* AbilityOverAppearance: The main reason that the Korean character Hiro was changed to Luke.
* ActingForTwo:
** In the Halloween episode, Debby plays both Jessie and the ghost of an AffablyEvil nanny.
** "Evil Times Two" - Agatha and her [[BlatantLies good twin]] Angela.
* ActorAllusion: Jessie's father is in the military, as was Creator/DebbyRyan's father.
** Jessie's from Texas, where Debby Ryan also lived for a number of years.
*** She even lived on the same base as Jessie, Fort Hood. However, she has moved around a lot more than Jessie has. One would assume that Jessie's family lives near Fort Hood or her father was stationed there towards the end of his term service, or both.
** Various examples (see ShoutOut and {{Expy}}) that link Jessie to [[TheSuiteLifeOnDeck Bailey]].
*** Most notable was when Mr. Moseby himself appeared, and noticed Jessie's resemblance to Bailey, though he didn't tell her.
** In "Star Wars", Emma mentions being tall for her age. Creator/PeytonRList is indeed tall (5'6") for her age (17).
** In "Punch-Dumped Love," they outright [[BreakingTheFourthWall break the fourth wall]] by having Cameron Boyce directly ask Adam Sandler about returning for ''GrownUps 3''.
** This isn't the first time Cameron Boyce has played someone with the last name of [[PanicAtTheDisco Ross]]
* ActorSharedBackground: Peyton List is actually from neighboring Brooklyn. Skai Jackson was born and grew up in NYC as well.
* TheArtifact: While much of Jessie's background is based on Debby's own autobiographical experiences, some of the show's and character's traits might've carried over when they were still mulling the show as yet another ''Suite Life'' spin-off based around Debby's character Bailey (including the fact that the show begins and takes place where ''Suite Life on Deck'' happened to end).
* CowboyBebopAtHisComputer: The episode summary for "Take the A-Train... I Think?" on some TV guides claims that the spider subplot involves Bertram and Ravi (actually Bertram and Luke).
* TheDanza: Christina Ross is played by Christina Moore.
** The rare last name variety- Molly Shannon as Col. ''Beverly'' Shannon.
* DawsonCasting: Averted, with everybody playing more or less their ages (including 20-year-old Creator/DebbyRyan, which is what makes this particularly notable for the Disney Channel).
** Played straight in that Karan Brar is older than Cameron Boyce (albeit by five months).
* DirectedByCastMember: Kevin Chamberlin directed "Are You Cooler Than a 5th Grader?" and "Say Yes to the Messy Dress".
** Debby Ryan herself actually helped co-create the series: she's officially an (uncredited) creative consultant for the first season, a credited co-producer for the second season and is contractually entitled to become an executive producer for the third season.
** More [[IncrediblyLamePun directly]], Debby directed the Season 3 episode "Coffee Talk," impressively becoming the youngest female to ever call the shots on a Disney Channel show in the process.
* DyeingForYourArt: Debby Ryan dyed her hair auburn for the part.
* HeyItsThatGuy: Besides the obvious (Jessie is [[TheSuiteLifeOnDeck Bailey!]]), some may recognize Ravi and Emma as [[DiaryOfAWimpyKid Chirag Gupta and Holly Hills, respectively]].
** Luke is [[PanicAtTheDisco young Ryan Ross]]
** Not to mention the dad WhoseLineIsItAnyway cast member Chip Esten and their mom was [[TheOtherDarrin one of the two]] [[That70sShow Laurie Formans]].
*** Christina is also [[SonnyWithAChance Tawni]] and [[BeverlyHills90210 Naomi's]] mom.
*** Chip Esten can also be seen on ''TheOffice'' and ''Series/{{Nashville}}''.
** Zuri's friend Nana Banana was Alex's friend Maggie in the ''WizardsOfWaverlyPlace'' episode "Alex Does Good".
*** Viewers of a certain generation will know [=JoAnne=] Worley from her stint in LaughIn.
** Creator/{{Sierra|McCormick}} [[ANTFarm McCormick]] plays Creepy Connie in a few episodes.
*** Who had [[DogWithABlog Avery Jennings]] as a roommate [[spoiler:Actually, an actress Creepy Connie hired to dupe Luke]]
** Officer Petey is played by none other than Creator/TeamStarKid's own Joey Richter.
** Bertram was both the original [[SeussicalTheMusical Horton the Elephant]] and [[Series/TheAddamsFamily Uncle Fester]] on Broadway.
** In "101 Lizards", Mrs. Chesterfield's employee ([[spoiler: later revealed to be her daughter]]) is played by [[TheLizzieBennetDiaries Jane Bennet actress Laura Spencer]].
** Some may recognize Zuri as [[Series/RoyalPains Maddie]].
** Rosie is [[Series/GoodLuckCharlie Annoying Heather]] and [[Series/RitaRocks Shannon Clemens]].
** Luke is [[GrownUps Keithie]].
** The girl who tried to turn Emma's friends against her is the [[KickinIt Swathmore girl who tried to humiliate Kim in the Seaford beauty pageant and had a crush on Milton]].
** Jessie was in a movie with [[Film/TeenBeachMovie Mack and Butchie]] (not to mention that the Ross family has Dr. Fusion as their butler).
