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Itachi was the only one who knew about Madara/Obito's existence....
Itachi's role model was Shisui.... Shisui passed down his ideology to Itachi.... It is quite possible that Shisui told Itachi about Madara/Obito's existence....
Also when Tobi told Sasuke that, "Only Itachi knew of my existence" By the time Itachi contacted him.... Shisui was dead....Which makes Itachi the only person to know about Madara/Obito....
Also how Shisui got his MS is still a mystery....
Madara had kept an eye on all young Uchiha so that he could find a worthy successor.... This is hinted in the following Manga Page....
Conclusion
What I think is that the way Madara choose Obito.... Shisui was also choosen and Madara/Obito helped him obtain his MS.... but unlike Obito.... Shisui was dedicated to the village....
Later Shisui passed down whatever info he had to Itachi.... and Itachi seeked Madara/Obito out....
What do you think guys.... Share your thoughts....

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Itachi's role model was Shisui.... Shisui passed down his ideology to Itachi.... It is quite possible that Shisui told Itachi about Madara/Obito's existence....
Also when Tobi told Sasuke that, "Only Itachi knew of my existence" By the time Itachi contacted him.... Shisui was dead....Which makes Itachi the only person to know about Madara/Obito....
Also how Shisui got his MS is still a mystery....
You must be registered for see images
Madara had kept an eye on all young Uchiha so that he could find a worthy successor.... This is hinted in the following Manga Page....
You must be registered for see images
Conclusion
What I think is that the way Madara choose Obito.... Shisui was also choosen and Madara/Obito helped him obtain his MS.... but unlike Obito.... Shisui was dedicated to the village....
Later Shisui passed down whatever info he had to Itachi.... and Itachi seeked Madara/Obito out....
What do you think guys.... Share your thoughts....