History YMMV / NotCool

* WTHCastingAgency:
** Tori is played by Creator/CheramiLeigh, who is a well-known anime and video game voice actress. Quite a few people wonder exactly ''how'' Dawson managed to convince her to sign on.
** People on ''Series/TheChair2014'' repeatedly point out what a bizarre idea it is for Shane to cast himself as Scott, who's supposed to be a former BigManOnCampus and a heartthrob, which is almost exactly the opposite of Shane's type.

* {{Narm}}:
** Janie unironically says the phrase "totes retar".
** Scott's tearful confession of love [[ImportantHaircut while shaving his head]].

** Janie unironically saying the phrase "totes retar".

* TookTheBadFilmSeriously: The postmortem of ''The Chair'' had a lot of people praising Cherami Leigh and Michelle Veintimilla for giving quality performances despite the awful script and Shane's insufferable behavior. (Cherami Leigh, for her part, actually [[CreatorsFavoriteEpisode doesn't seem to share the haters' opinion]] of the film, and continued to make videos with Shane and hang out with him socially afterwards.)

** Tori is played by Creator/CheramiLeigh, who is a well-known anime and videogame voice actress. Quite a few people wonder exactly ''how'' Dawson managed to convince her to sign on.

* EightDeadlyWords: What few critics bothered to pay more attention to the plot of this movie than the wildly offensive content pointed out that there's so much offensiveness for offensiveness' sake that all of the characters came off as horrible people it was impossible to care about.

* AllThereIsToKnowAboutTheCryingGame: Pretty much the one thing everyone knows about this movie is that it graphically shows a homeless man eating his own excrement. This happens within the first ten minutes of the movie, has little relevance to the rest of the film, and was considered so offensive that word spread like wildfire through Pittsburgh about it during the run of ''The Chair'', leading to many actors boycotting the production and Shane being banned from shooting in many local businesses. (And yet despite this Shane [[HonorBeforeReason adamantly refused to give in to censorship]] and just cut it from the script.)

** People on ''Series/TheChair2014'' repeatedly point out what a bizarre idea it is for Shane to cast himself as Scott, who's supposed to be a former BigManOnCampus and a heartthrob, which is almost exactly the opposite of Shane's type.

* TheyWastedAPerfectlyGoodPlot: The whole movie is arguably a waste of Dan Schoffer's original script. One particularly noticeable missed opportunity, though, is how Scott and Janie barely have any relationship with each other -- something that gets [[LampshadeHanging lampshaded]] in the final act with Scott apologizing for how he's spent his whole life ignoring Janie, sure, but still comes off as a cop-out. You'd think Scott would have some kind of opinion over the fact that Joel is resorting to desperate measures to get with his little sister, but the issue never comes up, even with Tori being Joel's confidante. (It's pretty obvious that the original script this is based on had Scott as an only child and had no direct relationship between him and Janie.)

* FamilyUnfriendlyAesop: The conclusion to Joel's arc, which says that losing your virginity to a girl you actually like and respect has too high a chance to ruin your friendship with her, so you should instead have sex with a drunken slut you have no respect for at all.

* PacingProblems: Shane Dawson received repeated feedback during ''The Chair'' that ''Not Cool'' suffered badly from this, and refused to change the script in the face of criticism. Notably, the movie goes on for 27 minutes before Tori and Scott have their MeetCute and we get any indication that the movie is a love story between the two of them.
* RefugeInAudacity: The movie is clearly ''trying'' for this, by starting the film with a VomitIndiscretionShot, then openly signaling they're going to show a guy eating his own poop seconds before actually doing it. It doesn't seem like they got away with it, judging by the critical response.

* StarDerailingRole: This is the last live-action feature film Creator/CheramiLeigh ever appeared in.

* BreakoutCharacter: Both Shane's fans and his haters -- and Shane himself -- think Drew Monson's performance in this movie was surprisingly good, with the haters saying he easily outdoes Shane himself.

* AudienceAlienatingPremise: Not so in the sense of the premise of the original screenplay, which was deliberately created as a generic crowd-pleaser. Very much so in the sense of the premise of this whole project, which was to take Shane Dawson's notoriously alienating [=YouTube=] humor aimed at teenagers and try to turn it into a mainstream film release.