I've always liked the tsukuyomi theory, and I actually realized the change that the photo had from Naruto to Boruto a little ago bc I'm working on a fanfic about this. I don't know if you have notice some other things that could help me, bc I think you're making some good points, and making realize some other things.
Yeah there are definitely a lot more I noticed in the plot that could suggest the theory might be true.
I have some ideas for future posts on the subject, maybe they will help you.
Something interesting I thought about, is that almost all of the foreshadowing regarding the sage of six paths his sons and Kaguya were all done by either the masked man (Obito as Madara) or Madara himself, everybody believed the sage to be a myth and the rinnegan to just be a mutation, except for Madara and Obito, but when the sage popped up in the story no one seemed that shocked or surprised as if it's totally normal for a guy from mythical stories to just come back from the afterlife and start talking about his sons and mother.
Even the final fight between Naruto and Sasuke was foreshadowed and promised by the masked man, he told them he would set a more proper stage for it (when they met after the kage summit) and also he said to Naruto when he talked to him about Sasuke that it was the Uchiha and Senju destiny to fight just as the sons of the sage once did so he even foreshadowed the brothers feud.
It also puts into new perspective Sakuke telling Naruto in chapter 699 that he would hold on to the headband until they have their real fight.
Another thing is all the characters design changes, some characters had such an extreme change that they become like a road to ninja version of themselves, like Hanabi for example from stoic barely showing any emotions to a happy go lucky personality, or Anko from bloodthirsty to kind and well also fat, Konohamaru suddenly has blue eyes for some reason and brighter hair color. It seems similarly to the movie the further away from the epicenter of the jutsu was cast the bigger the changes of the characters become.