* CrossesTheLineTwice: Max traumatizes Troy and causes him to act in a manner akin to a ''[[DoesThisRemindYouOfAnything rape victim]]'', which wouldn't be funny in any other context... except that it's his reaction to an [[FauxHorrific inane Scottish frog mascot character]] from a PreschoolShow.
* CultClassic: Has its fans, particularly kids of early 2000s and most just finding the movie just adorably cheesy.
* FridgeLogic: Max mentions he plays the bassoon in marching band, but the bassoon isn't a marching band instrument.
* SugarWiki/FunnyMoments: This gem:
-->'''Jindrake:''' Young man, you seem to be under the impression that I encourage horseplay and malarkey. Well, you're wrong! I don't encourage it! I ''excourage'' it!
* HamAndCheese: Larry Miller probably broke his teeth chewing all the scenery.
* HarsherInHindsight: The scene where Jindrake is pounced by Chad the Chimpanzee and lands face-first in food-fight residue was funny. However, its hilarity decreases somewhat with reports that Creator/LarryMiller, Jindrake's actor, [[https://www.eonline.com/news/306479/funnyman-larry-miller-hospitalized-after-head-injury suffered a freak head concussion.]]
* RetroactiveRecognition:
** Before his fame, underground rapper Music/{{Hopsin}} (who was a child actor around that time) appears as an extra in Jenna's milkshake party. He's in the background wearing a basketball jersey.
** Singer Myra (Mayra Ambriz) is Jenna's friend Chelsea. Her self-titled album having been released just before this movie by the Disney-owned Creator/HollywoodRecords; her cover of Martha and the Vandellas' "Dancing in the Street" having prominently appeared in ''WesternAnimation/RecessSchoolsOut'' earlier the same year and her song "Miracles Happen (When You Believe)" having been memorably utilized in ''Film/ThePrincessDiaries'' the year before. Another of her songs off the album "Girls Like Boyz" is featured in a scene in this film as well.
* UnintentionalPeriodPiece:
** The movie shows how much of a time capsule it is for the (''very'') early 2000s not only from obvious factors (i.e. the music, fashion, etc.), but also by having a plot point involving the theft of a [[TechnologyMarchesOn Palm Pilot PDA]] from Dobbs and showing Max using an [=iMac=] [=G3=] computer in his bedroom.
** If you want a specific example on music featured in the movie, the {{leitmotif}} of Max's crush Jenna is the Music/BritneySpears song "...Baby, One More Time", which plays almost every time she appears onscreen.
** The opening dream sequence features a cameo from Tony Hawk, giving more proof that the movie came out during the early 2000s, when Hawk was at the height of his popularity (and extreme sports were in the pop culture spotlight).
* ValuesResonance:
** The themes about school bullying and revenge have become more relevant as time goes on.
** Instead of emasculating [=McGinty=] who is stricken from his encounter with [=MacGoogles=] the gym teacher actually shows utmost concern, and even stands up to the other kids who are picking on him ([=McGinty=]).
* VindicatedByCable: Did horrendous at the box office but TV showings and DVD rentals made it a hit with kids and ultimately a CultClassic. Helped that years down the line many fans of ''Series/DrakeAndJosh'' would remember Josh Peck from this film, boosting its status.
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