|Lives In:||Devon Lane, Killeen, Texas (formerly)|
New York City, New York (formerly)
Los Angeles, Hollywood (Currently)
London, England (In future)
|Brothers:||Caleb Shannon (Step-Brother)|
|Sisters:||Darla Shannon (Step-Sister) |
|Father:||John Wayne J.W. Prescott|
|Ex-Boyfriend:||Brooks Wentworth |
Other Unnamed Ex-Boyfriend
Tony Chiccolini (formerly)
|Friends:||Luke Ross (Best-Friend) |
Ravi Ross (Best-Friend)
Zuri Ross (Best-Friend)
Emma Ross (Best-Friend)
Bertram Winkle (Former co-worker; Best-Friends)
Christina Ross (Former boss)
Morgon Ross (Former boss)
Shaylee Michaels (Best-Friend)
|Nemesis:||Darla Shannon |
|Employment:||Nanny (Formerly; 2011-2015) |
Actor (Currently; Late 2015-present)
|Portrayed by:||Debby Ryan|
|First Appearance:||Karate Kid-tastrophe (Only in JESSIE)|
|Last Appearance:||Karate Kid-tastrophe (Only in JESSIE)|
In 2011 (Adulthood), Jessie became the nanny to four kids; Emma, Luke, Ravi and Zuri Ross for four years and 10 months, before leaving them to become a actress in Hollywood, which was her biggest dream since she was a little girl, and her goal throughout the series. Before, she considered herself to be a 'struggling actress' and got some support from acting classes and friends.
Jessica ''Jessie'' Prescott was born in a cadet camp in Ft. Hood on Saturday October 5, 1994 at 12:59pm to Mrs. Prescott and John Wayne. She was then, raised there throughout her childhood and teenage years.
At one point being raised in Ft. Hood, she was given a tank privilege (Karate Kid-tastrophe & Driving Miss Crazy) but it was taken away from her, by her father at the age of 15, after an embarrassing accident with an tank engine.
In school, she was a very great student and always referred to the Teacher's pet. She was also bullied by a group of mean girls, who'd call her weird in a mean way. Jessie told her dad, and afterwards got her revenge. Several years later, she realized, Darla (her future Step-Sister) was in the gang as well. One point in her life, (16 October 2009, Monday, according to Jessie in episode, Kids Don't Wanna Be Shunned', the mean girl group told her it was clown day, and she ended up being told it was a set up.
At the age of 18, going to 19, Jessie decided to head to New York, to follow her dreams of becoming an actress, and listening to her mother, to follow in these footsteps. She did so, angering her father who wanted her to still be raised in Ft. Hood for more years (G.I. Jessie), which leads to 'JESSIE'.
In November 2009, Jessie actually started a dog-sitting service nearby, New York City, but it was shut down.
Jessie, whilst living in Ft. Hood, went to the bathroom, without using a hall pass (JESSIE: New York, New Nanny)
She was not allowed on the plane with eight bottles of shampoo (JESSIE: New York, New Nanny), but is sure, Ravi's allowed to bring his Asian Water Monitor (Mrs. Kipling).
Jessie's father teached her how to steer an plane and a helicopter. (JESSIE: New York, New Nanny).
Her mother died when she was so young. (JESSIE: G.I. Jessie).
Working as a Nanny/ Life in New York
'New York, New Nanny'
In October 2011, Jessie visited New York to follow her dreams of becoming an actor. She was thrown out of a yellow taxi cab, (#109), and ended up in-front of a large building. Tony Chiccolini (her future boyfriend) came and helped her up to her feet, Then, Zuri Ross, rushed over and wanted her to become her nanny, after her current one, ran out screaming. Hand-with-hand, Zuri took Jessie into the large building, when her life changed forever...
After some minutes, Zuri and Jessie enter in Zuri's large penthouse, and the little girl, introduces Prescott, to the butler, Bertram Winkle. Jessie slumps herself onto the extended couch, when the other three kids, Emma, Luke and Ravi run from the porch. Luke lands on Jessie, and starts to flirt with her, making Jessie unimpressed. The elevator opens up, and the kids' parents, Morgon and Christina Ross (Famous movie directors) arrive and give their kids presents. Jessie jumps along with them, but Bertram tells her to stop, and also says 'this isn't Oprah'.
When the kids are settled, Zuri starts to tell her adoptive parents, about Jessie and how she wants her to become the new nanny. Christina is shocked when she hears, the former nanny, (Nanny K.) quit. Emma explains how Nanny K. said 'You'll be hearing from their lawyers'. Then, Zuri impersonated her screaming. Morgan shows the kids his new Star Wars lightsabour and accidentally slaughters a couch into a slanted half. Afterwards, he picks up both Zuri and Ravi, swinging them around, running to the toy chest, with Luke running after them. Christina watches them go, and faces Emma, and asks her about her Solar System project. Emma states it's coming along great and she's using a smart clipboard for her project.
Christina brings Jessie into the kitchen and starts to interview her. She starts to dig up past events of Jessie's past life, (such as going to the toilet, without a hall pass). Jessie is eventually given the job. Luke comes in and asks if he could have the nanny to himself, but his mother just says 'no', smiles at Jessie, and walks away.
At Lunch, Jessie gathers the kids together for lunch, and after, drags them downstairs. Everyone is annoyed at Jessie for doing this. Jessie asks them if they want to share something about their day. No-one responds, and Emma asks if she can finally finish her project. Jessie agrees. Soon, Luke leaves, Ravi leaves and then, Zuri who is upset that Jessie pointed out, her imagery friend, Millie the Mermaid.
Jessie is reeling from the lunch, and spots a letter saying the kids have run away, and chases after them.
An hour later, the kids run out of the elevator screaming and laughing. Jessie's hair is messed up after getting the kids out of a helicopter. She is so angry, that she tells them to get on the floor and makes them do military push-ups.
At night, Jessie makes Emma some chocolate cookie and lays them next to her project. Jessie sees how she's doing and then, Emma speaks to her parents via webcam, when they start saying they cannot make it to the science fair. Emma runs upset to her room, but Jessie tries to run after her, with her project in hand, before she falls over the couch and breaks her project. Zuri comes downstairs and tells Jessie to blame it on Luke, and she does...
The next day, Emma gets ready for school, with her re-built science project. Once the kids, are packed and ready for school, Jessie goes to see their parents, to confront them, and tell them it's wrong not to see her daughter at the science fair. She just ends up getting fired.
At 3:00pm, Jessie arrives at Emma's Science Fair. When she presents her project, she waves at someone, but Jessie thinks she's waving at her, and waves back, but turns around and sees Christina and Morgan Ross, who apologizes to her and re-hires her. Emma is declared the Science fair winner, and the family go home. Before Luke goes with them, he tries to flirt with Jessie, but fails....
In the penthouse, the family have ice-cream to celebrate, Emma's victory. Mrs. Kipling takes Jessie's ice-cream and is grounded by her. Jessie is then part of the Ross Family.
The Talented Mr Kipling
When Mr. Kipling suddenly escapes into Mrs. Chesterfield's apartment, Jessie and Ravi attempt to bring him back and convince Mrs. Chesterfield to let Ravi keep his lizard. Meanwhile, Emma and Luke are assigned as partners for a photography project in their school (Walden Academy), but they argue over who does what task. When Luke takes an awesome photo of a hawk on Grand Central, he gets a lot of credit even though he did nothing toward the report. Elsewhere, Zuri gets bullied by one of her imaginary enemies, Genevieve.
After Jessie accepts an invitation for lunch with Tony, Emma offers Jessie unsolicited love advice she read from her favorite teen magazine. Meanwhile, Ravi gets sick of being the target of Luke's practical jokes, so he decides to get back at Luke by telling him that his karma will get him.
Zombie Tea Party 5
After Jessie embarrasses Luke in front of a bully, he does not want her to help him with anything in public. When the mean child faces off with Luke in the neighborhood paintball contest, Luke has no one to be his partner. Upset, Jessie arrives at the park to prove to Luke that she can help him win the paintball contest. Meanwhile, Zuri invites Emma to her B.Y.O.B. (Bring Your Own Boa) tea party, but Emma turns down the invitation when her friend Jasmine gives her a free pass to a fashion show. However, when Emma is ready for the fashion show, Jasmine gives the passes to the Olsen Twins, so Bertram insists that Emma spends the day with Zuri after he had been the unwanted guest at the tea party for the last part of the episode.
One Day Wonders
Jessie practices her guitar skills and plays in Central Park. People notice her and give her money. While she plays, Luke hip-hops and they find out that they earn more money that way. After J.J. Mayfield (Arvie Lowe, Jr.), a music producer, spots Luke and Jessie performing in the park, he promises them fame and gets them to his studio to shoot a music video. However, Jessie and Luke have to pay $1,200 in order to make the music video and produce it. During the shooting of the music video, they fight over the spotlight, causing problems. Meanwhile, Bertram enlists Emma to help "style" him for hissocial network profile photo, but things get out of hand when Bertram finds out he can edit his photo to look thinner. Bertram only signed up for the social messaging site to meet an old high school crush. In the end, it turns out that she had around four children and wanted to have more. Meanwhile, Zuri and Ravi take Tony's place at the reception desk to prove to Tony that his job is not as hard as he makes it seem, but after throwing up in someone's grocery bag and dealing with cookie peddlers, they decide that maybe it was too much for the two of them to handle.
Zuri's New Old Friend
Jessie gets worried that Zuri may have imaginary friends her whole life, so she tries to find her an actual friend at the park. Zuri meets their neighbor, Mrs. Arthur, but she arrives at the penthouse in character as "Nana Banana", a former clown with a colorful personality. Zuri begins to favor Nana over Jessie. Jealous, Jessie throws Nana out after a banana peel is left on the stairs, which upsets Zuri. Meanwhile, Mr. Kipling falls in love with a plastic toy animal at the park, so Luke, Emma, and Ravi steal it from the park while trying to avoid Ranger Bill (Ronnie Schell), the nearly-blind park security guard. In the end, they get caught, but Nana Banana smooth talks the ruff and burly park security guard.
