Nagato
It can be said that Nagato's Six Paths of Pain has never been defeated so far. A figure as strong as Jiraiya was also defeated by the Six Paths of Pain. His life was lost here and his body was buried in the sea. It almost completely destroyed the Leaf Village. From this point of view, Pain is not afraid of group battles at all.
Senju Pillar
The God of Ninja, this is not just a boast. His Wood Dragon Technique can absorb chakra.
Even if Nine Tails is at its peak, it will not be its opponent. If the ninjas in Naruto are so strong that they are like cheats, then it can be said that Hashirama is a cheat. Even after he dies, as long as future generations have his cells, their strength will basically be a cheat.
Uchiha Madara
Needless to say, Master Madara, if he hadn't suffered a backlash in the end, he wouldn't have been defeated even if Naruto and Sasuke joined forces, right? It is absolutely unprecedented for one person to throw five shadows wildly.
Naruto had no chance of winning against him alone.