@ first bold: Sasuke was a kid, Itachi was 20 + a greater prodigy + greater experience. Honestly don't know why you brought that up, nobody expected Sasuke to win & he was a child. Irrelevant.yeah, atmosphere changes immediately when Madara, Itachi, Mangetsu, Minato appear. Sasuke got nothing nostalgia from main characters when showing.
Everytime people count era as past Itachi, he comes back to prove them wrong.
Sasuke thought he was grown enough with chidori to fight itachi, he was fodderised in seconds
Sasuke comes back after being hebi to fight, again sick blind itachi fodderises him
Naruto gained Chakra Mode and thinks he's ready for war, He was cornered by itachi's taijutsu with the speed claimed "to be > minato"
Sasuke has EMS and thinks now I've finally surpassed Itachi, He ended looking like a by stander in Itachi vs Kabuto fight. With itachi trying to find relevant chances for sasuke to be useful at in that fight...
every time they think itachi is old news, he comes back to show why is number prodigy
@ Second bold: Itach was also immortal and didn't have to worry about dying, not only that but he told Sasuke to stay back so again, irrelevant.