Creepy Connie Comes a Callin
Jessie believes that Connie, a math tutor she finds for Luke, will be the perfect influence, not realizing that Connie is obsessed with Luke. Connie asks Luke to a Harry Potter dance and Jessie forces him to accept. Jessie soon realizes that Connie really is a creepy stalker. Meanwhile, Ravi is convinced that he can predict the future with his Mystical iBall application on his tablet. Zuri does not believe him at first, but after asking a question that gave her an unpredictable answer (Mr. Kipling destroying her pet pony stuffed animal), Zuri finally agrees with Ravi's Mystical iBall application. Once these younger Ross siblings hear of terrible predictions about Bertram's fate from the Mystical iBall, they try and convince Bertram to stay alert.
The Ross children are beyond excited for their parents' arrival; they make sure the house is decorated to perfection. Meanwhile, Ravi has never heard of Santa, so Zuri explains who he is, except that she makes him sound like he is a judgmental spy who feasts on children. When Christina and Morgan cannot make it because they got caught in a snowstorm, it is up to Jessie and Bertram to bring the Christmas spirit to the children.
Celebrity actor Jordan Taylor comes to stay at the Ross household. Jessie and Emma fight for his affection, while Luke and Zuri make prank phone calls on his phone. Bertram pretends to work while Morgan Ross is in town. Even though Morgan tells everyone not to tell people that Jordan is staying at the Ross penthouse, Emma tries to ruin Jessie's date with Jordan, disobeying her father's orders.
Are You Cooler Than A 5th Grader?
After Zuri's doll is ruined, she and Jessie attempt to raise two-hundred dollars for a new one, despite attempts on being stopped by a cop and Mrs. Chesterfield. Meanwhile, Ravi starts as the new student in Luke and Emma's school, though Luke expects him to act normal on his first day. Despite trying to fit in, Ravi's first unexpected attempt to embarrass Luke led him to lie to his friends about Ravi (Luke's "dad's friend's cousin's dog's neighbor") because of his geeky cricket uniform. Luckily, Ravi helps stop a school bully when he has him eat one of his dragon fire peppers.
Take the A-Train... I think?
Jessie notices that Emma is constantly doing her homework at the last minute; now she is doing the same for her social studies report, which makes Jessie scold her just like her dad would do back at the military base. As she tries to take the children to the Battery Park, they get lost and have a wild subway adventure, with first taking the uptown train to Yorkville, then taking a downtown train to Chinatown and then the uptown train. Meanwhile, back at the penthouse, Luke starts break-dancing again, but he hears a scream coming from the kitchen. It turns out to be Bertram, who falls unconscious at the sight of a poisonous spider called the speckled recluse (according to Bertram, the "deadliest spider on the planet"), so both of them try to get rid of it by using their "winging-it" ideas (mostly Luke's), leading them to their final plan. In the end, Emma finishes her homework using the experiences in the adventure while Luke and Bertram end up with hundreds of spider babies from the eggs that the speckled recluse laid.
Romancing the Crone
While shooting a video to show to one of her friends back in Texas, Jessie puts on an expensive tiara that Morgan bought for Christina when they got married. While shooting the video on the terrace, she accidentally drops the tiara into Ms. Chesterfield's pool. Ms. Chesterfield does not give the tiara back when asked and threatens to tell Morgan and Christina that Jessie was using it. To distract Ms. Chesterfield, Jessie forces Bertram to ask Ms. Chesterfield out on a date.
The Princess and the Pea Brain
Normally, Jessie reads Zuri a bedtime story, but this time Zuri tells the story to Jessie, which soon places all of them into a medieval world. Peasant Tony will do anything to please Princess Jessie, though he is going against another guy fighting for her, who is supposed to represent a rich guy named Brody in the real world. In the real world, a guy named Brody asks Jessie out on a date, which actually causes Tony to become jealous.
World Web of Lies
Jessie competes with another nanny named Agatha who forbids her from taking the Ross children to Central Park. Agatha writes on her website, Toddler Tattler, about Jessie and what a bad nanny she is by posting pictures of Jessie brushing dirt off of Zuri's rear end. Agatha twists the truth and writes that Jessie always spanks Zuri and that was proof. However, it was libel since the picture was taken by Agatha herself when Zuri fell in the dirt. When Christina finds out about the website, she believes Jessie and does not fire her; instead she helps her get rid of Agatha. Meanwhile, at the penthouse, Bertram is sick and tired of Luke and Ravi constantly "nurpling" each other, so he teaches them a lesson by teaching them how to wrestle.
The Kid Whisperer
Jessie thinks Luke needs strict discipline to keep him from misbehaving and enlists the help of a fellow nanny, Samantha, who turns out to be a dog trainer. Meanwhile, to retrieve their stolen belongings, Emma, Ravi, and Zuri break into Bertram's room, where his habit of hoarding is revealed. Jessie makes them help clean it up.
Glue Dunnit: A Sticky Situation
When Mrs. Chesterfield's hands get stuck to her head because her hair gel is switched with glue, she accuses all of the Ross children. Meanwhile, Tony and Jessie attempt to go on a date, but in all of the chaos, they miss their dinner reservation, movie, and carriage ride. At the end, Jessie apologizes to Tony for them missing their third first date. Ravi plays the part of a detective along with Mr. Kipling. In the end, Mrs. Chesterfield's pet chihuahua, Zeus, is revealed as the culprit.
Emma has a huge crush on a bad boy named Vincent after an awkward encounter, they start dating. Jessie is excited to meet Emma's new boyfriend, but when they do meet, Jessie is thrown off-guard because he is nothing like what she expected. Jessie believes that he is a bad influence on Emma. Meanwhile, Zuri plants a tree in Central Park for her project and becomes way too overprotective of it.
Beauty and the Beasts
Zuri enters the Little Miss Big Apple competition against Lindsey, a child who Agatha is watching. When Jessie finds out that Zuri has no talent, she insists that Zuri lip syncs as her talent. When Zuri plans to cheat on her schoolwork, Jessie apologizes for teaching her that cheating seemed all right. Zuri ends up doing an acting scene, but when she and Lindsey do not win, Jessie and Agatha both end up paying the losing part of their bet. Both the nannies end up hanging upside down in monkey suits at Central Park, but when Zuri and Emma want to see how long they can stay there, they leave them there for longer than their bet said to. Meanwhile, Luke helps Ravi with his science project, which leads them to experiment on Bertram. When Bertram finds out about their little "plan", he tries getting back at them by pretending to receive chest pain in order to scare them both. In the end, Luke and Ravi learn their lesson.
Evil Times Two
Agatha's twin sister, Angela, visits. After Agatha refuses to let her stay in her apartment, Jessie tells her she can stay at the Ross household. Angela is sweet at first, but has a hidden dark side. Jessie suspects that she is trying to steal her job and catch Tony's eye. With the help of Agatha, Jessie unmasks who Angela really is. Meanwhile, Emma is horrified when a huge pimple grows on her nose, but it goes away thanks to a non-organic cream Angela made.
Tempest in a Teacup
Ravi and Luke are flying a model helicopter when it flies into a giant teacup on a billboard. Ravi, Luke, and Bertram also get stuck in the teacup trying to rescue the helicopter. Meanwhile, Jessie and Tony go on their fourth date and try to make it perfect because of their previous three dates all going wrong and because of Jessie's bad experience with a previous prom date. Emma and Zuri help plan the date/prom make-up by doing an under the sea theme for the date. Jessie and Tony end up getting stuck in the giant teacup billboard. When Jessie gets soaking wet, just like her last prom date, it sets their course for a fiasco, but Tony considers her beautiful, no matter how she looks, and kisses her. The episode ends with them dancing the night away in the giant teacup, where Bertram, Luke, and Ravi also are because they are stuck.
A Doll's Outhouse
After watching a scary movie about dolls called "Betty Die Time", Zuri refuses to sleep in her room again. Jessie tells her to face her fear, revealing her own fear as well: Porta-Potties. Meanwhile, Luke teaches Ravi how to impress a girl from his biology class, not yet realizing that Tanya has a crush on Luke, not Ravi, after she gives him a rib-cracking hug. Ignoring the context, Ravi is angry and upset because he thinks Luke betrayed him by "moving in on his woman" and challenges his brother to an unnecessary duel two hours later. During all of that mayhem, Bertram attempts to enter an opera contest to win a long vacation to Italy. While Luke and Ravi hit each other with large bread sticks, Bertram finds out that he did win, but not a vacation to Italy. After Luke "grinds" Ravi with sausage, Luke tells him what really happened two hours ago in Central Park and Ravi apologizes for not believing him in the first place. Finally, Emma solemnly tells Tanya that she would rather end up as an old maid with lots of cats than continue being her friend. In the end, after receiving weird dreams about their greatest fears, Zuri and Jessie successfully conquer them.
We Are So Grounded
Jessie, Bertram, and the children head to Bali for a family vacation, but when their private jet starts to experience difficulties, Jessie takes control of the cockpit and makes an emergency landing on a tropical island. Jessie must figure out how to get the children home safely, all while recovering from a poisonous bug bite, escaping scary monsters and tracking down Mr. Kipling. When Jessie receives a bug bite, it makes her insane and Emma tries to cure her with a spork. Meanwhile, Luke warns Bertram and Zuri about "monsters" living on this mysterious island. Luke and Zuri try to find Ravi to run away while Ravi pleads with Mr. Kipling to go back with him. Jessie finds the children in a small hut nearby and finds out that there is no monster after all, just an insane biologist in an insect mask. When Emma finally navigates a helicopter to come and rescue her family, Jessie is relieved and the children hop on. Ravi is so heartbroken without his pet that he decides to stay on the island until Mr. Kipling returns to him. In the end, Jessie and Emma find out that Bertram's cooked bird had babies before it was roasted.
Creepy Connie's Curtain Call
Jessie directs a play she has written by herself at the children's school and because she thinks Luke has acting potential, she casts him as the leading male role. However, the play is a love story where the leading female role gets to kiss Luke and Connie is trying to get all the girls away from getting the leading female role so she can end up being the leading female role in order to kiss Luke. In the end, Connie stops trying to get Luke to like her and ends up going out with Ravi instead. Meanwhile, Zuri job-shadows Bertram for her school report. Unfortunately, Zuri believes that being a butler is an easy job and competes with Bertram, which upsets him. In the end, Bertram becomes touched about how Zuri cares about him so much that she thinks of him as her friend.
