|Created by||Pamela Eells O'Connell|
|Starring|| Debby Ryan|
Peyton R. List
|Country of origin||United States|
|No. of seasons||4|
|No. of episodes||98 (List of episodes)|
|Pamela Eells O'Connell|
|Location(s)|| New York City (setting)|
Hollywood Center Studios,
(Los Angeles, California) (Taping location)
|Camera setup|| Videotape (filmized);|
|Running time||22-24 minutes|
| It's a Laugh Productions|
Bon Mot Productions
Disney Channel Original Productions
|Picture format|| 480i (SDTV)|
|First aired||September 30, 2011|
|Last aired||October 16, 2015|
The series was created and executive produced by Pamela Eells O'Connell, a former writer and executive producer on The Suite Life on Deck. The first promo for the show aired during the premiere of Phineas and Ferb: Across The Second Dimension.
On March 11, 2012, Disney announced that Jessie had been renewed for a second season and that a telefilm based on the series was in development. Filming for the second season began on July 9, 2012. Season 2 premiered on October 5, 2012.
On March 28, 2013, the series was renewed for a third season, with production scheduled to resume in July 2013.
The show was renewed for a fourth season on May 20, 2014. In October 2014, Peyton List stated that the fourth season would be the last.
Jessie is an 18-year old girl from a rural Texas town who moves to New York City. She suddenly finds herself becoming the nanny of four children living in a multi-million dollar penthouse. One of the children has an imaginary friend and another has a pet capybara. Assisting her is Bertram, a mean, lazy butler and Tony, a 20-year-old doorman who secretly likes Jessie.
Cast and characters
- Jessie Prescott (Debby Ryan), an idealistic and resourceful girl from a military base in rural Texas. Rebelling against her strict Marine Sergeant father, Jessie moved to New York City to realize her dreams of stardom, but with an unexpected turn of events ends up becoming a nanny to the four Ross children. In the episode "Cattle Calls and Scary Walls", her last name is revealed to be Prescott. She mentions her father in various of episodes. In the episode Make New Friends But Hide The Old, she revealed that she is an only child.
- Emma Ross (Peyton List), a bubbly,diva, somewhat ditzy, cynical girl, eager to reorder the world to the way she sees it. Emma is the oldest and the sole biological child of the Ross kids. It appears in Season 1 that she spends most of her time with Zuri, and doesn't appreciate Luke as much as her other siblings. In Season 2, she acts as Kitty Couture, a so-called educator of style. She is ridiculously obsessed with fashion.
- Luke Ross (Cameron Boyce), a clever yet stupid boy who was born in Detroit and has a passion for video games, break-dancing, and causing a bit of mischief around the penthouse. He considers himself a ladies' man, having taken a liking to Jessie in particular. Luke is the second-oldest child of the Ross children.In the episode The Kid Whisperer his full name is revealed to be Lucas It seems that in Season 1, he spends a lot of time with his brother, Ravi, and has a close frenemy bond with Bertram. Even though he fights mostly with Emma, he tries to cope with her in many ways. Also, he's hardly seen with his sister, Zuri, unless they're planning "schemes" together, but she usually leaves him to fend for himself. In "Gotcha Day", Luke claimed that he was from Krypton (which his father once told him as a joke), but he knew where he is really from. 
- Ravi Ross (Karan Brar), an intelligent and gentle boy from India and the newest adoptee of the Ross family. He is imbued with the culture of his beloved homeland, but is thrilled with his new life in America. He is the second-youngest of the Ross children. In Season 1, he seems to spend most of his time with Luke, but appreciates his sisters the same. In "Creepy Connie's Curtain Call", he starts dating Creepy Connie. It is revealed in that on Zuri's recent Gotcha Day they thought he was going to be a baby, due to an error on his adoption papers. He also spends time with his lizard Mrs. Kipling which he bought from his homeland of India.
- Zuri Ross (Skai Jackson), a sassy girl adopted at birth from Uganda, Africa. She is highly creative (with a penchant for rainbows and unicorns) and has many stuffed animals and imaginary friends. She is currently the youngest child of the Ross children. In Season 1, she has close bonds with Jessie and Emma, although she does appreciate her brothers as well. She seems to spend the least amount of time with Luke, due to her purposes. In "Cattle Calls and Scary Walls", it is revealed that Johnny Depp is her godfather. In "The Secret Life of Mr. Kipling", Zuri shows signs of beginning to grow up by mourning the death of her imaginary friend Millie The Mermaid, complete with a funeral in the park. In "The Secret Life of Mr. Kipling", Bertram reveals Zuri's middle name, Zenobia.
