History Trivia / Jessie

** 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.

** Peyton List is actually from neighboring Brooklyn. Skai Jackson was born and grew up in NYC as well.

** Though in later seasons Peyton List is indeed listed second with Kevin Chamberlain getting an AndStarring credit.

** 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 Website/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).

* SimilarlyNamedWorks: Don't confuse it with ''Jesse'', the short-lived NBC show starring Christina Applegate.

* SeriesHiatus: The series went on hiatus before its final five episodes throughout August, due to ''Series/Bunkd'' airing early.

*** But this brings up a question about it- if Dove had scheduling conflicts with ''Descendants'' why does Cameron Boyce still show up in the special, despite also in the same movie?[[note]]While this is a good question, one may remember that while Dove Cameron played Mal, the main protagonist of ''Descendants'', Cameron Boyce played Carlos, who is also another one of the protagonists, but the film focuses more on Mal. Hence, one could assume that filming Mal's scenes took a lot more time than filming Carlos' scenes.[[/note]]

*** But this brings up a question about it- if Dove had scheduling conflicts with ''Descendants'' why does Cameron Boyce still show up in the special, despite also in the same movie?

* LongRunner: ''Jessie'' ran a full four years, and going by production codes for episode count, has the second-highest run of episodes behind ''Series/WizardsofWaverlyPlace'' and the third-highest run of episodes overall behind ''WesternAnimation/PhineasAndFerb''.

** 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).

** ''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).

*** 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.

** Likewise, Debby grew up in Ft. Hood, TX just like Jessie.

* 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 [[Series/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 ''Film/GrownUps 3''.
** This isn't the first time Cameron Boyce has played someone with the last name of [[Music/PanicAtTheDisco Ross]]
* ActorSharedBackground: Peyton List is actually from neighboring Brooklyn. Skai Jackson was born and grew up in NYC as well.

* TheDanza: Christina Ross is played by Christina Moore.

* DirectedByCastMember: Kevin Chamberlin directed "Are You Cooler Than a 5th Grader?" and "Say Yes to the Messy Dress".

* 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).

* 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"

* TypeCasting: Karan Brar reprises his role in ''Film/DiaryOfAWimpyKid'' and ''WesternAnimation/MrPeabodyAndSherman'' as the Indian FunnyForeigner child.

* 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.

* 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).

* TypeCasting: Karan Brar reprises his role in ''Literature/DiaryOfAWimpyKid'' and ''WesternAnimation/MrPeabodyAndSherman'' as the Indian FunnyForeigner child.

* 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).

** Various examples (see ShoutOut and {{Expy}}) that link Jessie to [[TheSuiteLifeOnDeck Bailey]].

** In "Punch-Dumped Love," they outright [[BreakingTheFourthWall break the fourth wall]] by having Cameron Boyce directly ask Adam Sandler about returning for ''GrownUps 3''.

* HeyItsThatGuy: Besides the obvious (Jessie is [[TheSuiteLifeOnDeck Bailey!]]), some may recognize Ravi and Emma as [[DiaryOfAWimpyKid Chirag Gupta and Holly Hills, respectively]].
** Luke is [[Music/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 [[Series/SonnyWithAChance Tawni]] and [[BeverlyHills90210 Naomi's]] mom.
*** Chip Esten can also be seen on ''Series/TheOfficeUS'' and ''Series/{{Nashville}}'' (his commitments to the latter explain why Morgan Ross never appears again after "Gotcha Day" - he doesn't even come BackForTheFinale, although he does get mentioned throughout the series).
** 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." Said episode also had the second lowest rating of the entire series.
** Officer Petey is played by none other than Creator/TeamStarKid's own Joey Richter.
** Bertram was both the original [[{{Theatre/Seussical}} 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 [[Series/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.

*** And Avery's sister Chloe visits the Rosses in "What a Steal."

** This isn't the first time Cameron Boyce has played someone with the last name of [[PanicAtTheDisco Ross]]

** Luke is [[PanicAtTheDisco young Ryan Ross]]

*** Christina is also [[SonnyWithAChance Tawni]] and [[BeverlyHills90210 Naomi's]] mom.
*** Chip Esten can also be seen on ''TheOffice'' and ''Series/{{Nashville}}'' (his commitments to the latter explain why Morgan Ross never appears again after "Gotcha Day" - he doesn't even come BackForTheFinale, although he does get mentioned throughout the series).

** Bertram was both the original [[SeussicalTheMusical Horton the Elephant]] and [[Series/TheAddamsFamily Uncle Fester]] on Broadway.

** 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. Netflix did show in the past the uncut version of the episode (even after the edited version aired on Disney Channel),but now only shows the edited version.

** More [[IncrediblyLamePun directly]], Debby directed the Season three episode "Coffee Talk," impressively becoming the youngest female to ever call the shots on a Disney Channel show in the process. She also directed "Bye Bye Bertie," "Dance, Dance, Resolution" and "Identity Thieves" (all in season four).

** 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.