** In "Break-Up and Shape-Up", Jessie's ex-boyfriend turns out to be [[Series/LabRats Adam Davenport]].
*** And Tony's ex-girlfriend turns out to be [[HowToRock Stevie]] (but not [[WizardsOfWaverlyPlace Stevie Nichols]]).
** Jessie's new agent is [[TheSuiteLifeOnDeck Woody]], which also counts as IWantYouToMeetAnOldFriendOfMine.
** Jessie's first date [[spoiler:post-break up with Tony]] is [[Film/TeenBeachMovie Tanner]].
** [[Series/ANTFarm Lexi Reed]] suddenly becomes a whole lot nicer with a Southern accent.
** [[TheSuiteLifeOfZackAndCody Arwin]], on the other hand, is a much bigger JerkAss as a band teacher.
** Grimm Haloran from the Halloween episode is played by Mesach Taylor, a.k.a. [[Series/DesigningWomen Anthony Bouvier]], or as he's better known to younger audiences, [[Series/NedsDeclassifiedSchoolSurvivalGuide Mr. Wright]].
** A behind-the-scenes example: Many of the episodes (including the ''GoodLuckCharlie'' half of "Good Luck Jessie: NYC Christmas") are directed by [[TheSuiteLifeofZackAndCody Mr. Moseby]]!
*** And speaking of behind the scenes and ''Good Luck Charlie'', at least one episode is directed by Amy Duncan!
** Apparently, Brett, the sports-loving ex-boyfriend of Emma, would become a [[Series/TheThundermans supervillain]].
** Agatha is Jenny from the ''Lucas and Jenny'' online web series.
** Brooks' mother Rhoda is Diane the mob lawyer from ''Series/GeneralHospital''.
* RealLife/MeanCharacterNiceActor:
** In RealLife, Skai Jackson is ''much'' nicer than Zuri.
** Same thing goes for Cameron Boyce/Luke.
* MissingEpisode: After "The Whining" aired, a nanny in New York did kill 2 of her kids like the Ross children thought Jessie wanted to do. Disney has since pulled all reruns of the episode and also removed from all paid download sites.
** The episode "Quitting Cold Koala" was actually pulled just prior to airing and was retooled before its actual premiere after several parents (who viewed the episode in advance through Netflix and Disney Channel's own streaming service) complained about the episode's treatment of gluten allergies.
** "Jessie's Big Break" is now this in the US due to Maia Mitchell being in ''Series/TheFosters'', and thus the episode is now hard to find in the channel's rotation.
* NamesTheSame: Mr. Kipling. No, [[Creator/RudyardKipling besides the obvious]]. It turns out there's a brand of pastries that carries the name ''Mr. Kipling'' that's very popular in Britain.
* PlayingAgainstType: Creator/StefanieScott, mostly known as being JerkAss AlphaBitch Lexi on ''Series/ANTFarm'' plays Emma's new ultra-naive and uncultured friend Maybelle in "Hoedown Showdown"
* [[PromotedFanboy Promoted Fangirl]]:
** Relates to how Debby Ryan got onto ''The Suite Life on Deck'' and ultimately getting her own show, ''Jessie''.
** Apparently Jennifer Veal was put on the show as Agatha because Debby happens to be a big fan of her web series ''Lucas and Jenny''.
* SimilarlyNamedWorks: Don't confuse it with ''Jesse'', the short-lived NBC show starring Christina Applegate.
* TypeCasting: Karan Brar reprises his role in ''Literature/DiaryOfAWimpyKid'' and ''WesternAnimation/MrPeabodyAndSherman'' as the Indian FunnyForeigner child.
** Katherine [=McNamara=] guest stars in "Kids Don't Wanna Be Shunned" as Bryn, a cruel AlphaBitch type. This is her third appearance in such a role. (The previous two were in ''Film/GirlVsMonster'' and ''Series/KickinIt''. Curiously enough, both those times she portrays a rival to Creator/OliviaHolt's character.)
* WhatCouldHaveBeen: Early promotional pictures for the series still shows Debby with her natural, "Bailey"-esque hair style. There are also hints that Jessie's surname was originally O'Keefe.
** Emma was originally named Anabel. She was renamed in honor of Debby's RealLife best friend.
** Luke was originally a Korean named Hiro.
** Ravi was originally a South American named Javier. Mr(s). Kipling was a capybara. A lot of early interviews and promotional material still refer to Mr(s). Kipling (then yet unnamed) as a capybara.
*** Mr(s). Kipling was ''then'' going to be a Komodo dragon - this was after the name Mr. Kipling and the "actor" (Frank the water monitor, who does indeed play Mr[s]. Kipling on the show) were already frozen. Someone discovered that there were too many differences between a Komodo dragon and a water monitor to be believable (particularly the size), so it was changed to Frank's actual species.
** Christina was originally named Pandora. She was planned to be a photographer.
* TheWikiRule: [[http://jessie.wikia.com/wiki/ Here you go.]]
* WriteWhoYouKnow: Debby knows Jennifer Veal (Agatha) through Lucas Cruikshank. Yes, ''WebOriginal/{{Fred}}''.
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