- Bertram (Kevin Chamberlin), the grouchy and often lazy butler of the Ross family, who begrudgingly helps Jessie navigate her job as nanny to the four Ross children. In "The Kid Whisperer", his hoarding obsession is revealed. In "Tempest in a Teacup", it is revealed that Bertram is claustrophobic. He also has a passion for opera music. Even though the Ross kids will get on his nerves sometimes, he deeply cares about them. In the episode "One Day Wonders", it is revealed that his last name is Winkle. It is shown on his social page. Sometimes, he is seen to be hanging out with Emma.
- Mr. Kipling, later Mrs. Kipling,[note 1] (Frank) is the Ross family's house pet, a seven-foot Asian water monitor lizard, that Ravi brought from India when he came to America. In "The Secret Life of Mr. Kipling", it is revealed that he is actually a female monitor lizard and has laid twelve eggs. The names of Mrs. Kipling's twelve babies are Mowgli, Sanjay, Gupta, Slumdog, Kumar, Ravi Junior, Scooter, Rikki, Tikki, Tavi, Mohandas, and Padma.
- Tony Chiccolini (Chris Galya), the good looking doorman in the building where the Ross family lives who has strong feelings for Jessie but helps her navigate her adventures in the big city. He also starts to date Jessie in episode 13, of season 1. As mentioned in The Trouble With Tessie, his last name is Chiccolini. His parents own a restaurant in Little Italy. A recurring joke on the show has Jessie asking the kids where they found something strange (but needed), and the response is invariably "Tony knows a guy." 
- Morgan Ross (Charles Esten), father to the four Ross children and a famous movie director. He most of the time acts childish. The pilot episode reveals he is friends with George Lucas. In "Gotcha Day", he thought that a chili slip 'n slide was a great idea.
- Christina Ross (Christina Moore), mother to the four Ross children and a former supermodel turned business magnate. She also wants Morgan Ross, her husband, to act like an adult.
- Mrs. Rhoda Chesterfield (Carolyn Hennesy), is the cold-blooded head of the condo board in the building where the Ross family lives. Her first spat with Jessie and the Ross clan involved Mrs. Kipling tearing her clothes up in the elevator. She basically hates anyone who is not rich, who is under 18, or who is less self-absorbed than herself. This sadly doesn't stop her from repeatedly hitting on Bertram, lavishing too much affection on her chihuahua Zeus, or constantly calling Jessie by the wrong name (Bessie, Tessie, Nessie...). In "101 Lizards", it is revealed that she has a daughter Cassandra(whom she mistreats), and owns a lizard sanctuary.
- Officer Petey (Joey Richter), a police officer who is strangely obsessed with the performing arts. In fact, he wanted to be an actor. The episode "Pain In The Rear Window" reveals that he has very little physical strength and cannot tolerate the sight of bruised skin, let alone blood.
- Nanny Agatha (Jennifer Veal) an ugly, rude British nanny who bans Zuri and Jessie from Central Park. Zuri and Jessie ignore Agatha and keep coming back, so Agatha starts posting mean things saying that Jessie is a bad nanny on her website "Toddler Tattler". Zuri, Jessie, and Christina stand up to Agatha and Agatha shuts down her website. Agatha has a twin sister, Angela (Jennifer Veal), who is even more dishonest (but much prettier) and tries to steal Jessie's job, but the kids and Jessie stand up to her and she goes back to England. So far, this is the only time Agatha, who despises the long-favored Angela, was on the same side as Jessie. Officer Petey met Agatha(dressed as a clown) at a fair in the park, and thought she was cute until he learned her mole and snaggle-tooth were NOT part of her costume!
- Connie Thompson (Sierra McCormick), known as "Creepy Connie", is an insane girl with an obsessive crush on Luke. He describes her as "Creepy with a capital K". She appeared in the episode "Creepy Connie Comes a Callin", when she tutors Luke, but also tries to flirt with him. Then, she appeared in the episode "Creepy Connie's Curtain Call", when she auditions for the school play written by Jessie. She causes "accidents" to the female lead and understudies, so she can get the lead role and kiss Luke. In the episode "Creepy Connie's Curtain Call", she starts dating Ravi. She also seems to be a fan of Harry Potter.
