* 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.
*** Debby again as Jessie and Future!Jessie in "The Jessie-nator: Grudgement Day" - particularly notable as both Jessies end up on screen at the same time.
** "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.
** Likewise, Debby grew up in Ft. Hood, TX just like Jessie.
* 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).
* BillingDisplacement: Kevin Chamberlin is listed second on the info for each episode. If it was alphabetical, excluding Creator/DebbyRyan, Cameron Boyce and Karan Brar would be the other two listed. Creator/PeytonRList is the third name which makes sense as she is shown second during the opening credits, and should only be listed third behind one of the other kids. Mileage varies on which Ross child gets most the screen time or is the most or least relevant, but any one of them deserves to be listed above Bertram. It's probably a matter of experience with Kevin and Peyton, since they have done much more acting than the other Ross kids (though it makes one wonder why not an AndStarring accreditation, which is traditional on the network anyway).
** Though in later seasons Peyton List is indeed listed second with Kevin Chamberlain getting an AndStarring credit.
* 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. "Bye Bye Bertie" and "Dance Dance Resolution" are also directed by her.
* DyeingForYourArt: Debby Ryan dyed her hair auburn for the part.
* [[FakeAmerican Fake Texan]]: Debby puts on a very noticeable accent for the Jessie role (especially noticable if you catch her speaking in her normal voice or on other roles like ''Suite Life'' or her [=DCOMs=]). Also a {{Subversion}} since she's actually a Texan in real life, but just doesn't sound "Texan" enough for the role.
* 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]]
*** And Avery's sister Chloe visits the Rosses in "What a Steal."
** 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!
*** Mr. Moseby himself shows up in "Karate Kid-Tastrophe." No, not just Phill Lewis - the actual character, Mr. Moseby![[note]]And yes, he was left scratching his head a bit as to why Jessie looks just like Bailey, going so far as to call Cody over it![[/note]]
** Apparently, Brett, the sports-loving ex-boyfriend of Emma, would become a [[Series/TheThundermans supervillain]].
** Agatha is Jenny from the ''[[Creator/LucasCruikshank Lucas and Jenny]]'' online web series.
** Brooks' mother Rhoda is Diane the mob lawyer from ''Series/GeneralHospital''.
** The Rosses found [[Film/CampRock Tess]] in the middle of the ocean when they went on a private cruise.
** [[Series/TheSuiteLifeOfZackAndCody Woody]] is now a hand-model agent! Although, not a very good one.
* RealLife/MeanCharacterNiceActor:
** In RealLife, Skai Jackson is ''much'' nicer than Zuri.
** Same thing goes for Cameron Boyce/Luke.
** And for Jennifer Veal who plays Agatha (see Playing Against Type below).
* 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 (although it returned in 2014).
** 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.
** The one-hour specials ("Jessie's Big Break," "G.I. Jessie" and "Jessie's Aloha-Holidays with Parker and Joey") and crossovers ("Nanny in Miami" and "Good Luck Jessie: NYC Christmas") are rarely aired in the rerun schedule due to Disney Channel's rerun schedule having limited accommodations for one-hour schedules. Doubly so for "Jessie's Aloha Holidays with Parker and Joey" and the crossovers which are all Holiday-themed and thus only seen around the appropriate holidays (likewise the Halloween-themed "Ghostbummers" and "The Whining" when that episode was finally un-banished). Oddly enough "The Runaway Bride of Frankenstein" is frequently shown off-season despite also being a Halloween-themed episode, because it's also part of a multi-episode story arc that the network [[AdoredByTheNetwork seems to be in love with]].
* 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"
** Likewise Creator/MeaghanMartin isn't exactly known for playing confused, lost girls (unless you count the ''Coppertop Flop'' shorts).
** Double-likewise Jennifer Veal who usually plays a much nicer person, especially when she's playing herself in her most well-known role opposite Creator/LucasCruikshank.
* [[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.
** Even prior to that point, the show was originally considered as a second ''Suite Life'' spin-off with Debby Ryan reprising her Bailey Pickett character for the series' entire run. As ''The Suite Life on Deck'' concluded in New York City, it would've opened with Bailey running into a wealthy family in need of a nanny, just as in the eventual series but with key backstory changes. It's possible that such details as the New York locale and Jessie being such an {{Expy}} of Bailey are essentially TheArtifact from this stage of the show's development.
** 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.
** ''Jessie's Aloha Holidays With Parker and Joey'' may have originally been planned to be a larger-scale {{Crossover}} with ''Series/LivAndMaddie'' including the inclusion of Liv and/or Maddie as crossing over characters. Early promotional material and other references can be found originally referring to the episode as "Crossover-a-Rooney" fitting into the [[IdiosyncraticEpisodeNaming episode naming scheme of]] ''Liv and Maddie''. It's possible Dove Cameron was forced to drop out due to scheduling conflicts with the ''Descendants'' [[MadeForTVMovie DCOM]] and Maia Mitchell was invited to take her place reprising her "Jessie's Big Break" character (who like Liv Rooney is also an actress]].
** Speaking of [=DCOMs=] there can be several references found to a possible ''JESSIE'' [=DCOM=] including statements by Debby and other cast members in interviews that can be found on YouTube. Even after Season 4 production had wrapped (and along with it, the show for good), Peyton List confirmed in an interview that the cast was told a ''JESSIE'' [=DCOM=] was forthcoming - and then quietly dropped to the cast's own confusion. As the cast themselves have been left in the dark, no word has ever been released as to why the [=DCOM=] was dropped or what plot details would've been involved (it's possible that the project never even got far enough for any specific plot details to be hammered out beyond the basic premised carried over from the show).
* TheWikiRule: [[http://jessie.wikia.com/wiki/ Here you go.]]
* WriteWhoYouKnow: Debby knows Jennifer Veal (Agatha) through Lucas Cruikshank. Yes, ''WebOriginal/{{Fred}}''.
----