This is going to sound condescending and snide; I'm not sure there is help for that.
Y'all are at nearly a century behind. The New Criticism dealt with all these issues back in the 20s.
This is sort of like reading a physics thread where no one refers to relativity, QM, and the like. Lots of flailing around without much progress. I'm guessing you wouldn't start opining strenuously in a physics thread without the education, why do so with art?
Really, go read Bishadi (sp?) say, dismissing 20th century physics without any education. It's embarrassing.
We forget how much education we absorb about the objects around us, and mistake that knowledge for "obvious". It's obvious X is art. It's obvious that you X is polite, Y is rude. Etc. No, it's learned.
Our lives are filled with representational art, hence, we find it fairly straightforward to evaluate. I find average taste is quite ... average. Tom Clancy outsells John Updike by tons. People will argue that it is a matter of taste. It is, to an extent. However, if you look at any given issue, such as characterizations, you will find cardboard cutouts in Clancy, and nuanced, complicated characters in Updike that teach you something about yourself. (And, of course, if you are looking for a ripping read, Clancy outshines)*
And that is the reason we study English and American Literature in High School. It's not obvious. The authors spent their lives learning their trade - all of the details of the works aren't just going to be obvious to us because we read at a six grade level. "War and Peace" is a long boring story about a war. That's the obvious, 6th grade summary. There's a
bit more in the book than that. I've been rereading Wallace Stevens, relistening and playing Bach for my whole life, and I still learn each time, and despair at my continuing ignorance. Back in VA my local grocery played classical outside (probably to keep away teens). I was floating along, listening to some sublime Bach, when I heard a teen sitting on a bench opine to his friend about the "elevator music". It was obvious to them, I guess.
Part of creating new forms is having to explain it. Not always, of course - the form can be clear, but the creation inspired. But on the whole, yes, the art you consider great was once not so great because it wasn't obvious.
Monet, an artist everyone on JREF falls over themselves admiring, was panned during the first Impressionist art show in 1874 (the term actually came from the painting Monet exhibited in the show:
Impressionism, Sunrise.
Go google Salon des Refuses - the splinter group of artists that broke away from the Paris Salon. Manet, Whistler, Courbet, Monet, all "obviously" inferior or trash to the art world at the time.
None of that is an argument that all works are equal, or whatever. There was some real crap at the Salon des Refuses, for example. But, it takes time for new things to become known, accepted, discarded, what have you. The artists listed above broke all kinds of known "rules" of art and palette. I mean, look at that clumsy, crude, broad brush work of Monet!!! Everyone knows that to be true art your brushstokes must be tiny and nearly invisible. It's obvious! What a laughing stock that Monet is, to try to pass off that crude technique as art. My 8yo child already has better brush technique.
Or so the arguments went at the time.
*edit: the point being, you can
value one of the writers over the other, and who could argue with you? But if you are going to suggest that Clancy turns a phrase better than Shakespeare, that his characters are more nuanced than Henry James', or whatever, you have a real argument ahead of you, and I suggest that you are going to lose.