Cattle Calls & Scary Walls
Jessie leaves Emma in charge of Luke and Ravi as Emma helps her brothers search for what they think are strange noises coming from the dumbwaiter shaft. Ravi attempts to go forth and search for this mysterious creature, shocking him once he finds it. When Ravi does not return to the kitchen for quite a while, Luke dresses up like Indiana Jones to go and search for him, but they are terrified when they find a load of animal bones and it gets dark. Emma also tries to help, but gets herself lost in the walls, making Luke finally explode in fury. Apparently, it turns out that the strange noise is Manny the Mongoose, Mr. Kipling's chew toy, and that the shafts are where he gets rid of the indigestible bones of his bread. Mr. Kipling then leads Emma, Luke, and Ravi out of the shafts into Ravi's room. Meanwhile, Jessie auditions for a role on a television show, yet Zuri is the one who impresses the director instead. Jealous and angry that she did not get the part, Jessie tries to squirm herself into the spotlight, thus creating a Ross diva instead of fulfilling her acting dream. The producer gets mad and fires Zuri and Jessie.
While the Ross family has their traditional "Gotcha Day", Jessie is left in charge to help celebrate the time when Zuri was first welcomed home in New York City. When Ravi tells the story when he first arrived in the United States, he tells Jessie that they thought Mr. Kipling was supposed to be a baby because his room was decorated like a nursery. Jessie accidentally blurts out that Morgan and Christina were probably expecting a baby instead of him. Ravi then gets incredibly upset and Christina and Morgan get mad at Jessie. The huge reveal almost ruins "Gotcha Day". Later on, Morgan and Christina tells them that his birth certificate had a typo and instead of Ravi being born in the year 2001, it said 2011, so that is why the Rosses were expecting a baby. In the end, Ravi forgives Morgan and Christina for the mishap and they give Zuri a zebra as a "Gotcha Day" present.
The Secret Life of Mr. Kipling
Mr. Kipling has been acting strange for some time. He is mean to Ravi and has been having weird food cravings. It is revealed that Mr. Kipling is a female lizard guarding her twelve babies and this startles the entire Ross family. Meanwhile, Zuri is upset when she announces that Millie the Mermaid has died (she got stabbed by a swordfish and Zuri thinks it was murder). The mailman accidentally ships Mr. Kipling's eggs to a restaurant. Jessie, Ravi, and Luke pretend to be waiters and try to get them back. At the restaurant, the eggs hatch and twelve little lizards are born. The episode ends with the entire family, including a tearful Bertram, attending Millie the Mermaid's funeral.
Rumors arise of a man named Grimm Holloran, a doorman with a strange personality. Grimm warns the Ross children not to trick-or-treat on the 13th floor because there are dangers beyond understanding. Too brave and cocky to believe in such words, Luke decides to trick-or-treat on the 13th floor with Zuri, despite Emma and Ravi's deep fear of Grimm's warning. Meanwhile, Jessie plans to submit her story to a famous newspaper journalist. Unfortunately, her abnormal tactics cause the Ross children to believe that she is a bloodthirsty maniac waiting to kill off anyone in her path. Tony tries to calm her down throughout the episode, but to no avail.
Mrs. Kipling's baby lizards have brought a lot of chaos in the Ross household. Ravi has barely gotten any sleep and he is constantly tired. He contracts Zuri as his part-time nanny in order to help him with the babies. Unfortunately, this causes a rift of trust between these two siblings. Meanwhile, Jessie and Tony go out on a date which Officer Petey crashes, much to Tony's dismay. Later, Jessie joins a comedy improvise class alongside Petey. Tony is jealous because she is spending a lot of time with him, so he asks Emma to help him discover if Jessie is cheating on him by spying.
Make New Friends but Hide the Old
It is the beginning of the school year; Jessie and Bertram could not be happier. On Emma's first day of high school, she meets a rude, aggressive girl named Rosie, to Emma's dismay, they are assigned to do an art project together and Rosie ends up embarrassing her. Meanwhile, Luke searches through his backpack and Kenny the Koala accidentally falls out. Random bullies witness the incident and laugh at him. Ravi takes the blame in order to leave Luke off the hook; unfortunately, they start teasing him instead. Elsewhere, Zuri is upset because she has just started third grade and her homework is more difficult, so she refuses to do it. Feeling guilty and upset, Rosie attempts to apologize to Emma for embarrassing her, Luke reveals to everyone at Walden Academy Middle School that he owns Kenny, not Ravi, as the brothers kindly embrace and Zuri reveals why she did not complete her homework, forcing Jessie to cheer her up.
When Ravi realizes he cannot possibly take care of his twelve baby lizards, Jessie persuades him to give them up for adoption. After Ravi interviews many people, he does not approve because he wants to find the lizards good parents. Finally, a woman named Cassandra is interviewed and mentions how her boss is going to take them upstate to a loving home. Jessie and Ravi are horrified when they discover that Cassandra's boss is Ms. Chesterfield. After a few misunderstandings, Jessie and the children are convinced that Ms. Chesterfield is turning the lizards into accessories, so they embark on a journey to rescue the lizards. As it turns out, Mrs. Chesterfield was actually going to have Mrs. Kipling's babies live in her lizard sanctuary.
Christina returns to promote her new retro-80s clothing line, Fersher Couture, at the same time Emma's new anonymous fashion blog, Kitty Couture, is trending. When Emma looks at her over-the-top designs, she does not want to give her mother an honest review in order to spare Christina's feelings. Meanwhile, Luke and Ravi compete to impress international supermodel, Diamond Bloodworth. Elsewhere, since Jessie is working as Christina's assistant, Bertram takes over the duty of being the nanny and watches over Zuri. When Zuri finds out Bertram cannot ride a bike, she becomes determined to teach him how to ride a bike.
Austin & Jessie & Ally All Star New Year
Emma is beyond excited when she finds out that Austin Moon (Ross Lynch) is performing at Times Square. On New Year's Eve, Jessie takes her to see Austin and to their luck, they bump into him, and meet the rest of the gang: Ally (Laura Marano), Trish (Raini Rodriguez), and Dez (Calum Worthy). Plus, Jessie comes up with a brilliant plan on how to get Austin to perform on time. Later on, the gang shows up at their apartment, and Emma tells Jessie that if she helps them, he could record one of her songs and turn it into a big hit. When Ally reads Jessie's lyrics, she thinks they are not good, so Jessie accidentally steals Zuri's poem and takes credit for it. In the end, when Austin and Jessie are about to perform in Miami, she gives Zuri credit, and everybody is satisfied with Dez' impressive music video.
The Trouble With Tessie
Jessie is worried that Tony will propose after he invites her out for a special evening to meet his parents, so she drags Zuri and her new friend to the dinner to keep him from doing anything romantic. Meanwhile, a boy named Stuart develops a huge crush on Zuri and she gets annoyed by him. Elsewhere, Emma and Bertram compete with Luke and Ravi to see who really owns the Ross screening room. Sadly, this causes a rift of trust between the pairs as they all seek revenge on each other. Luke and Ravi wind up trapped outside on the terrace, barely surviving and almost freezing to death. Emma and Bertram end up trapped in a rope net and Zuri tries to help them down with some children's scissors to cut the rope lines and says that it takes hours to cut paper with it.
Say Yes to the Messy Dress
Jessie introduces the children to Miami Heat player Chris Bosh, who is going to be playing the New York Knicks. In order for the Knicks to win, Luke washes out the luck of Chris' socks so he loses. Later on, Chris starts to lose his skills in basketball, much to Luke's dismay. Meanwhile, a famous fashion designer sends Emma a dress to review on her fashion blog; however, things go awry when Jessie accidentally damages the dress.
Zuri is having problems with her teacher, Ms. Folkemburg (Cheri Oteri), so Jessie decides to volunteer as the classroom aide. Jessie tries to become the teacher's pet, but accidentally ends up becoming her best friend. Now, Jessie has to go along with it in order for Zuri to do better in school. Meanwhile, Ravi has issues with Mrs. Kipling, causing him to stay in Luke's room for a couple of days. Worried about Ravi's self-being and sanity, Luke enlists Emma and Bertram to help him get rid of Ravi by insulting Mrs. Kipling.
Jessie's Big Break
Jessie gets her big break as a stunt double to famous Australian actress Shaylee Michaels and the two become friends. Chaos ensues when the movie's director and Shaylee's boyfriend, McD, starts flirting with Jessie. McD turns Jessie against Shaylee by saying that she was lying to her. Luckily for Jessie, Luke records McD flirting with Jessie and Jessie and Shaylee become friends again. Meanwhile, Emma and Ravi help sneak Zuri's pet zebra into the penthouse, but after they get caught, they also end up losing Mrs. Kipling. Now, they must set out and save Mrs. Kipling from the maniacal zoo caretaker Ms. Lumpkey.
Pain in the Rear Window
After Luke injures his leg dancing, he must stay home and miss the carnival. Since he is wheelchair-ridden, he stays on the terrace of the penthouse and notices a suspicious figure dressed in black at the carnival. Concerned, Luke enlists Emma's help to find out who the shadowy figure is. They think it is Agatha in a clown costume, but it turns out to be Bertram. Meanwhile, Jessie is confused on why people keep winning at her booth, so she vows to get to the bottom of the situation.
Emma and Luke teach Bertram how to salsa dance in order to impress the building's chef, Salma Espinoza, but Bertram's confidence gets hold of him. However, Luke and Emma are determined to teach Bertram. Meanwhile, Zuri trades Jessie's childhood doll for a bunny that gives chocolate. Angry and upset, Jessie ignores Zuri until she apologizes, with Ravi gloating. The trio comes up with a plan to retrieve Jessie's doll. At Central Park, Bertram dances with Salma happily after gaining his confidence back, but leaves him again when he notices the judges staring at him. Emma pleads Bertram to look inside of himself and say that he can do it. Luke shows off his dancing skills with Salma as his current partner. In the end, Emma and Luke win the trophy as the best salsa dancers at Central Park. Elsewhere, Jessie retrieves her precious doll and hugs Zuri with Ravi smiling.