- Rosie (Kelly Gould) Emma's best friend who's actually a nice girl. She bullied Emma in "Make News Friends But Hide the Old" but they become friends at the end of the episode. She returns again in "Trashin Fashion" as Emma's camera girl for their blog.
- Main article: List of Jessie episodes
|Season||Episodes||Originally aired (U.S. dates)|
|Season premiere||Season finale|
|1||26||September 30, 2011||September 7, 2012|
|2||28||October 5, 2012||September 13, 2013|
Season 1 (2011/12)
|Title||Directed by||Written by||Original air date||Production
|1||1||"New York, New Nanny"||Bob Koherr||Pamela Eells O'Connell||September 30, 2011||101||4.6|
Jessie (Debby Ryan) arrives in New York, where she is dumped out of her cab at the Ross's condo building (The Fairfield) and meets a little girl named Zuri. Witnessing her Nanny Kate run out hysterically Zuri asks Jessie to be her nanny. Refusing Jessie passionatly states that she came to New York to follow her dream. Taking it as a joke she kindly taken upstairs Jessie meets Bertram a sarcastic, lazy butler and adoptive parents, Morgan and Christina Ross (Charles Esten and Christina Moore). They hire her to be a nanny to Zuri, Ravi (Karan Brar), Luke (Cameron Boyce) who has a unsecret love for her, and Emma (Peyton List). After initially failing to win over each child, they attempt to run away. She soon makes up her mistakes to each child except Emma, who is upset that her parents can't attend her science fair. Jessie goes to the movie set where Morgan and Christina are, telling them that they need to spend more time with their kids, as their presence is important in their lives; this move gets her fired. Nevertheless, she attends Emma's science fair to support her. However, Emma's parents show up to the science fair as well, having taken Jessie's advice. Emma wins the science fair, and Jessie is rehired. Each kid likes Jessie again.
Note: In reruns of this episode,there were some scenes that weren't shown, the most noticeable being when Tony shows Jessie the footage of the kids on a helicopter on the security camera. Guest Stars: Christina Moore as Christina Ross, Chip Esten as Morgan Ross, Chris Galya as Tony, Brian Carpenter as Head Judge and Bryan Fuller as A.D.
|2||2||"The Talented Mr. Kipling"||Bob Koherr||Valerie Ahern & Christian McLaughlin||October 7, 2011||103||4.2|
|Jessie comes to the rescue when the condominium owner Mrs. Chesterfield (Carolyn Hennesy) wants Ravi's pet lizard, Mr. Kipling, out of the building. After a comical chase and almost losing Mr. Kipling in the building, Jessie convinces Mrs. Chesterfield that Ravi loves his pet just as much as she loves 'Zeus', her pet chihuahua, and they are allowed to keep Mr. Kipling. In a subplot, Zuri brings home another imaginary "friend" named Genevieve, whom she claims is very mean to her. Jessie resolves the matter by telling her that Mr. Kipling "ate" the imaginary friend, convincing Zuri that the imaginary friend is gone. Meanwhile, Luke and Emma work together on a school photo class project, and their disagreements get them into a scuffle.|
|3||3||"Used Karma"||Bob Koherr||Story by: Silvia Olivas
Teleplay by: Chris Kula & Eric Schaar
|October 14, 2011||102||3.9|
|After Jessie accepts an invitation for lunch with Tony (Chris Galya), the building's doorman, Emma offers Jessie unsolicited love advice she reads from her favorite teen magazine. Meanwhile, Ravi gets sick of being the target of Luke's practical jokes, deciding to get back at Luke by telling him that his karma will get him.|
|4||4||"Zombie Tea Party 5"||Shelley Jensen||Adam Lapidus||October 21, 2011||104||4.0|
|After Jessie embarrasses Luke in front of a bully, he doesn't want her to help him with anything in public. When the mean kid faces off with Luke in the neighborhood paintball contest, Luke has no one to be his partner (not including Ravi, who Luke chose from "the bottom of the barrel"). Upset, Jessie arrives at the park to prove to Luke that she can help him win the paintball war. Meanwhile, Zuri invites Emma to her tea party, but Emma turns down the invitation when her friend Jasmine gives her a free pass to a fashion show.|
|5||5||"One Day Wonders"||Phill Lewis||Tim Maile & Douglas Tuber||October 28, 2011||105||3.9|
|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 Jessie and Luke 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 $1200 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, while 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.|
|6||6||"Zuri's New Old Friend"||Leonard R. Garner, Jr.||Sally Lapiduss & Erin Dunlap||November 4, 2011||107||4.5|
|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 Nana Banana (Jo Anne Worley), a former clown with a colorful personality, but Zuri begins to favor Nana Banana over Jessie. Jealous, Jessie throws Nana Banana 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 rob it from the park, while trying to avoid Ranger Bill (Ronnie Schell), the nearly-blind park security guard.|
|7||7||"Creepy Connie Comes a Callin'"||Phill Lewis||Eric Schaar & David J. Booth||November 18, 2011||109||4.2|
Jessie believes Connie (Sierra McCormick), a math tutor she finds for Luke, will be the perfect scholarly influence, not realizing that "Creepy" 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 Eye-ball Application on his tablet. Zuri doesn't 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 app. Yet once these younger Ross siblings make terrible predictions about Bertram's fate, they try and convince Bertram to stay alert.
