These are what we call the 'YMMV items.' Things that some people find in this work. We call them 'your mileage might vary' because not everyone sees these things in the same way. This starts discussions in the trope lists, a thing we don't want. Please use the discussion page if you'd like to discuss any of these items.
Having John Cena extol the virtues of reading as he beats the crap out of Jackson is pretty darn close to a literal anvil drop.
Jesse's return episode. The message was certainly in the right place, but for the part of the audience that has already reached the state of mental maturity where its something that should already be subconsciously understood, the episode may come off as insincere, as well as frustrating when considering the episode before it.
Alternative Character Interpretation: The entire town from the movie. Are they supportive of Miley keeping her lives separate? Or completely uncaring about her baring her soul and finally be honest with herself as they'd rather just have the teen starlet?
Bizarro Episode: The episode "Kiss It All Goodbye", where Miley is suddenly hated and accused of being a liar, was highly implausible given Hannah's universal popularity and the initial warm reception to her revelation of the secret.
Creator's Pet: After being a side character during the first season, Rico gained intelligence, money, and sudden character importance that just came from nowhere.
Designated Villain: Mr. Bradley in the movie is treated as a villain just because he wants to build a mall. He doesn't even do anything villainous. The only passibly mean thing he does is taunt the town people they won't be able to stop him building that mall. Which is Stupid Evil, because those people are his potential customers. Miley actually thinks the mall development is a good idea at first before being told down by her grandmother.
The season 2 premiere showed Jackson meeting a new student named Thor. Miley Cyrus was up until the summer of 2013 currently engaged to Liam Hemsworth, who's brothers with Thor himself, Chris Hemsworth.
Miley retweeted this humorous Vine video to former castmate Jason Earles in late September 2013 (not created by her) following her notorious MTV Video Music Awards appearance earlier that month, involving Jackson and a foam finger. (slightly NSFW). Also counts with Lilly's remark about Miley Stewart performing in her underwear, as mentioned below.
In the Season 3 finale, Miley's primary reason for staying in California was she didn't want to leave Lilly. Lilly seemed utterly devastated when she thought both of her best friends are leaving, yet seems only mildly upset when she learns that Miley is staying, but Oliver is still leaving.
Mikayla also seemed very interested in Miley and her teasing of Hannah could be signs of a crush.
One could argue that the finale is one big Femslash story with Jesse and Oliver only appearing to remi...try to convince people that the girls are straight.
Uncanny Valley: Two little instances. One is during an episode where Jackson is battling a candy addiction, where in the ending he's spoken to in a seductive voice by a chocolate bunny. The second is when Jackson procures a ventriloquist doll, who comes alive at the end.
Strangled by the Red String: Lilly and Oliver have been friends for years. They've seen the best and worst of each other, the best and worst of times, and have been there for each other through all of it. Let's not forget that they have numerous common interests. Do the writers use any of these perfectly legitimate story elements as a basis for their Relationship Upgrade? Please, this is the Disney Channel! Instead, we get some contrived story about how her head fit into his neck and how she smelled like apples. And they go from being good friends to all PDA all the time. Even Miley gets sick of the Romantic Plot Tumor.
The decision was actually more curious because it seemed like there was a lot of subtext between Miley and Oliver up until the episode. Also consider that Moliver was more popular than Jiley and you'll wonder what the writers were thinking.
The Woobie: Jackson counts. Despite his father being rich, he is reduced to a demeaning job for Rico, who tortures and humiliates him at every turn. Robbie spoils Miley shamelessly even as he castigates Jackson for the smallest offense. Miley is a complete brat to him, firing off insults every chance she gets, meaning almost every time they're in the same room. In one episode where he becomes amnesiac, Miley tricks him into becoming her slave. In another episode, she completely humiliates him at a party for supposedly spreading a rumor about her, despite having no actual proof.note This is especially cruel considering how she refused to humiliate other people in previous instances — such as Amber, who would have deserved it, and complete strangers like The Rock, because he was a celebrity. Even Uncle Earl, usually the Butt Monkey himself, said Jackson was an embarrassment to the family for the way he was dressed, when he was only wearing a costume to help Miley.