To be Me or Not to be Me
A package arrives for Ravi with a bell in it. He claims the bell has magical powers. When Zuri and Jessie are both holding the bell and arguing with each other, it causes them to switch bodies. Then Emma and Luke switch bodies under similar circumstances and then Ravi and Bertram switch bodies. The body transfers result in many problems. Emma needs to be back in her own body to shoot her Kitty Couture web show and Luke doesn`t like Emma acting girly in his body. When Ravi and Bertram switch bodies, Ravi gets freaked out because Bertram is obsessed with having hair and keeps stroking it. Zuri acts very childish while in Jessie`s body and Jessie has trouble getting Zuri to listen to her. Jessie has her first big acting role and needs Zuri to cooperate. During Jessie`s performance, Ravi realizes everyone was arguing when they switched bodies; to switch back, they must say positive things about one another while holding the bell. He and Bertram switch back and then Jessie runs the bell up to Zuri onstage. After Luke and Emma switch back, Ravi claims he destroyed the bell, but at the end of the episode it appears Mrs. Kipling and Jessie have now switched bodies. It is revealed that the entire episode was just Mrs. Kipling's dream and she wakes up just as soon as the package actually arrives.
Why Do Foils Fall In Love?
Jessie and Tony's first anniversary is coming up and Jessie wants to write him a song in which she expresses how much he means to her. However, when she thinks he has forgotten it, she writes an angry song and uploads it on Emma's video blog and it becomes a hit. The next day Jessie gets invited to do a concert at the park, but finds out that she got the date wrong and Tony gets tickets to the concert Jessie is playing at, so she has Emma stall him. Unfortunately, he ends up at the concert, but Jessie is able to tell him she loves him and plays the song she originally intended to sing him. Ravi has consistently poor grades in physical education; therefore, Luke, who is very good at sports, lets him win in a competition to build his confidence. However, Ravi gains a little too much self-confidence. It turns out that Jessie was the one who mixed up the anniversary.
Kids Don't Wanna Be Shunned
Emma is upset when her friends start to hang around with royally-acclaimed new girl Bryn. Luke chooses to do his multicultural project on India and tricks Ravi into doing his whole project for him. Ravi gets his revenge by re-writing the project and making Luke look like a fool in front of the whole school, but feels bad and helps him recover from his stumble. Since all her friends are busy, Jessie takes Emma to the movies and bumps into her friends with Bryn. While trying to be the bigger person, Emma is teased by Bryn. Jessie finally puts a stop to it after insulting her. A big food fight ensues when the entire movie theater learns that Bryn is not royalty. During the fight, Rosie, one of Emma's friends, "takes" a bunch of nachos by Bryn, which was aimed for Emma. In the end, Emma invites the rest of her friends (including Rosie) over to watch a movie and Zuri tries to tag along.
All the Knight Moves
After Jessie and Ravi discover that Zuri is a chess prodigy, Jessie enters Zuri into a chess competition where she can win two tickets for a trip to Paris. Meanwhile, while watching a show about unsolved crimes, Luke and Emma start to believe that Bertram is the scuba bandit and try to prove this. However, Bertram finds out and forces them to be his crime assistants. In the end, Zuri throws the match so that her opponent can go home to Paris to see his family and make amends and Luke and Emma discover that Bertram is not really the Scuba Bandit, he was just pretending to get back at them for believing that he was. However, when they're watching the show again, they start to believe that Jessie is the sweetheart thief as the episode ends.
We Don't Need No Stinkin' Badges
Jessie wants to prove that she is a great girl scout leader by helping Zuri earn her badges. Emma is also in the troop, but the leader finds out Emma's badges are fake and she really bought the badges online. Jessie makes Emma help Zuri earn her badges. Meanwhile, Luke convinces Ravi that lying is a super power. Ravi lied to Bertram about who was responsible for putting a cricket in his lobster bisque and continues to lie to him, which puts Bertram into more trouble. Ravi tells Bertram that his arch-nemesis, Nigel Pettigrew, put the cricket in his lobster bisque. Bertram and Nigel have a "fight" and Nigel wins. Jessie, Emma, and Zuri get ready to sleep when Coach Penny gets attacked by an ostrich. Zuri saves her, which then allows her to get a badge. The ostrich attacks Bertram when he finds the orange that Zuri threw.
Somebunny's in Trouble
Emma falls for a cute boy named Brett Summers. But he loves sports and Emma does not know anything about sports. So Luke helps her and sits behind the chair and texts Emma what to say. Then Brett finds out and then he forgives her. Then they play a game and then he leaves and tells her that he is studying. But he really went to the screening room with Luke. Then Emma gets mad and breaks up with him. Then Brett watches the movie and gets mad because Luke likes the Yankees and Brett does not. Meanwhile, Jessie loses Zuri's pet bunny, of which Bertram is extremely scared. In the end, Zuri's class bunny has babies.
Punch Dumped Love
After Emma neglects to pick up Zuri from school and talks back to Jessie about it, Jessie grounds her, telling her she cannot go to the school dance. After Ravi tells her that Luke's new crush's ex-boyfriend is going to embarrass him, she sneaks out to warn Luke about it. At the dance, Adam Sandler gives Luke some relationship advice. Meanwhile, Zuri and Ravi set traps to catch a burglar. In the end, Jessie comforts Luke and ends up dancing with him at the school dance.
Quitting Cold Koala
Kenny the Koala has always been there for Luke during countless days and nights, until one day when his obsession crosses the line. Luke must make the biggest decision of his life. He can either give up Kenny or embrace him until the end of his days. Meanwhile, Stuart is devastated that Zuri continuously tries avoiding him and he devises a plan to make her jealous by flirting with Emma instead, despite Emma's annoyance. Convinced enough, Zuri does become jealous and pleads with him to get over Emma. Back on the terrace, Kenny accidentally slips out of Jessie's hands as he gets torn up by a car and a horse, causing Luke to go into a deep shock while accusing Jessie for this mess. Near the end, Luke, saddened by Kenny's sudden fall, reveals why Kenny is so important to him and that he was his only family until Morgan and Christina brought him to the city of New York. Zuri apologizes for taunting Luke all this time and they have a brief embrace. Stuart successfully fixes Kenny, as Luke thanks him and Ravi for saving his best friend from a near-death experience.
Panic Attack Room
Once Luke, Ravi, Zuri, and Stuart are stranded in the Ross panic room with only access to the eight monitor screens of the penthouse's rooms, Luke and Stuart are forced to confess their secrets. Meanwhile, Emma and Bertram support Jessie while she prepares for a TV audition. Unfortunately, this causes Jessie to get trapped in the panic room along with the rest of the children as she realizes were gone for hours.
Throw Momma from the Terrance
Bertram's mother visits to celebrate his birthday, but sadly for them, they do not get along very well, as Wanda continuously steals the spotlight, even if she has to go through extreme measures. Furious with his mother, Bertram stands up for himself, after practicing for a quite a while beforehand, and gives her "the talk" in front of Jessie and the Ross children, thus gaining more confidence to reveal his soft side for the children. Wanda apologizes for her bad behavior as they both happily embrace, making Bertram hungry in the end. Meanwhile, the science world puts the Ross brothers to the test as they're assigned a project which requires an egg. Ravi decides that they should drop the egg and capture its results. Fortunately, Luke perceives this as an opportunity to prove that he is really smart by showing off his outside-the-box thinking. Unfortunately for him, Jessie and Ravi do not accept out-of-the-box ideas and Ravi claims their science project as his own achievement, which confuses Luke.
The Jessie-nator: Grugement Day
A Jessie from the future warns present Jessie that exactly 60 years later, in the year 2072, Ravi invents several Bertram-bots that plot to destroy Jessie and rule the world. Meanwhile, Luke accuses Zuri of constantly stealing his valuables. Zuri claims that she only took his watch, but Luke also believes that she stole his joy buzzer. Elsewhere, the four Ross children explore their future with intense shock and awe. Emma becomes furious once she realizes that she is not famous and vows to give the world a piece of her mind. While Jessie struggles to survive with Bertram-bots constantly attacking her, Luke and Zuri apologize to each other for their misunderstanding. In the end, it is revealed that Ravi was warning Luke about his latest prank, as he narrated this entire melodramatic story in order to scare him.
Diary of a Mad Newswoman
Things become intense when Bryn comes back to be Emma's co-anchor at school. Meanwhile, when Jessie finds out Zuri is snooping through her diary, she teaches Zuri a lesson.
Break-Up and Shape-Up
Tony and Jessie attempt to make each other jealous by asking their exes on a double-date, causing the duo to break their dating relationships, which also saddens Emma and Zuri in the process. Meanwhile, Luke and Ravi attempt to sabotage each other's plans on how to relieve Bertram's stress level. Unfortunately, this leads Bertram into thinking that the Ross brothers do not actually care about him.
Jessie goes with the children to the military base in Fort Hood, Texas where her father lives and discovers that her father is about to be married to the mother of Jessie's high school rival Darla Shannon, who tried to drown her in a well. Meanwhile, Emma falls in love with Darla's (Molly Burnett) brother, Caleb, and Darla and Jessie will do anything to keep them apart.
Jessie and the children are throwing a Halloween party which turns out to be haunted by actual ghosts. Luke and Emma become possessed and Jessie, Ravi, and Zuri have a plan to save Luke and Emma.
Caught Purple Handed
Jessie confronts the children on why they did not turn in their money from selling muffins for school. The children end up throwing a party, unbeknownst to Jessie, in order to raise the money. However, when the children lie about a celebrity guest at the party, Luke ends up going in disguise. Meanwhile, Jessie gets an audition for a hand commercial, thanks to her new agent, Max. However, when she accidentally puts her hand in purple paint, her attempt to hide it from the commercial producers causes her to get fired. In the end, Jessie tells Max she still wants to work with him.
Understudied and Overdone
Jessie gets a role as an understudy to a famous Broadway actress, Susan Channing, but Luke and Ravi sabotage Susan so Jessie can play the part. Meanwhile, Bertram wants to win his own cooking show, so Emma and Zuri try to help out and end up becoming Internet stars after their mishaps in the kitchen get Susan in a mess on camera.