Absent: Peyton List as Emma Ross Note: In the UK, this episode is called 'Creepy Connie'
|8||8||"Christmas Story"||Phill Lewis||Pamela Eells O'Connell||December 9, 2011||106||4.0|
|The Ross kids 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, but 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.|
|9||9||"Star Wars"||Bob Koherr||Tim Maile & Douglas Tuber||January 6, 2012||114||7.3|
Celebrity actor Jordan Taylor (Lachlan Buchanan) comes to stay at the Ross household. Emma and Jessie fight for his affection, while Zuri and Luke make prank phone calls on his phone. Bertram pretends to work while Morgan Ross is in town. When 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. Note: This is the first time Morgan appears without Christina.
|10||10||"Are You Cooler Than a 5th Grader?"||Kevin Chamberlin||Valerie Ahern & Christina McLaughlin||January 20, 2012||111||3.3|
|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 kid in Luke and Emma's school, although 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.|
|11||11||"Take the A-Train.. I Think?"||Sean McNamara||Adam Lapidus||January 27, 2012||110||3.4|
|Jessie notices that Emma is constantly doing her homework at the last minute, and now she's 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 takes the children to Battery Park, they get lost and have a wild subway adventure! 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 and 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, and Luke and Bertram end up with hundreds of spider babies from the eggs that the speckled recluse laid.|
|12||12||"Romancing the Crone"||Bob Koherr||Valerie Ahern & Christian McLaughlin||February 10, 2012||112||2.9|
|While shooting a video to show to one of her friends back in Texas, Jessie puts on an expensive tiara that Morgan bought Christina when they got married. While shooting the video on the terrace, she accidentally drops the tiara into Ms. Chesterfield's pool, but Ms. Chesterfield does not give the tiara back and threatens to tell Morgan and Christina that Jessie was using it. To distract Ms. Chesterfield, Jessie forces Bertram to ask Ms. Chesterfield on a date.|
|13||13||"The Princess and the Pea Brain"||Bob Koherr||Pamela Eells O'Connell||February 24, 2012||113||3.1|
|Normally, Jessie reads Zuri a bedtime story, but this time Zuri reads the story, which soon places all of them into a medieval world. Sir Tony will do anything to please Princess Jessie, though he is in competition with another guy fighting for her, who is supposed to represent a guy named Brody (Ben Bledsoe) 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.|
|14||14||"World Wide Web of Lies"||Leonard R. Garner, Jr.||Sally Lapiduss & Erin Dunlap||March 9, 2012||108||3.2|
Jessie competes with another nanny named Agatha (Jennifer Veal), who forbids her from taking the Ross kids to Central Park. Agatha writes on her website, Toddler Tattler, about Jessie and what a bad nanny she is, and shows pictures of Jessie brushing dirt off of Zuri's rear end when Agatha writes that she always spanks Zuri and this was proof, but it was forgery, the picture had been taken by Agatha herself, when Zuri fell in the dirt and needed a brush-off on her bottom and Jessie brushed her off. When Christina finds out about the site, she believes Jessie and does not fire her; instead helping her get rid of Agatha. Meanwhile at the penthouse, Bertram is sick and tired of Luke and Ravi constantly "nurpling" each other, and so he teaches them a lesson by teaching them how to wrestle. Absent: Peyton List as Emma Ross
|15||15||"The Kid Whisperer"||Bob Koherr||Sally Lapiduss||March 30, 2012||115||2.3|
|Jessie thinks Luke needs strict discipline to keep him from misbehaving and enlists the help of fellow nanny, Samantha, who turns out to be a dog trainer. Meanwhile, Emma, Ravi, and Zuri break into Bertram's room, where his hobby of hoarding is revealed. Jessie makes them help clean it up.|
|16||16||"Glue Dunnit: A Sticky Situation"||Victor Gonzalez||Valerie Ahern & Christian McLaughlin||April 13, 2012||118||3.0|
