Well, some of Obito's lies to Sasuke were to make the Uchiha look more like victims in order to feed Sasuke's hatred of Konoha. Also, Obito lied about things like "I gave Nagato the Rinnegan" because he needed to crush Konan's pride that Nagato, a Shinobi from her country, had awakened the Rinnegan... but Obito couldn't reveal his true identity, even to someone he was about to kill, so he said it as if he were actually Madara.
Then there's the matter of things like saying to Kushina "Do you know how long I have waited for this moment?!" When actually it wasn't very long, just a couple of years at the very most... things like that are indeed pointless and misleading, and are very frustrating.
And things like Obito's tale to
Naruto about the Rikudou Lineage and the legacy of hatred... things like "I can see that Hashirama lives on in you, the man I most admired, and hated" (I messed up the quote a bit)... that is such a WTF moment. I believe Obito hates the Senju because they represent faith in humanity/change/peace through love, all of which Obito rejects as empty words that only lead to suffering within reality. However, there's no reason for him to feel personally bitter towards Hashirama, so the act is taking things a bit far. I wonder if seeing Obito's facial expression at the time would help? Or maybe it's more complex, like Obito is examining his own lost "Will of Fire" within Naruto? And of course, Obito's personal "Hashirama" was always Kakashi, and Naruto has inherited a lot of Kakashi's principles (some of which came from Obito).
I suppose since Obito is discussing the ideological conflict that culminated with the battle between his mentor/adoptive identity, Madara, and Hashirama (whose ideals run strongly in Naruto/Konoha), it IS a bit personal for Obito... after all, the man calls himself Madara and wears a mask 24/7, and refuses to acknowledge his own identity...
Maybe I'm trying to read too much into Kishi's cheap tactics, trying to justify the Obito angle in my head and defend the many misdirections. However, It can be fun to re read chapters in hindsight, thinking of what Tobi's statements would mean coming from Obito, not Madara.
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