The Blind Date, The Cheapskate and The Primate
Jessie and Tony set up dates for each other to prove they are moving on. Tony believes Jessie is actually planning to set him up with herself, but when he learns she set him up with her friend, he asks the janitor, Earl, to take Jessie out on a date, unaware that Earl likes to eat food people throw out. Meanwhile, Ravi gets an internship at the Central Park zoo, but Luke messes around with the animals when Ravi is put in charge so Emma can take his mentor for a makeover.
Lizard Scales and Wrestling Tales
When Luke asks Christina about his birthparents, he finds out that his birthmother is a wrestler. Emma successfully helps Luke find this mysterious wrestler, making him slightly emotional afterward once Luke finds out that his biggest hope was a complete lie. He silently walks away, emotionless and heartbroken after Jessie confronts him with this terrible truth. However, Luke is still concerned about why Christina will not tell him about his past. Christina then explains that she hid this from him because she was afraid of losing his trust and compassion for having such a great mother. A confused, yet slightly shocked, Luke replies, saying that Christina is already doing an awesome job mothering him, as they share a wonderful embrace. Meanwhile, Ravi plans to run for club president of Walden Academy Middle School's reptile club and he is forced to choose Zuri as his campaign manager. However, the sibling duo is surprised that Ravi has an opponent running for the same position. Ravi decides that he'll only be co-president along with his new friend. In the end, Luke narrates his thoroughly, yet well-written, report about the true meaning of a family.
The Rosses Get Real
After the Ross children jump rope an award winning television producer called Corrine, she offers them a TV show. Jessie gets over-excited and says yes before the children could say their opinions. They all go back to the penthouse and discuss the show. The next day they start filming and they say they all love each other, but Corrine edits it to make it seem like they all say something rude about something or somebody else. They go back to the penthouse; then in the elevator, they hatch a plan and decide to be nice, but also steal all their footage and upload it to the Internet because Corrine was rude to them. It works and Mrs Kipling makes them leave by giving them a fright.
Good Luck Jessie
When Teddy Duncan (Bridgit Mendler) gets accepted into a college in New York City, she goes to New York, alongside her brother P.J. (Jason Dolley). Later, Teddy meets Jessie and Zuri on the subway. When a blizzard traps P.J. and Teddy in New York City, the Ross children find out that someone took away their Christmas presents and they ask Teddy and P.J. to help them out. Meanwhile in Denver, Bob (Eric Allan Kramer) and Amy (Leigh-Allyn Baker) struggle to know what Charlie (Mia Talerico) wished for Christmas since they have no knowledge.
Krumping and Crushing
When Jessie enrolls Luke in a dance class, the teacher says he is great. To Jessie's dismay, he tells Luke not to do his homework because it gets in the way of dance class. Luke quits later because the instructor only let Jessie and Bertram in so they would not get in the way of his dancing, but removed them because they were awful. Although Luke still went on and won. Meanwhile, Zuri develops a crush on a boy and Emma and Ravi assume it is Tony.
When down-to-earth farm girl Maybelle moves into the Fairfield after winning the lottery, Jessie wants Emma to invite her to her party. However, Emma wants it to be sophisticated since she has invited her crush, Rick Larkin, to the party. Emma tries to help Maybelle become a New Yorker, but it does not seem to work. At the party, Maybelle has become sophisticated, which attracts Emma's new boyfriend Rick, who asks her out. Furious that Rick wants to cheat on Emma, Maybelle hogties him. Rick lies and Emma embarrasses her. Eventually, Zuri tells Emma the truth and she dumps Rick and starts fresh with Maybelle. Meanwhile, Ravi gets shot down by Mr. Collinsworth, the school music teacher, to join the band, so Jessie, Ravi, and Luke (disguised as Chip Falcon) start their own band with other school band rejects. Jessie thinks they're not good enough and decides to keep them from playing in the Battle of the Bands by hiding their instruments. When Ravi tells her they just wanted to have fun, she finds their instruments and they play. As predicted, they are horrible, but Ravi's sitar solo impresses Mr. Collinsworth, who invites him to join the band, but Ravi rejects him. In the end, Mr. Collinsworth joins their band by playing his cheeks, which is just humming.
Jessie hooks Zuri up with a new girl named Wendy McMillan after seeing a director to get her acting career started. With Jessie she is an angel, but while Bertram is in charge, she tears up the place and wrecks everything. Bertram tries to take care of it, but Wendy hooks Bertram up as well. Zuri tells Jessie she is a monster and wants to stop playing with her. Meanwhile, Emma goes over her limit on her cell phone bill, so Jessie forces her to get a job so she can pay the bill herself. However, when she finds out that her brothers have also set up a booth that sells more nutritious items, Emma's instincts suspect that Luke and Ravi want competition, making her upset and frustrated about her work ethic.
Creepy Connie 3: The Creepening
Creepy Connie's back - Can Jessie and Luke trust her? And has she really gotten over Luke?
Acting With the Frenemy
Jessie meets a new friend named Abbey in acting class, but Jessie finds surprising things about Abbey. Abbey copied Jessie's idea, leaving everyone thinking that was Abbey's brilliant idea. Abbey then bribes Ravi to fire Jessie in the play, but Ravi double-crosses her and helps Jessie instead. Meanwhile, Luke invites a new member to his crew who, to Luke's annoyance, Zuri suddenly has a crush on him, which makes Stuart a bit jealous and upset. Emma advises Stuart to be more funny, but he takes her advice a too literally, boring Zuri in the process. In the end, Stuart stands up for Zuri and she thanks him for that. Luke leaves due to the intensity of the situation.
From Our House to the White House
Zuri makes a new friend named Taylor, with whom Jessie connects after learning she is a military child like her. Jessie meets her grandmother who tells her Taylor's birthday is coming up. Jessie and Zuri plan the party, but Taylor gets upset and runs off. Her grandmother explains that Taylor misses her mom, serving in the military, so Zuri calls Michelle Obamaand gets her to fly Taylor's mother home for her tenth birthday. The entire Ross family, Taylor's family, and Michelle Obama party in the penthouse. Meanwhile, Emma is in charge of the school pep rally and Ravi wants to be the school mascot. However, Luke auditions after learning the mascot hangs out with the cheerleaders. Luke shows off his dance moves, but Ravi makes a surprise comeback with rapping skills. However, Luke attacks him and Ravi ends up losing, but is made the first ever male cheerleader, much to Luke's disappointment.
Help Not Wanted
Jessie is in need of some extra money to buy her dad a birthday present, so she gets a job at the Empire Skate Building before realizing that Emma is her boss. Emma goes very hard on Jessie and they argue in front of an important critic that is reviewing the restaurant. Meanwhile, Luke and Zuri raise money to have Jessie "babysit" for children.
Jessie and Zuri discover Stuart is cooler than his old self because he has a new laid back nanny named Hudson. When Jessie forbids Zuri from hanging out with Stuart after she and Stuart's nanny get into an argument, Zuri and Stuart run away. Meanwhile, Ravi competes for the talent show, but Bertram wants him to sing and Luke wants him to dance. However, he cannot do it and does cup stacking at the show instead and wins the first-prize trophy.
The children take a long time getting ready for school in the morning, so Jessie has to help every one of them with their individual problems. When she has enough of them she yells at them and the children finally go to school. A couple minutes later, they come back home, realizing that there was no school because of parent-teacher conferences. Instead, Jessie has to go to school and is late.
Lights, Camera and Distraction
Jessie becomes frustrated that she cannot land any acting gigs, so she takes matters into her own hands by participating in a 24-hour film festival. She recruits the children to help her direct, shoot, and edit her film with Tony, but things get complicated when all the children have their own ideas about what the film should be about.
Ravi's birthday present from Christina and Morgan is a trip into outer space. Things go awry when Ravi is left behind and Jessie, Emma, Zuri, and Luke are on the locked shuttle. Ivan, Bertram, Ravi, and Mrs. Kipling must come to the rescue. At the end, Ravi realizes the whole ordeal was a dream.
The Telltale Duck
Bertram convinces Jessie to act likes he is successful at his high school reunion. However, the lies lead them both into trouble. Ravi steals a game when Jessie tells him he cannot get it. Luke and Ravi play the game and hide it from Jessie every time she comes around. Ravi tries to return the game with the help from Emma, Zuri, and Luke.
Justin Timberlake is in town and Jessie gets two VIP tickets to see him. Emma enlists the help of Ravi to try to get Jessie's VIP wristband. Jessie then realizes that she only has one ticket and tells Ravi about the news. Ravi tells Emma and Zuri and they plan on stopping Jessie from going to the concert. Ravi then grabs the ticket and makes a run for it, only to find himself outnumbered on the terrace. Jessie commands him to cut up the wristband and he does so. Meanwhile, Bertram and Luke start fighting over Bertram's new coffee maker that he calls Serena. At the end, Jessie, Emma, and Zuri find out that Ravi had conned them and had gone to the concert.
Between the Swoon and New York City
Sparks fly when Jessie meets Brooks; she starts worrying after finding out that he is Mrs. Chesterfield's son. She insists that Jessie is not right for him, but he stands up to her and stays with Jessie. Meanwhile, Luke loses his special baseball to Ravi. He later trades it for more Yankee items. Bertram is forced to babysit Zeus, only to become appreciative of the dog.
No Money, Mo' Problems
Mrs. Chesterfield tries to break up Jessie and Brooks. Luke, Emma, and Zuri learn about Ravi's late history report and throw him an appreciation day (styled R.A.D.). Emma and Zuri convince Tony to open up to Jessie while he also gives Brooks a job at the Fairfield. When Tony tries to talk to Jessie in the elevator, he is interrupted by Brooks proposing to Jessie.
The Runaway Bride of Frankenstein
Jessie does not know if she should marry Brooks, so she says she needs time to think. Meanwhile, Brooks tries to get all the children to like him so that Jessie will say yes, but he fails and ruins something for the children. In the end, Emma and Zuri tell Jessie that she belongs with Tony, but she shocks them and tells them that Tony did not propose and Brooks did. Jessie dreams about the perfect boyfriend, but when she wakes up, she realizes that there is no perfect boyfriend and also realizes that Brooks is perfect for her and decides to marry Brooks.