|When Luke and Ravi get into a sticky situation, Jessie finds out it's glue. But when Mrs. Chesterfield's hands get stuck to her head when her hair gel is switched with glue, she accuses all of the Ross kids. Now Mrs. Chesterfield's pet chihuahua, Zeus did it. Meanwhile, Tony and Jessie attempt to go on a date, but in all the chaos, they miss the dinner reservation, movie, and a carriage ride. At the end, Jessie apologizes to Tony for them missing their third first date.|
|17||17||"Badfellas"||Victor Gonzalez||Eric Schaar & David J. Booth||April 27, 2012||120||3.1|
|Emma has a huge crush on a bad boy named Vincent (Garrett Backstrom), and after an awkward encounter, they start dating. Jessie is excited to meet Emma's new boyfriend, and when they do meet, Jessie thrown off-guard because he is nothing like she expected. Jessie believes that he is a bad influence on her. Meanwhile, Zuri plants a tree at Central Park for her project and becomes way too overprotective for it.|
|18||18||"Beauty & the Beasts"||Phill Lewis||Pamela Eells O'Connell||May 4, 2012||122||2.6|
|Zuri enters the Little Miss Big Apple Competition against Lindsey (Nikki Hahn), a kid who Agatha's watching, but when Jessie finds out that Zuri has no talent, she insists that Zuri should lip sync. When Zuri plans to cheat on her schoolwork, Jessie apologizes for teaching her that cheating seems right. Zuri ends up doing an acting scene, but she and Lindsey don't win, but remember that Jessie and Agatha made a bet. Both the nannies end up hanging upside down in monkey suits in Central Park, but Zuri and Emma see how long they can stay there, and 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, but later on, Bertram finds out about their little "plan," and tries getting them back by pretending to receive chest pain, in order to scare them both, but in the end, Luke and Ravi learn their lesson and from then on, they never experimented on Bertram again.|
|19||19||"Evil Times Two"||Bob Koherr||Adam Lapidus||May 11, 2012||116||2.9|
|Agatha's twin sister, Angela, visits. After Agatha refuses to let her stay at 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 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.|
|20||20||"Tempest in a Teacup"||Victor Gonzalez||Sally Lapiduss & Erin Dunlap||June 8, 2012||119||3.2|
|Ravi and Luke are flying a model helicopter and 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 4th date and try to make it perfect because of their three dates all went 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 a 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 course for 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 in which Bertram, Luke, and Ravi get stuck in.|
|21||21||"A Doll's Outhouse"||Phill Lewis||Valerie Ahern & Christian McLaughlin||June 22, 2012||121||3.8|
|After watching a scary movie about dolls, Zuri refuses to sleep in her room again. Jessie tells her to face her fear, revealing her own fear as well: Port-A-Potties. Meanwhile, Luke teaches Ravi how to impress a girl from his biology class, 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 that mayhem, Bertram attempts to enter an opera contest to win a long vacation to Italy, or as he states it: "....thousands of miles away from here." While Luke and Ravi hit each other with large breaksticks, Bertram finds out he did win, but not for a vacation. After Luke "grinds" Ravi with sausage, Luke tells him what really happened two hours ago in Central Park, and so Ravi apologizes for not believing him in the first place. Finally, Emma solemly tells Tanya that she would end up as old maid with lots of cats. In the end, after receiving weird dreams about their greatest fears, Jessie and Zuri successfully conquer them.|
|22||22||"We Are So Grounded"||Eric Dean Seaton||Valerie Ahern & Christian McLaughlin||July 13, 2012||124||3.7|
