Oh boy.
Luke doesn't have to reveal he is wise to Rey. She already knows he is The Great Teacher. Luke is a Legend to Rey. Pretty safe to assume she already thinks/knows he is wise. She knows him immediately. Luke see's Yoda as some dopey swamp alien. He isn't star struck like Rey. That is why Rey is so struck by Luke being a prick and realizing he might not have all the answers.
Second off, Yoda doesn't want to train Luke and explicitly says so, in much the same way Luke does with Rey, just using different words. Yoda is also pessimistic because of what he already went through with Anakin and doesn't want to fumblefuck his way around with Luke only to get another Vader. Then Luke leaves his training early and Yoda literally writes him off for dead.
"No, there is another."
You have a scene of Luke fucking with Rey (while training her mind you) where he smacks her with a reed. She cracks a joke but she gets the lesson and proceeds to reach out just like Luke is training her to do. You don't have the rock moving, backpack Yoda montage, but the sentiment is all still there.
Both Rey and Luke go to their planets expecting to find something other than what they did. Luke expected a great warrior, and instead got a wise teacher. Rey expected a wise teacher and instead got a pessimistic asshole.
Yoda was NOT pessimistic by nature. He specifically gave Luke a test, specifically tested him by concealing who he was in order to see how Luke, as a person was. Luke FAILED. He was impatient and angry. "
I can not teach him, the boy has no patience...Much anger in him, like his father." Yoda had specific reasons not to teach Luke based on
Luke's flaws as a character. Flaws we see corrected in the third film, when Luke returns and
APOLOGIZES to Yoda for being impatient and leaving. Despite this though, Yoda chooses to teach Luke. He was wise enough to NOT hold the sins of his own past AGAINST Luke, to not hold the sins of the father against the son. This scene shows us that Yoda is, indeed, wise, even if he is skeptical and it's Luke's nature that is the problem. It gives us a character flaw Luke has to correct, a character flaw that will soon after see Luke fail two additional training steps and the loss of his hand.
This entire sequence shows us Luke has A LOT of growing to do (Among other things)--even though he grew a lot during the training. Yoda put him on the right path. Yoda confronted Luke's inadequacies and showed him what needed to be changed. Luke realized it was profound enough to return to Yoda for more training and actually apologize for the flaws he used to hold (He literally says he's sorry.)
Meanwhile....With Rey.
Luke is
not pessimistic because of a flaw in Rey--he doesn't even give Rey the chance to show any flaws. He tossed away the saber and immediately shows he's just a dick. Then, he agrees to teach Rey but stops..why? Due to some character flaw Rey might be able to fix? Nope....Because Rey is TOO POWERFUL, and it frightens him. (Name me the flaw in Rey that turns Luke into an asshole and stops him training her, go on.) Luke is small minded, stupid and nihilistic, his good traits never overcome his bad traits,
at all. (Oh and there are allusions to him being scared because Rey might be able to be comfortable with the light and dark, and that frightens his old, conservative minded view that is all wrong, as you said.)
In these scenes we see Rey is actually way more progressive (Force wise) than Luke, as strong or stronger. She never fails in her training, and is able to train without him. In addition, her leaving is not a failure of her personality, but is a wise choice, while Luke's choice to stay is the unwise one. (Contrast this with how Luke left.) Every flaw of character in the scene stems from Luke, not Rey--Luke is the asshole.
Its a total 180 from Yoda in every single way.
Third off, it wasn't Rey that stopped Luke being shitty. It was Kylo and Luke's own guilt and history with his father and Han. Rey just reminded him of that.
So Rey was the reason Luke stopped being shitty. Right? Her example, her ability to face her past prompted Luke to face his own. Yeah, that scans--because it goes with the whole scene. Rey was more the teacher than Luke was. Luke was some old "get off my lawn" asshole stuck in the past, Rey is the future. And the progressive Jedi future has NOTHING to gain from the past....as you admit.
No it isn't. The entire point is that Luke, Obi-Wan, Yoda, Vader and every Sith and Jedi are and were wrong about The Force. They talk about balance all the time while trying to murder/defeat the other side. That is why Luke is literally The Last Jedi.
Yep, those old unwise assholes. Good thing Rey didn't let their myopic, stupid views corrupt her enlightenment. Also, the "oil and water" comment was about how the audience would feel about this. It amazes me even describing this you don't see it.
We get it Scream, we do. Trust me, every person in that theater gets the really cool little subversive theme of how all the old people were wrong about what was wise. Most people just thought it was stupid because Jed is who have pondered for thousands of years, some of them living several lifetimes focusing on the philosophy of morality and right and wrong, they all had nothing to offer the new, progressive, amazing Jedi.