Eighteen-year-old Jessie Prescott is dumped out of her taxi cab after arriving in New York City. Jessie is approached by a doorman named Tony Chiccolini and a seven-year-old girl named Zuri Ross. Zuri asks Jessie to be her new nanny after her current nanny quits. Initially reluctant, Jessie is led up to the penthouse and meets Bertram, the lazy and sarcastic butler of the family. Jessie also meets Zuri's siblings named Emma, Luke, and Ravi. Their parents, famous entrepreneurs Morgan and Christina Ross, hire Jessie. Jessie starts on bad terms with the children: she accidentally destroys Emma's science project, rebuffs Luke's advances, fears Ravi's pet water monitor, and accidentally offends Zuri by telling Zuri that mermaids aren't real. Jessie realizes that the kids miss their absent parents, who fire her when she attempts to open up their minds about the situation. Nevertheless, Jessie attends Emma's science fair, which she wins with a newly refurbished project. Morgan and Christina realize their absence and rehire Jessie, whom the children decide to give another chance.

Jessie begins to have recurring nightmares involving Ravi's pet water monitor, Mr. Kipling. Emma and Luke are paired for a photography class project. Jessie decides to take the kids to Central Park so Ravi can walk Mr. Kipling while Emma and Luke work on their project. The children object in order to avoid Mrs. Chesterfield, the self-absorbed neighbor and head of the building condo board. The kids sneak by Chesterfield and, at the park, Zuri begins to be bullied by an imaginary girl named Genevieve. Returning home, Chesterfield spots Mr. Kipling and threatens to take him away. Jessie accidentally breaks Chesterfield's tooth with bribe cookies, having her call animal control. Tony and Zuri keep animal control at bay while Mr. Kipling escapes into Chesterfield's apartment. Chesterfield, Jessie, and Ravi witness Mr. Kipling saving Chesterfield's dog Zeus from an approaching eagle. Chesterfield agrees to let Mr. Kipling stay while Emma and Luke use Mr. Kipling's rescue as the shot for their project; Emma later attacks Luke when he gets the credit for taking the photo.

While Ravi and Mr. Kipling watch a scary movie, Luke appears in a scary costume and chases the two away. Later, Ravi appears duct taped to his bedroom door while in a sleeping bag and, fed up with Luke's pranks, warns him that karma will take its toll. Meanwhile, Emma deduces that Tony is falling in love with Jessie. Jessie doubts this, but Tony asks her to lunch in Central Park. Jessie believes that her "casual" wardrobe will draw Tony away, but this fails to work. Meanwhile, Ravi sets up a set of pranks to get back at Luke. Believing this to be bad karma for his pranks, Luke seeks out Ravi's help to get rid of this "karma". In order to get rid of his "karma", Luke must perform tasks, ending with a karma wash out in the rain. When Jessie returns from her date, she accidentally maces Tony when she believes he is going to kiss her. Returning to the penthouse, Jessie lets Luke back inside, who believes that he is now Karma free. Later, as the family is watching a movie in the screening room, Bertram appears in a scary costume and scares them away, gaining the room for himself.

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.

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, 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 his social 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.

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, the nearly-blind park security guard. In the end, they get caught, but Nana Banana smooth talks the rough and burly park security guard.

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.

Guest star: Sierra McCormick as Connie

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.

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.

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.

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 Mrs. Chesterfield's pool. Mrs. Chesterfield does not give the tiara back when asked and threatens to tell Morgan and Christina that Jessie was using it. To distract Mrs. Chesterfield, Jessie forces Bertram to ask Mrs. Chesterfield out on a date.

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.

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.

Guest stars: Christina Moore as Christina Ross, Jennifer Veal as Nanny Agatha, Max Charles as Axel, Julie Meyer as Fiona

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.

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.

Zuri enters the Little Miss Big Apple competition against Lindsay, 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 Lindsay 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.

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.

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.

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.

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.

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.

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.

Guest stars: Joey Richter as Officer Petey, Stacy Chbosky as Director

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.

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 and her sleep deprivation cause the Ross children to believe that she is a bloodthirsty maniac waiting to kill off anyone in her path. Tony tries to calm them 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.

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.

Emma is beyond excited when she finds out that Austin Moon 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, Trish, and Dez. 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.

Guest star: Richard Whiten as Jimmy Starr

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.

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. Falkenberg, 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 few 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 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.

Guest stars: Maia Mitchell as Shaylee Michaels, John DeLuca as McD, Suzanne Krull as Mildred Lumpkey

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.

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.

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.

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.

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.

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.

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.

Jessie grounds Emma after she neglects to pick up Zuri from school and accidentally reveals it, telling her she cannot go to the school dance. Emma sneaks out to warn Luke that his new crush's ex-boyfriend will embarrass him after Ravi tells her about it. At the dance, Adam Sandler gives Luke some relationship advice. After Jessie discovers Emma absences, she goes to get her as she believed she snuck out to go to the dance. Once she finds her, Jessie didn't believe Emma reasons at first until she got her to listen to her for a second and tells her that she came to the dance to warn Luke about his new crush ex-boyfriend was gonna embarrass him. Despite their efforts, Luke is humiliated and his crush gets back together with him. 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.

Guest stars: Lenny Jacobson as Ted the Delivery Guy, Isabella Palmieri as Rachel Kapowski, Jackson Odell as Gale

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.

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.

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.