|Jessie, Bertram and the kids 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 kids home safely, all while recovering from poisonous bug bites, escaping scary monsters and tracking down Mr. Kipling. When Jessie receives a bug bite, it makes her insane, and so Emma tries to cure her with a fork. Meanwhile, Luke warns Bertram and his sister, Zuri, about "monsters" living on this mysterious island, and so Luke and Zuri try to find Ravi to run away, while he pleads Mr. Kipling to go back to him. Jessie finds the kids in a small hut nearby, and find out that there is no monster after all, but just an idiot in an insect mask. When Emma finally navigates a helicopter to come and rescue her family, Jessie is relieved, and the kids hop on, while Ravi is so heartbroken without his pet, that he decides to stay on the island, until Mr. Kipling does actually return to him. In the end, Jessie and Emma find out that Bertram's cooked bird had babies before it was roasted.|
|23||23||"Creepy Connie's Curtain Call"||Leonard R. Garner, Jr.||Adam Lapidus||July 26, 2012||123||3.5|
Jessie directs a play she's written by herself at the kids' 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 "Creepy" 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 so she can 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. Note: This is the first time that the series has aired on a Thursday night, since usually it airs on Friday nights.
|24||24||"Cattle Calls & Scary Walls"||Leonard R. Garner, Jr.||Sally Lapiduss & Erin Dunlap||August 10, 2012||126||3.4|
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 doesn't return back to the kitchen for quite a while, Luke dresses up like Indiana Jones to go and search for him. Emma also tries to help, but gets herself lost in the walls, making Luke finally explode in fury. Meanwhile, Jessie auditions for a role on a television show, yet Zuri's the one who impresses the director instead. Jealous and angry that she didn't 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.
Absent: Kevin Chamberlin as Bertram Note: Jessie reveals her last name: Prescott.
|25||25||"Gotcha Day"||Victor Gonzalez||David J. Booth & Eric Schaar||August 24, 2012||117||4.4|
|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 gets infuriated with 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.|
|26||26||"The Secret Life of Mr. Kipling"||Eric Dean Seaton||Pamela Eells O'Connell||September 7, 2012||125||3.6|
Mr. Kipling has been acting strangely 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. Notes: Ravi claims that Mr. Kipling (now called Mrs. Kipling) had babies because of the lizard she met in the episode, "We Are So Grounded". Bertram reveals Zuri's middle name, Zenobia.
Season 2 (2012/13)
On March 11, 2012, it was announced that Jessie has been renewed for a second season and a telefilm is in development. They started filming on July 9, 2012. In an interview with ClevverTV, Debby Ryan said that Season 2 of Jessie would show a lot more about Jessie. Season 1 showed more about the kids, and Jessie as a new nanny.
|Title||Directed by||Written by||Original air date||U.S. viewers
|27||1||"The Whining"||Rich Correll||Eric Schaar & David J. Booth||October 5, 2012||3.6|
|The Ross kids are concerned after a scary old doorman, Grimm Holloran (Meshach Taylor), tells them a chilling story about a nanny who used to live on the 13th floor and how she did "something horrible" to her charges on halloween. Luke purposely goes trick-or-treating on the 13th floor and strange occurrences start happening. Meanwhile, Jessie and Tony work together to crash an exclusive Halloween party so Jessie can give her short story to a famous magazine editor.|
|28||2||"Green-Eyed Monsters"||Rich Correll||Valerie Ahern & Christian McLaughlin||October 26, 2012||2.7|
|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. Meanwhile, Jessie and Tony go out on a date which Officer Petey crashes, much to Tony's dismay. Later, Jessie joins a comedy improv 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.|
|29||3||"Make New Friends But Hide the Old"||Phill Lewis||Sally Lapiduss & Erin Dunlap||November 2, 2012||3.2|
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 (Kelly Gould). 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. His friends witness the incident and laugh at him. Ravi takes the blame in order to leave Luke off the hook; unfortunately, they start teasing him. Elsewhere, Zuri is upset because she has just started third grade and her homework is way more difficult, so she refuses to do it. Note: Jessie reveals that she is an only child.