There Goes the Bride
Jessie and Brooks are getting married, but when he accepts a job in Africa, he begs a reluctant Jessie to go with him. Jessie decides to go, but the children each try to make either Jessie or Brooks regret going with the other. Bertram scolds the children for being so selfish and they go and tell Jessie that they want her to be happy. In the end, Jessie realizes that she is not ready to leave the children and they both realize their dreams will separate them. Jessie and Brooks call off the wedding and break up.
Ride to Riches
Jessie gets to an important audition, but she and Ravi get on the game show called "Rides to Riches", where contestants can win prizes on taxi rides. Meanwhile, Luke and Emma find out that Bertram has a secret hobby of pretending to be a medieval king named "King Strombolt" with some men pretending to be guards or peasants.
Jessie's Aloha Holidays With Parker and Joey
Jessie scores a role on a show, Aloha Crime, which shoots in Hawaii around Christmas, so Jessie takes the children. When they arrive, Bertram is renting Christina and Morgan's villa out to Jessie's famous friend, Shaylee Michaels, to earn some money. Parker and Joey Rooney from Liv and Maddie are staying next door to the Rosses. Joey develops a crush on Emma and Parker befriends Zuri.
But Africa Is So Fari
Jessie receives an email from Brooks. Jessie leaves Bertram in charge of the children and when they ask him where Jessie is, he says she has gone to talk to Brooks, so the children are convinced she went to Africa to talk to him, so they go to Africa to try to find her. Back in New York, Jessie removes a note from Bertram's nose saying the children are going to Africa. When Jessie arrives, she sees Brooks and thinks that he is still in love with her, but Brooks tries to tell Jessie that he does not. The children all have fun until they are ready to leave the grassland, before the lions come, but the Jeep's tires are punctured by the tree branch Luke broke by falling off a tree earlier. The only way to get the jeep moving is to gather fecal matter from animals to power the jeep's biofuel-powered engine. When they are finished, a rhinoceros sees and chases them, so they get into the van and drive off, leaving Ravi. Brooks stops the Jeep to allow Ravi to get in. Jessie tries to tackle the rhino to get it off the Jeep. Later, Jessie finds out that Brooks really is not in love with her still as he is actually dating Kami. Jessie then realizes she is actually happy for Brooks.
A Close Shave
Bertram helps Luke shave, but it turns into a disaster when Bertram accidentally shaves one part of Luke's head after Zuri startles him, leading both of them to fear retaliation from Luke. However, accepting Jessie's advice to not retaliate, Luke decides not to take revenge on Bertram and Zuri, as he is becoming more mature. Meanwhile, Darla comes to New York to visit Jessie. To avoid being mocked by Darla for not going through with her wedding to Brooks, Jessie lies and tells Darla that Tony is Brooks.
Four Broke Kids
Jessie tells the Ross children that their parents have lost all their money, so everyone has to find a way to make some more. Meanwhile, Mrs. Chesterfield moves into their apartment while Tony lets Jessie and the children use his. After days of sleeping in the tiny ramshackle apartment and working for money, Jessie tells the children that the government has made a mistake and that their parents have their money back. Mrs. Chesterfield, who wrongly ends up as a suspect for the Ross' financial loss ends up losing her money after Ravi informs the government about some illegal tax deductions that he found on her computer, so Tony offers to let Mrs. Chesterfield stay at his apartment.
Moby and Scoby
Emma is working on a new project she calls a SCOBY, Luke makes fun of it, causing Emma to call Morgan's special effect crew to terrify Luke. Bertram then tells Luke that Emma was tricking him the whole time, promoting Luke to plot revenge. Jessie goes back to college only to find out that she is in the same class as Ravi. Jessie must read Moby Dick for her next assignment, but she then gets caught up in crises of other people. Elsewhere, Zuri brings Gladys, a giraffe, home from Africa, Gladys starts to grow comfort in Bertram and she starts hanging out with him more than Zuri, making Zuri mad.
Emma's new rebellious and temperamental behavior becomes a big impact on her and Jessie, Jessie runs into Mr. Moseby (Phill Lewis), the manager of the Tipton hotel in New York, and he tells her the best way to understand what is going on with a child is to talk to them. Meanwhile, a grueling assignment allows Luke to teach Zuri karate. Later on, Zuri gets nervous and cannot cut the board. Luke teaches her that fury will get her to break the board by calling her a "chicken".
Jessie must work on a project with an eager Hudson, much to her dismay. Meanwhile, Ravi wants to fit in with Luke and the other basketball players, but Luke does not think he can do it, so Jessie helps Ravi. Ravi makes an awful shot and the ball lands in NBA star Chris Paul's food. Chris Paul's ambition to make Ravi a better player takes all day. Elsewhere, Zuri keeps wearing Emma's clothes regardless of her actions.
Capture the Nag
A plan to go to the park to play in the snow is derailed when a treacherous blizzard affects Manhattan and causes a power outage. The Ross family decides to play an indoor game of Capture The Flag, which Hudson and Stuart get involved in. Unfortunately, Ravi begins to lose respect for Jessie during the game as she only cares about winning rather than playing for fun and he quits, Emma joining him shortly after. Later, Jessie learns that her being very competitive has turned her into her dad, so she apologizes to Emma and Ravi and then plays for fun. After a few more rounds of Capture the Flag, the power comes back on.
What A Steal
In an effort to help Ravi make friends, Jessie takes him to a MENSA meeting in the park; however, their friends, Madeline and Scott, may be too good to be true. Meanwhile, Luke tricks Bertram into helping him find a valuable sports card. Jessie goes on a date with Scott. When Jessie, Scott, Bertram, and Luke return to the penthouse, Scott reveals that he is robbing the penthouse with his sister, Madeline, and they handcuff the others. Next, Jessie tricks the troublesome two and says she wants to help them. While in the elevator, Jessie reveals she is calling the cops and the two siblings are arrested.
Driving Miss Crazy
When Emma gets her learner's permit and is ready to drive, Jessie attempts to teach her, but struggles. Later, she takes Emma to the DMV so she can get her driver's license. Meanwhile, Luke and Ravi break Zuri's wishing ball, so Luke blames Ravi, Ravi retaliates, and a standoff among the three ensues. At the end, the trio apologizes for their actions, but Jessie grounds them.
Bye Bye Bertie
Luke and the girls pull a prank on Bertram, but it makes Bertram reach his wits, quit his job, and work for Mrs. Chesterfield. Meanwhile, the Ross children and Jessie hire a new butler named Roger, who is highly strict of his rules, wants Jessie to pass her essay to the fullest, and wants the children to keep the whole penthouse tidy. Elsewhere, Rhoda makes moves on Bertram which he finds uncomfortable. Later, the girls and Luke apologize to Bertram for pulling the prank, Bertram then quits and returns to the Rosses and Jessie. Rhoda gets upset because the Rosses always have a happy ending and she ends up isolated. Roger then walks in and Rhoda hires him to be her new butler.
Rossed At Sea, Part 1
Jessie and the children take a vacation on the Ross' yacht for their one-month vacation. In the middle of the ocean, they rescue a woman with amnesia, who Luke develops a crush on and Zuri believes is a mermaid. Meanwhile, Bertram stays home with Mrs. Kipling, who misses Ravi.
Rossed At Sea, Part 2
After Bertram joins Jessie and the Ross children's vacation, they go exploring on an Italian island. Their tour guide tells a story about Jessie's necklace and how its curse brings anyone who wears it bad luck. Meanwhile, Luke and Ravi attempt to try firewalking in order to impress girls.
Rossed At Sea, Part 3
The children start arguing with each other, as well as Jessie and Bertram. Jessie decides to dock the ship so they can return home on a plane. When they are ready to exit the ship, they find they have drifted out to sea. They must work together to save the ship and themselves when a storm approaches.
Dance, Dance, Resolution
Jessie helps Bertram prepare for a performance while the children scramble to score dates to the school dance - All expect Emma, who is too busy, helping Zuri for the dance and planning it.
Someone has Tou-pay
Jessie must find out who took Bertram's wig, while using it to help her audition for a TV Commercial.
Emma and Ravi are found in a crisis when Luke becomes the smart one with a perfect PSAT score while Zuri is the fashionista. Bertram tries to find out what's hiding behind a locked door. Meanwhile, Jessie is running around trying to solve these problems, in the end Jessie solves all of their problems. Meanwhile, Bertram tries to find out what's behind a door that's in the theater, which he later finds out is Jessie's relaxing place.
When Ravi agrees to let Mrs. Kipling rummage in New York and through its tunnels to embrace her natural instincts, she becomes a celebrity and gets her and Ravi fans and followers. When she stops, Ravi doesn't want her to, so he creates a dummy version of Mrs. Kipling to run through the tunnels. When Luke looks for Ravi and finds him, he ensures him that people will like him for him someday, but they both get lost in the tunnels. Meanwhile, Emma attempts to audition for a musical and Jessie enlists Bertram to coach her since that's his favorite musical, but he overworks her enough for her to drop the audition. Zuri then tries to convince Jessie to let her go to the park by herself to be independent, but Jessie fears that something bad will happen and spies on her by dressing like an old lady. In the end, Luke and Ravi find their way out, Jessie finally sees that Zuri is all grown up, and Bertram apologizes to Emma and convinces her to audition, which she agrees to if he auditions with her.
The Ghostest With the Mostest
Jessie plans to attend a Central Park Halloween masquerade party after dreaming of meeting a romantic, handsome stranger at such a party. The children are supposed to go trick-or-treating with Stuart, but he tells a story of a lonely ghost girl named Abigail who rises out of the grave to look for 'friends', and one by one, the children start disappearing. Meanwhile, Jessie attends the masquerade, where she is quickly swept off her feet by a handsome, masked stranger, then Emma, Zuri, and Stuart crash the ball and tell Jessie that Ravi and Luke have vanished. Worried, Jessie leaves the ball, promising to return; her mystery date promises to wait for her. Jessie asks Tony to help her search for the others, then Emma and Stuart disappear. When Tony, Jessie and Zuri, then arrive at a haunted house, they learn the children were invited to a party hosted by Stuart – disguised as Abigail as a prank. Jessie is afraid she may never see her mystery man again but decides to return to the ball after knowing the children are safe. When she returns, she finds her handsome mystery man waited for her and he reveals himself to be Tony, who was accepted into the fire department. Now there is no doubt in her mind that there are still sparks between them, and Tony and Jessie finally get back together. Meanwhile, Bertram wants to know who's been stealing his Halloween candy; at the end, the children, Jessie, Bertram and Stuart find out the candy culprit was the real Abigail, which scares them.
