows about the sealing tags. Location: Jiraiya vs Pain Distance: 40 meters Mindset: to kill Edit: Koto is restricted. Jiraiya starts with the entirety of the toad army out.