- Itachi handles and eventually kills Jiraya. At 100m and Pain's location it's very likely he'll manage to enter SM before the fight begins, but that doesn't really change much - he still has no way to breach Susano'o with or without Yata and no way to dodge Amaterasu. He can sense the build up, but if he starts moving before Itachi releases it he just gets tracked by MS and the flame gets spawned on him. If he tries to evade when Itachi spawns it he gets caught even easier since he's nowhere near as reflexive as V2 Ay, nor does he have a Shunshin that's fast enough to escape Itachi's LoS.
- Hidan if left alone would be eliminated, but if he tags with Kakuzu they can quickly finish off Tsunade and prevent her from enhancing anyone - no intel means she may not even bother dodging Hidan's attacks especially since Kakuzu will also attack, which means he gets her blood and decapitates himself, while Kakuzu stitches him up later. That's assuming Tsunade doesn't get Amaterasu'd from the get go, which would enable both of them to go help out Kisame.
- If they do deal with Tsunade, Kakuzu can send out 4 masks to help Kisame fend off Hiruzen and Oro for long enough 'till Itachi the other two are done with their fight, which is totally possible if Water Dome goes up. If this is Prime Hiruzen, his elemental jutsus are overpowered by Daikodan, if not then it's not an issue. Oro's Hydra could be a problem - without Totsuka they can't seal it, no large scale attacks to obliterate it, and if Itachi's used Amaterasu on both Tsunade and Jiraiya he likely won't have enough chakra to use it again, though Kisame can just give him back stamina and chakra through Samehada.
Itachi's team takes it, mid-high difficulty.
