I think you’re underestimating IW and Endgame here.
Only time will tell on that. So there's not really any way to know. They are great fun, and everything the MCU has accomplished has been remarkable. And I think they will continue to have their fans. But when AFI releases their top 100 movies of the 21st century in 80 years or so, i just don't see them making the cut the way Star Wars did for the 20th.
Great movies can be easily palatable without being hugely divisive like TLJ. Just look at a list of the best movies and a lot of them most would agree on.
I'll rework my statement to make what I'm trying to say a bit more clear.
It's not that a great movie can't be palatable. It is that if you go in with that aim, you are unlikely to make a great movie. Most great movies that are palatable to most, weren't made with that aim in mind, but were made to tell a story that the director and writer wanted to tell from an artistic standpoint, and that happened to also end up being something the audience found appealing.
Look at a movie like Casablanca. Widely considered one of the great films. Holds up wonderfully even to modern audiences. But it is also unrepentant in its portrayal of both its main character and its not quite happy ending. If they had gone into that movie, trying to make sure no one would be upset, Rick wouldn't have been a nasty drunk and he would have gotten on the plane with Ilsa.
But because it is true to its story, it is more memorable and that is why it wasn't forgotten like any other number of early cinema melodramas.
Challenging an audience, doesn't mean it has to work. Doesn't mean it has to be great. But if you don't do it at all, your movie will likely be forgotten in 10 years.
So I'm not saying that you have to like TLJ because it tries to challenge of preconceived notions of what should have happened after RotJ. The nature of the story is risky and is why it is so divisive. And yes, there could have been a story that would have challenged and pleased everyone. But you can't aim for that going in. You can only aim to make the best story and hope that it resonates with the audience.
TLJ did resonate with me and is one of my favorite movies. It didn't with alot of people. But I'd much rather have had our roles reversed and hated the movie while others loved it than have gotten 3 bland TFA's that aim to do nothing but give us all exactly what we want.
I'd rather hate a SW movie that tries to do something interesting, than have it feel like it was drawn up by focus group.