Board Thread:Versus Debates/@comment-34938099-20180728104553/@comment-5085906-20180729110549

Obito wins in two rounds, but gets stopmed in the one where Itachi has Kotoamatsukami.

Obito's intangibility, which he can spam the shit out of, grants him immunity against Izanami since Izanami requires physical sensations to trap the victim into a Limbo. That's basically the only thing that could potentially harm Obito - everything else that Itachi can throw at him, he's prepared for. He's shown warping away Transcript: Amaterasu from a very short distance and he was shown using nature release jutsu in a much greater scale than Itachi, thanks to his Hashirama hax. Rinnegan Obito against Edo Itachi would win by maintaining his distance and hitting him with some long-range sealing jutsu, like the purple dragon thingies that Nagato used with the Gedo Mazo statue. For some reason, his mobility is not affected by summoning it, as shown during the Fourth War. MS Obito against alive MS Itachi will have a harder time. It would eventually boil down to a battle of endurance, which Obito would win since even without his illness, Itachi's chakra reserves are below average.

As for 1b, well Kotoamatsukami is a one-shot jutsu so Obito doesn't stand a chance.

So, Obito wins 2/3 times.