The Fear in our Stars
When Luke and Ravi go with Ravi's star gazing club to observe a meteor that's passing close to Earth, Luke flirts with a girl who Ravi attempted to ask out, motivating him to plot revenge by convincing Luke that the Meteor will hit the Earth. When Ravi tells him it was all a prank, he later calculates that the meteor will actually hit the Earth where they are. Meanwhile Jessie tries to practice for her "Special Skills" she listed in her resume in order to help for her audition, constantly disturbing Mrs. Chesterfield in the process. Elsewhere, Emma tries to sneak out to go to a party without Jessie knowing and Bertram and Zuri watch a marathon of their favorite show in order to find out a secret in the series finale. At the end, the meteor does hit the earth, but it explodes into a million pieces when it enters the atmosphere, therefore, no one is harmed.
Jessie Goes to Hollywood
Christina Ross returns to the Ross house, but gets upset and jealous when the children want to do activities with Jessie more than her. Christina books an acting gig for Jessie in an attempt to spend more time with the children. However, the children secretly fly to Hollywood to see Jessie on set and seek her help, as they believe their mother would not able to spend any time with them and help out. The children sneak onto the H of the Hollywood sign to view Jessie on set, but the giant letter begins to tip over when Luke and Ravi fight over a pair of binoculars. Jessie hears the children and uses some props to rescue them, but accidentally tips over the giant H afterward. Her actions lead her to star in a new television show about a superhero nanny. Jessie decides to leave the Ross family to star in this new show and Christina decides to become a stay-at-home mother so she can spend time with her children. The Ross family, including Bertram, then say their goodbyes to Jessie before she goes to Hollywood. As the series ends, Jessie runs into Tony, who had left his doorman job and moved to Hollywood himself to become a security guard for the film studio, and the Ross children followed her to Hollywood when they realized they still need her.
Jessie Goes to Hollywood
In 2015, Jessie finally becomes an actor, and continued to act for the rest of her life. A year later, she was casted in a major movie, directed by Morgan Ross. In future, when she turns 27, she has children with Tony (JESSIE: Jessie Goes to Hollywood) and takes a break from acting. In 2020, she meets Brooks again (JGTH).
Meeting Mr. Mosebey
Arriving at SS Titpton Hotel, New York
In March 2015, Jessie arrives at the SS Tipton Hotel to get Emma, after she ran away from home, (JESSIE: Karate Kid-tastrophe) and meets Mr.Mosbey for the first time. Jessie asks him for advice to handle kids with problems, but Moseby walks away but comes back and gives her great advice, which leads to Emma and Jessie apologizing to each-other and then walking into Emma's room to have their own girl's day. When they close the door, Mr Moseby walks into the scene, talking to Cody on the phone, saying, Jessie looks exactly like Bailey. Cody says he wants to see for himself, with Moseby's last line on JESSIE, being, 'Oh, Dear' and walks off.
(Early 2011-Present; Best-Friend, Former Client)
Emma and Jessie share a very great relationship. In JESSIE's pilot episode, (New York, New Nanny), Jessie was upset that Emma's parents, Morgan and Christina said they couldn't make it to her Science Fair. She confronted them, was fired, but then was re-hired as they came after all. When one of Emma's solar system projects fell off, Jessie mouthed off 'Sorry, it was my fault' with Emma mouthing, 'It's Okay' with a smile. They share a great relationship.
Zuri and Jessie share a special relationship. In almost every episode of 'JESSIE', they are always seen together. In JESSIE episode, 'But Africa is So Fari' it is shown, they act like sisters. Zuri really loves and cares about Jessie.
Luke and Jessie are good friends. In the pilot episode of JESSIE (''New York, New Nanny'') Luke had a major crush on her, which developed throughout the whole school. They didn't become proper friends until the episode, 'Zombie Tea Party 5' when Jessie helped Luke, defeat his nemesis.
Ravi and Jessie share touching moments. There are some parts of the show where they each-other new things. Jessie is a very best-friend to Ravi and in one episode of the show (Moby and Scoby) their frienship is tested. Ravi really cares about Jessie, and always encouraged her dreams of becoming an actor. In 2021, Ravi visited Jessie in Hollywood, to see how she was getting on with her acting carrer (JESSIE:Jesie Goes to Hollywood, The Jessie-Nator Grugement Day), and met her kids.
Bertram had known Jessie since her first day as working as a nanny. They've shared nice moments, and at various points of the show, Bertram is seen to not care about Jessie's problems, but does, as seen in JESSIE episode, 'There Goes the Bride', when the kids were being rude, spoilt and not bothering about Jessie's wed to Brooks. Bertram gave them a piece of his mind, making them, best-friends. In the series finale of the show, 'Jessie Goes to Hollywood', Jessie says her final goodbye to Bertram, with some lovely words.
(2012-Present; Best-Friends, Former On-Set Co-Worker)
Shaylee and Jessie are great friends. They have a great relationship.
Austin and Jessie met in a crossover entitled, Austin & Jessie & Ally: All Star New Year, after she, Bertram, Mrs Kipling and the kids ended up in Miami. Jessie helped Austin with his music video, and then, they became friends.
Jessie first met Mr. Moseby in SS Titpon Hotel New York City, when she tried to break into Emma's room, but ended up, bashing hardly into Mr. Moseby. She asked Moseby for advice to handle difficult kids, and he gave great-advice, which ended up with Jessie and Emma having an girls day. Then, Mr. Moseby spoke to Cody on the phone, saying, Jessie looked exactly like Bailey.
Hudson and Jessie are not very great friends. Jessie even calls him lazy at certain points in the show. Although, they can come together eventually and present their work. Hudson is a complete opposite of Jessie.
Jessie and Teddy are good friends. When Teddy and brother PJ, had no-where to stay (JESSIE: Good Luck Jessie) Jessie let them stay at the Penthouse.
PJ and Jessie met in the JESSIE Christmas crossover event, 'Good Luck Charlie'. When sister, Teddy and PJ had no-where to stay, Jessie let them stay at the penthouse.
Christina is a great friend of Jessie. There have been numerous stages in the TV Series, where Jessie's showed her and Morgan right from wrong.
Morgan Ross is a great friend of Jessie. There have been numerous times in the TV Series, 'JESSIE', where Jessie showed Morgan and his wife Christina, right from wrong. Some-point in 2016, Jessie is casted in a major blockbuster movie, and is shocked to discover, Morgan as the director of the film.
Petey is a very good friend of Jessie.
(1973-2005; Deceased Mother, Best-Friends)
Mrs Prescott was the mother of Jessie, (JESSIE: G.I. Jessie) and always told her daughter to follow her dreams of becoming an actress. She would also do Jessie's hair and make-up, and playing 'superstar' where Jessie would strut everywhere with her mother, looking like supermodels. Sadly, Jessie's mother passed away when she was only young.
John Wayne 'J.W.' Prescott
(1973-Present; Father, Best-Friends)
Mr John Wayne is the father of Jessie. She and her father haven't been on good terms, ever since, Jessie left for New York City in 2011, to follow her dreams. Jessie tried to make amends with her father, in G.I Jessie, and succeeds. One point in Jessie's life, around 2017, she sees her father again (JESSIE: Jessie Goes to Hollywood) in Texas, and tells him all the great news about her becoming an actress.
(2001-Present; Enemy, Step-Sister)
Darla and Jessie have not been on great terms, at all. When Jessie was still living in Ft. Hood in 2009, she was apart of a mean-girl group, who tormented and bullied Jessie, until Jessie told her dad, who embarrassed them at a sports game. This caused the girl-group to break up. This made Darla so angry, that she threw Jessie down a well. When Jessie met Darla again in G.I. Jessie, she was even more shocked to learn, she will become her new step-sister, and traited insults with her at her father and Darla's mother's wedding. They also met once again, in season 4 of JESSIE, 'A close-shave', when Darla wanted to see Brookks, Jessie's almost husband, but Jessie didn't tell her about the called-off wedding, which led to Tony acting as Brooks.
Mrs. Shannon is the step-mother of Jessie and the mother of Caleb and Darla Shannon. Her and Jessie have a good relationship.
Caleb is the step-brother of Jessie. They have a great relationship.
(2001-Present; Step-Sister, Enemies)
Darla is the Step-sister and enemy of Jessie.
Rhoda is an enemy of Jessie. Both hate each-other, and have constant arguments. One point in the TV series, Chesterfield takes the Rosses penthouse, angering Jessie even more.
Agatha is an enemy of Jessie, since she put up out of context pictures of Jessie being mean to Zuri on her website, Toddler Taddler.
Ally doesn't really like Jessie that much since she broke instruments in Sonic Boom, (JESSIE: Jessie & Austin & Ally All Star New Year).
Bryn hated Jessie, after she and Emma exposed her at the Movies (JESSIE: Kids Don't Wanna Be Shunned).
Wendy is an enemy of Jessie.
Vincent Liotta(2012-Present; Enemy)
Trevor is an enemy of Jessie.
McD is an enemy of Jessie.
Victoria is an enemy of Jessie.
Corrine is a enemy of Jessie.
Kami is an enemy of Jessie.
Brody is a enemy of Jessie.
(2008-Present; Ex-Boyfriend, Enemy)
Ted is an enemy of Jessie.
Tony was the Ex-Boyfriend of Jessie. They broke up due to not enough connection between them, but friends of Tony, were pushing him to get back together with Jessie. Even though they broke up, they are still Best-Friends and still have feelings for each-other. Tony lands a job in Hollywood (JESSIE: Jessie Goes to Hollywood), and then they get back together. In the far future, Tony and Jessie got married and had kids (Jessie Goes to Hollywood). Tony was also the priest at Jessie's wedding to Brooks in the Penthouse, and was amazed to see her, much beautiful than ever.
