Originally Posted by The Special One
The guy that had Pain at his beck and call and controlled Sasuke through hatred, is nothing more than a slave to his emotional teenage buffoonery-which provides a leeway for Madara to exploit him to his heart's desire.
Obito's a bigger sap than any one of the people he controlled as a pawn.
You're thinking small, simply looking at the motivation for being bad instead of the the actual end game.
Pain's plan: Drop Juubi-level Tailed Beast Bombs on any country that steps out of line.
Sasuke's plan: Wipe out all of Konoha.
Obito: Force the universe into peace through genjutsu.
With what Obito wants, he's hardly an emotional sap. Did Rin dying drive him back to Madara? Yes, because like Nagato, it made him realize his idealistic view doesn't work in this world. Outside of his bitch fit the day Naruto was born, he only employed methods that harmed non-Jinks when the Kages wouldn't peacefully accept his proposal. That's hardly the "everyone needs to suffer because I'm unhappy" approach from the other two.