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The same mask he used to fight Minato and the same person who controlled Yagura. Possibly could be Madara. Obito would be 16 at the time which wouldn't make sense.
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Obito is here with his old mask before he gained the Rinnegan. Around current time in the Naruto World.
We know Madara knows Tobi if you read the few chapters weeks ago so this would make perfect sense.
Madara saved Obito from the collapse and trained him or Obito unleashed his Mangekyo Sharingan and used it to escape.
Maybe Madara could have been saved by Zetsu and implanted Hashirama cells to heal faster?
This would explain the time difference and how he got so powerful and how Obito survived and how Nagato got the Rinnegan before Madara died of age probably.
The only time people got haircuts were when it had to do with plot. Rock Lee following Might Guys image and Sakura trying to save herself by cutting her hair.
What I think is Obito is Madara's apprentice.
It's either this or Naruto is in for a big plothole.
Obito's crushed side was replaced with Zetsu or Hashirama cells to help heal faster.