Brooks is the ex-finace' of Jessie. They first met when Jessie fell into his arms after a skateboard accident. They had a strong relationship, and eventually got engaged, but Jessie called off the marriage, and things became awkward between them.Jessie went to see Brooks again in the 'JESSIE' Season 4 premiere, 'But Africa's So Fari!' after a misunderstanding.
Luke was the admirer of Jessie. He tried to flirt with her, but failed and was rejected countless of times.
(2012; Ex-Boyfriend, Enemy)
Brody is the Ex-Boyfriend of Jessie, after he rudely dissed Tony and cheated on her.
(2008-Present; Ex-Boyfriend, Enemy)
Ted first met Jessie in an the school cafeteria in Ft. Hood in November 2008, and was the only guy Jessie has ever dumped, due to his haiy body feature,(JESSIE: Break-Up and Shape-Up). He returns to New York in 2013, (Break -Up and Shape-Up) and Jessie is shocked to see how much he had changed and start to be boyfriend and girlfriend. Eventually, Ted dumps Jessie for Victoria (Break-Up and Shape-Up) after being caught in Tony and Jessie's 'love-game' and go out for Fro-Yo.
(2007-2014; Former Boyfriend)
Unnamed Boyfriend was one of Jessie's long line of boyfriends, who she met in 2007, for her school's prom, (JESSIE; Coffee Talk). He was only mentioned in 'Coffee Talk' when he managed to get one Justin Timberlake tickets, instead of three, causing conflict between Jessie, Emma and Zuri, who really wanted to go the Timberlake concert in the park, (JESSIE: Coffee Talk).
Jessie lived and was raised in Ft. Hood (JESSIE: World Wide Web of Lies), Then, when she turned 18, she arrived and lived in New York City (JESSIE: New York, New Nanny). After that, in 2015, she lived in Hollywood, Los Angeles to pursue her dreams of becoming an actor, (JESSIE: Jessie Goes to Hollywood). And then in 2020, she lived in London for the rest of her life (Jessie Goes to Hollywood).
Jessie has fair skin, long light auburn hair with bangs, and hazel eyes. She has a round, plump face and full lips. She has a curvy body. She usually curls her medium-length hair, but unfortunately can be seen with straight hair in some episodes. She also has a firm, strong, and powerful build. Her outfits are always colorful, and she wears both dresses and blouses, jeans, tights, etc. Jessie's most worn type of footwear appears to be boots and sandals, and she is very rarely seen wearing sneakers. She is known to be very pretty.
Jessie is also attractive, and can be a model.
- Jessie knows how to fly and land a plane and a helicopter. (JESSIE: New York, New Nanny)
- She is a libra, so she was born between September 23 and October 22. (JESSIE: Acting With the Frenemy)
- She had a hamster named Captain Nibbles that could sniff out landmines, but according to her, he wasn't very good.
- She has a diary that she writes in.
- Jessie switched bodies with Zuri. (JESSIE: To Be Me or Not to Be Me)
- She has a 'Frequent Scooper' card at The Sherbert Shack.
- She eats ice cream and listens to Adele songs when she's sad.
- She sometimes talks to her first dog, Champ. (JESSIE: Zuri's New Old Friend)
- When gets steamed up, she shouts. She screamed, "Are you kidding me?! C'mon! Where's the octopus?!" (JESSIE: Tempest in a Teacup)
- She had a bowl of sea monkeys that got killed by a thirsty cat. (Romancing the Crone)
- Jessie's mother died when she was younger. (JESSIE: G.I. Jessie).
- She learned how to speak Hindi from Ravi. (JESSIE: G.I. Jessie)
- She loves the show Hip-Hop Exterminator. (JESSIE: Cattle Calls & Scary Walls)
- During her prom night, her date dumped her for the entire drill team.
- She claimed she was the captain of a drill team in high school but actually she was the equipment manager. (JESSIE: Throw Momma From the Terrace) (JESSIE: Rossed at Sea)
- She sometimes wears Emma's shoes.
- She has a secret love of boy bands. (JESSIE: Make New Friends But Hide the Old)
- She is banned from the state, Oklahoma.
- She is a universal blood donor. (She is most likely to have the blood type, 'O Negative') (JESSIE: New York, New Nanny)
- She has a clean permanent record, not including a time in third grade when she went to the bathroom without a hall pass. (JESSIE: New York, New Nanny)
- When she went to school, she played Chinese checkers with the librarian. She still has a marble in her ear from when she won. (JESSIE: Morning Rush)
- She was an Armadillo Scout when she was younger. (JESSIE:We Don't Need No Stinkin' Badges)
- She loves R.V's. (JESSIE: Glue Dunnit: A Sticky Situation)
- Her high school nemesis was Jenna Glowinki. (JESSIE: Kids Don't Wanna Be Shunned)
- She loves riddles. (JESSIE: Quitting Cold Koala)
- Mrs. Kipling's spit is the second most disgusting thing she's ever touched. (JESSIE: Quitting Cold Koala)
- To her, bologna is easily the world's best processed meat product. (JESSIE: Why Do Foils Fall In Love?)
- In her last high school yearbook she was voted 'Class Clownfish' and 'Most Likely To Grow A Barnacle'. (JESSIE: Tempest in a Teacup)
- She once got trapped inside of a meat locker.
- Her father always wished she was a boy until she overcame the last hurdle of the obstacle course. (JESSIE: Throw Momma From the Terrace)
- She watches a knitting show. (JESSIE: Diary Of A Mad Newswoman)
- She had a fear of port-a-potties. (JESSIE: A Doll's Outhouse)
- She owns a copy of the book Twilight by Stephenie Meyer. (JESSIE: Zuri's New Old Friend)
- She was a straight A student. (JESSIE: New York, New Nanny)
- She once lost a kid to an ostrich before she met the Ross family. (JESSIE: We Don't Need No Stinkin' Badges)
- Her phone is dark blue. (JESSIE: The Trouble With Tessie)
- She had to eat with the cafeteria ladies in high school. (JESSIE: G.I. Jessie)
- Her mom used to drive her to school in a tank. (JESSIE: G.I. Jessie)
- She believes that running away never solves anything. (JESSIE: G.I. Jessie)
- She was once pushed into a well by Darla. (JESSIE: G.I. Jessie)
- She can play the bugle. (JESSIE: G.I. Jessie)
- She knows how to sharp-shoot. (JESSIE: Badfellas)
- Her mother always told her to follow her dreams. (JESSIE: G.I. Jessie)
- She thinks that she would look good as a blonde which is ironic because Debby Ryan, the person who plays her, is a natural brunette but it lightened to blonde which was her hair color before she started Jessie. (JESSIE: Punch Dumped Love).
- According to Darla, Jessie was distinctly unpopular in high school. (JESSIE: G.I. Jessie)
- It is implied that Jessie dyed her hair brown before the first season because it is shown in a flashback that she is a natural redhead.
- She was bullied in high school. (JESSIE: Kids Don't Wanna Be Shunned) :'(
- She once got a call-back for a foot fungus commercial. (JESSIE: G.I. Jessie)
- She thinks that squirrels are adorable. (JESSIE: One Day Wonders)
- She loves the movie Monty Python and the Holy Grail. (JESSIE: Green-Eyed Monsters)
- She helped a Texas Longhorn give birth and earned a merit badge. (JESSIE: Green-Eyed Monsters)
- She's always wanted to be a ringtone. (JESSIE: One Day Wonders)
- She won second place in her middle school talent show. (JESSIE: One Day Wonders)
- She knows Morse Code. (JESSIE: Panic Attack Room)
- She likes whipped cream. (JESSIE: Panic Attack Room)
- She takes Emma to dance class in a helicopter. (JESSIE: Panic Attack Room)
- She wrote a one woman show entitled 'The Girl Who Was Too Pretty To Get Asked To The Dance'. (JESSIE: Caught Purple Handed)
- She almost starred in a commercial for a kitchen appliance called a Kitchen Dragon, until the people who wanted her to be in the commercial caught her with purple hands. (JESSIE: Caught Purple Handed)
- A gingerbread house Jessie made that wasn't up to code and fell on the gingerbread family and it haunts her. (JESSIE: Christmas Story)
- She can't dance. (JESSIE: Krumping and Crushing)
- Vibrations tickle her. (JESSIE: Caught Purple Handed)
- She was going to get married. (JESSIE: There Goes the Bride)
- There is a marble wedged in one of her ears, put in there by her school's librarian. (JESSIE: Morning Rush)
- Jessie dyes her hair in the third season to bright red.
- Chinese food is her favorite food. (JESSIE: Between the Swoon and New York City)
- She is gymnastically inclined. (JESSIE: Zombie Tea Party 5)
- She dreams about being a famous actress. Get her big break pretty soon.
- Sometimes she is similar to Emma Tutweiller. They were both red heads and they were unlucky with their love life and been dumped a lot of times with their boyfriends. They were both taking care of kids their whole life.
- Jessie feels and acts like she is 40 and is a single mom with her 4 kids, instead of a nanny taking care of children.
- Her dad got her a necklace in Italy.
- She is scared of clowns.
- It's revealed in The Disney Wiki, one of Jessie's nicknames could be Marine.
- Mostly she did audition for a role in Morgan Ross's movie, but he said no.
- She is a fan of the Twilight Saga, considering she has the books, she is on Team Jacob, and is a fan of Taylor Lautner. (JESSIE: The Whining)
- Jessie finally got her big break in the series finale, when she got to be a lead in a TV series where she is a secret agent and moonlights as a nanny to a couple of kids as a cover.
- She appeared in the "Ultimate Spider Man: Web Warriors" episode, Halloween Night of Museum along with Emma, Ravi, Zuri, Luke, and Mrs. Kipling.
- Jessie had stained her skin with the color, purple two times. Her hand was covered in purple paint and couldn't get it off and also was blasted with purple stuff when she tried to save the universe from one of Luke's pranks.
- She is the first Disney Channel protagonist to experience marriage, and the first to be in their 20s.
- Jessie is only one from main character did not appear in Bunk'd.
- Mr. Moseby says Jessie looks like Bailey Pickett from the Suite Life Series (JESSIE: Karate Kid-tastrophe).