|30||4||"101 Lizards"||Bob Koherr||Sally Lapiduss & Erin Dunlap||November 9, 2012||3.0|
|When Ravi realizes he cannot possibly take care of his twelve baby lizards, Jessie persuades him to give them out 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 (Laura Spencer) 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 kids are convinced that Ms. Chesterfield is turning the lizards into accessories, so they embark on a journey to rescue the lizards.|
|31||5||"Trashin' Fashion"||Phill Lewis||Valerie Ahern & Christian McLaughlin||November 30, 2012||2.6|
|Christina returns to promote her new clothing line, Fer Sher Couture, at the same time Emma's new anonymous fashion blog, Kitty Couture, is trending. When Emma looks at her horrible designs, she does not want to give her 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 can't ride a bike, she becomes determined to teach him how to ride a bike.|
|32||6||"Austin & Jessie & Ally All Star New Year"||Bob Koherr||Wayne Conley,
Mike Montesano & Ted Zizik
|December 7, 2012||4.8|
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's impressive music video.
Songs featured: "Christmas Soul", "Can You Feel It", "Face To Face" Note: This is a 49 minute extended episode. The opening credit sequence is a combination of the opening credits of Austin & Ally and Jessie presenting the main cast of both shows with the theme songs and visuals of both shows interleaved. The end credits include guest cast and crew of both shows combined. This episode is available on the iTunes Store and Amazon.com as an episode for both Jessie and Austin & Ally.
|33||7||"The Trouble with Tessie"||Bob Koherr||David J. Booth & Eric Schaar||January 11, 2013||3.3|
|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.|
|34||8||"Say Yes to the Messy Dress"||Kevin Chamberlin||Adam Lapidus||January 18, 2013||3.1|
Jessie introduces the kids 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 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. Note: Emma mentions that she has an original Arturo Vitali dress. Arturo Vitali was also a famous fashion designer on Debby Ryan's previous show, The Suite Life on Deck.
|35||9||"Teacher's Pest"||Shannon Flynn||Erin Dunlap & Sally Lapiduss||February 1, 2013||3.8|
|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 along with it in order for Zuri to do better in school.|
|36||10||"Jessie's Big Break"||Bob Koherr||Adam Lapidus||February 15, 2013||3.9|
Jessie gets her big break as a stunt double to famous Australian actress, Shaylee Michaels (Maia Mitchell), and the two become fast friends. Chaos ensues when the movie's director, Shaylee’s boyfriend, McD (John DeLuca), starts flirting with Jessie. Meanwhile, Emma and Ravi help sneak Zuri’s pet zebra, ZB, into the penthouse, but after they get caught, they also end up taking Mrs. Kipling. Now, they must set out save Mrs. Kipling from the maniacal zoo caretaker. Note: This is a one-hour special.
|37||11||"Pain in the Rear Window"||Bob Koherr||Adam Lapidus||March 1, 2013||3.2|
|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.|
|38||12||"Toy Con"||Bob Koherr||Michele McGee & Rick Williams||March 8, 2013||3.6|
|Zuri must find a way to get back a cherished toy that Jessie passed on to her after she trades it to a toy collector for a toy bunny. The doll turns out to be worth a lot of money Meanwhile, Luke and Emma work together to teach Bertram Salsa dancing so he can compete in a dance contest to win his crush's heart.|
|39||13||"To Be or Not to Be"||Bob Koherr||Pamela Eells O'Connell||April 5, 2013||3.7|
A package arrives for Ravi with a bell in it. He claims the bell has magic powers. When Jessie and Zuri 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 next Ravi and Bertram swtich 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 body's Ravi gets freaked out because Betram 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, as 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, and to switch back must say positive things about one another while holding the bell. He and Bertrum switch back, and 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 Jessie and Mrs. Kipling have now switched bodies. Note: This episode originally aired as part of Disney Channel's Freaky Freakend.
