Yeah, I never trusted him...He is not a good pal to hang around with. He owes me money too...Itachi never trusted Madara. He did his best to keep Sasuke aay from him. He might have wanted the EMS to be transplanted by someone else. You see how Madara gained Sasuke's trust by telling him the truth about itachi and revealing something so sensitive such as the Moon's Eye plan. I think all his plans were directed to keeping Sasuke safe and away from Madara.
Again just a theory...:itachi:
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