Ravi, Luke, and Emma try out on school's new morning webcast "What Up, Walden?". Being the first to show up on the audition, Ravi is appointed as producer by Ms. Devlin. With Bryn also shows up and tries to make up with Emma, she is accepted as co-anchor with Emma. Meanwhile, Jessie learned about that Zuri read her diary through Bertram, to teach Zuri a lesson she put in false information in her diary try to trick Zuri think that she is an alien. At the school, Emma received a text tipping her a scoop, but it turns out to be a bogus story which plotted by Bryn in an attempt to ruin their reputation so that she can own the show.

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 brother, Caleb, and Darla and Jessie will do anything to keep them apart.

Guest stars: Molly Shannon as Colonel Shannon, Kate Flannery as Corporal Cookie, James Patrick Stuart as Colonel John Wayne Prescott, Molly Burnett as Darla Shannon, Dylan Boyack as Caleb Shannon, Merrick McCartha as Chaplain

Jessie and the Ross kids go to Ms. Chesterfield's Halloween party. When Emma and Luke get possessed by the Doorkeeper and the Codemaster, Ravi creates a liquid that Jessie, Zuri, and Ravi use to defeat Zorag the Destroyer. So Emma and Luke get back to normal.

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. As a silver lining, Jessie is asked to return for the safety video for the product she was originally supposed to advertise. In the end, Jessie tells Max she still wants to work with him.

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.

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.

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.

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.

When Teddy Duncan gets accepted into a college in New York City, she goes to New York, alongside her brother P.J. 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 and Amy struggle to know what Charlie wished for Christmas since they have no knowledge.

Guest stars: Dana Durey as Marcy, Samantha Boscarino as Skyler, Amir K as George, Paul Willson as Santa #2, Logan Moreau as Toby, Joe Gieb as Joe, Peter Allen Vogt as Santa, Mike Batayeh as Sal, Gabby Sanalitro as Ada

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, the daughter of a casting agent, to get her acting career started. With Jessie, Wendy is an angel, but while Bertram is in charge, she tears up the place and wrecks everything. Zuri tells Jessie she is a monster and wants to stop playing with her, but Jessie does not believe her and assumes she's ignoring her. Meanwhile, Emma goes over her limit on her cell phone bill, so Jessie forces her to get a job at a Central Park snack stand so she can pay the bill herself. However, when Emma 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.

Connie returns shortly after Luke meets a girl named Mackenzie. She claims that she is over Luke and warns him that Mackenzie, whom she calls "Mad Mack", has a psycho crush on him. When Luke realizes that Mack is obsessed with him, he asks Connie to protect him, but she traps him in the penthouse and tries to force him to marry her. When Mack appears, she and Connie reveal that it was all a setup and she is an actress Connie hired. Meanwhile, Emma leaves her food truck workplace unattended to watch a movie with Zuri and Bertram, but while she is absent the truck is robbed and she is fired. Emma's boss, who is Connie's uncle, visits the apartment to rehire Emma, stopping the wedding in the process.

Special guest stars: G. Hannelius as Mackenzie, Sierra McCormick as Connie

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.

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 Obama and 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.

Special guest star: First Lady Michelle Obama as herself

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.

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.

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.

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.

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.

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.

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.

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 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.

Special guest stars: Maia Mitchell as Shaylee Michaels, Joey Bragg as Joey Rooney, Tenzing Norgay Trainor as Parker Rooney

Guest stars: Amy Hill as Keahi, Wayne Wilderson as Kevin Randolf

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 them on Bertram's forehead mentioning their departure. When Jessie arrives, she sees Brooks and thinks that he is still in love with her, but Brooks tries to tell Jessie that he is 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.

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.

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. Rhoda 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. Rhoda 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. Rhoda Chesterfield stay at his apartment.

Emma is working on a new project she calls a SCOBY; Luke makes fun of it, causing Emma to call Morgan's special effects 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.

A grueling assignment allows Luke to teach Zuri karate. Later, 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". Meanwhile, Emma's new rebellious and temperamental behavior becomes a big impact on her and Jessie. Later, Jessie runs into Mr. Moseby, the manager of 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.

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 Christoper E. Paul's food. Christoper E. Paul's ambition to make Ravi a better player takes all day. Elsewhere, Zuri keeps wearing Emma's clothes regardless of her actions.

Special guest star: Christoper E. Paul as himself

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.

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 and Jessie goes on a date with Scott. When Jessie, Luke, Bertram, and Scott return to the penthouse, Scott reveals that he is robbing the penthouse with his sister, Madeline, and they handcuff the others. Jessie then tricks the troublesome two and says she wants to help them. While in the elevator, Jessie reveals she is calling the police and the two siblings are arrested.

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.

Luke and the girls pull a prank on Bertram, but it makes Bertram reach his wits, quit his job, and work for Mrs. Rhoda Chesterfield. Meanwhile, Jessie and the Ross children hire a new butler named Roger, who is highly strict with his rules, wants Jessie to pass her essay to the fullest, and wants the children to keep the whole penthouse tidy. Elsewhere, Mrs. Rhoda Chesterfield makes moves on Bertram which he finds uncomfortable. Later, the girls and Luke apologize to Bertram for pulling the prank. Bertram then quits working for Mrs. Rhoda Chesterfield and returns to work at the penthouse. Mrs. Rhoda Chesterfield becomes upset because the Rosses always have a happy ending and she ends up isolated. Roger then walks in and Mrs. Rhoda Chesterfield hires him to be her new butler.

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.

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.

Special guest stars: The Vamps

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.

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.

Special guest stars: Austin North as Logan Watson, Sarah Gilman as Delia Delfano

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.

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 be 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 to wish her luck.