I sense that Obito might join Naruto's side because the last time someone said Naruto reminded him of themselves (Nagato) they were good again so maybe Obito will join Naruto and oppose Madara.
Obito better not turn good...
that would be like taking a reverse 360...
Tobi stopped being a badass the moment Kishi revealed he was Obito, next thread.
It would be to obvious
Tobi is Obito.
Kishi loves doing stuff that's too obvious.