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Konan would prob beat an in universe Pain easier than Itachi or Obito tbh, given she would avoid confronting any of the bodies from the start. but i guess you mean in a traditional 1 v 11. Obito won against a Konan with prep time
2. Itachi is not surviving Konan's 10 minutes of non stop paper bombs. Pain only would because of Preta Path countering any tangible ninjutsu