|40||14||"Why Do Foils Fall in Love?"||Rich Correll||Mike Montesano & Ted Zizik||April 19, 2013|
|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. But when she thinks he has forgotten it, she writes an angry song that is known about Emma's video blog rapidly. The surprising success could be Jessie's breakthrough, but what about Tony? Ravi has consistently poor grades in physical education. Therefore Luke, who is very good at sports, can let him win in a competition to build his confidence. But Ravi has gained a little too much self-confidence.|
|41||15||"Kids Don't Wanna Be Shunned"||April 26, 2013|
|Emma is upset when her friends stand her up for the new girl in school. Meanwhile, Luke has Ravi help him with his project about India for their school's multicultural night.|
|42||16||"All The Knight Moves"|
|43||17||"Quitting Cold Koala"||Pamela Eells O'Connell||May 17, 2013|
Season 3 (2013)
On March 30, 2013, Jessie was renewed for a third season. The production for this season first began in July 2013, with the season premiere on October 5, 2013. Also, Debby Ryan will reunite with some The Suite Life on Deck cast members. Matthew Timmons, who played Woody Fink on The Suite Life on Deck, guest starred in "Caught Purple Handed" as Max. Brian Stepanek, who had a recurring role as Arwin, guest starred in "Hoedown Showdown" as Mr. Collinsworth. This is also the second season that premiered on October 5, with a Halloween-theme special as the season's opening; similar to the season two opening. This is the first season that premiered two Halloween episodes.
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|Title||Directed by||Written by||Original air date|| Production|
| U.S. viewers|
|53||1||"Ghost Bummers"||October 5, 2013||301|
| Jessie and the children are throwing a Halloween party which turned out to be haunted by actual ghosts. Luke and Emma become possessed. Jessie, Ravi, and Zuri will have a plan to save Luke and Emma.
Guest star: Carolyn Hennesy as Rhoda Chesterfield
|54||2||"Caught Purple Handed"||October 11, 2013||302|
| Jessie confronts the children on why they didn't 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. But 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 (Matthew Timmons). But when she accidentally puts her hand in purple paint, her attempt to hide it from the commercial producers cause her to get fired. In the end, Jessie tells Max she still wants to work with him.
Guest star: Matthew Timmons as Max
|55||3||"Understudied and Overdone"||October 18, 2013||303|
| 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 Channing in a mess on camera.
Guest star: Amanda Jane Cooper as Susan Channing
|56||4||"The Blind Date, the Cheapskate and the Primate"||November 1, 2013||305|
| 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 zoo, but Luke messes around with the animals when Ravi is put in charge so Emma can take his mentor for a makeover.
Guest star: Garrett Clayton as Earl
|57||5||"Lizard Scales and Wrestling Tales"||November 15, 2013|
| 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 afterwards once Luke finds out that his biggest hope was a complete lie. He silently walks away, emotionless and heart-broken after Jessie confronts him with this terrible truth. However, Luke is still concerned about why Christina won't 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 (as a permanent replacement for Bertram). 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
Guest star: Christina Moore as Christina Ross
|58||6||"The Rosses Get Real"||November 22, 2013||307|
| After Emma, Luke, Ravi and Zuri jump rope an 'award winning' television producer, Corrine 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 pent-house and discuss the show. The next day they start filming, and they say that they all love each other but they all say something rude about something or somebody else. Corrine edits their slots making it look they hate each other. They go back to the pent-house and 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 of Corrine being rude to them. That works and Ravi's lizard make them leave by giving them a fright.
Guest star: Rachel Gea as Corrine
|59||7||"Good Luck Jessie: NYC Christmas"||November 29, 2013||306|
| 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), and Teddy meets up with Jessie on the subway. When a blizzard traps P.J and Teddy in New York City, while 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) wishes for Christmas since they have no knowledge.
Notes: This is a combined 48-minute special episode for both Good Luck Charlie and Jessie. The opening credits shows the cast of both shows combined with the theme songs from both shows, which was also the case of the opening credits for the 2012 holiday crossover special Austin & Jessie & Ally All Star New Year.
|60||8||"Krumping and Crushing"||January 10, 2014||309|
| 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 teacher let Jessie and Bertram only to not get in the way of his dancing but removed them because they are awful, but Luke still went on and won. Meanwhile, Zuri develops a crush on a boy and Emma and Ravi assume it is Tony.
Guest star: Roger Bart as Phil, The dance teacher.
|61||9||"Hoedown Showdown"||February 21, 2014||308|
|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 doesn't 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" them, 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.|
|62||10||"Snack Attack"||March 7, 2014||310|
|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 too. 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.|
|63||11||"Creepy Connie 3: The Creepening"||April 11, 2014|
| Creepy Connie returns shortly after Luke meets a girls named Mackenzie (G. Hannelius). She claims that she is over Luke, and warns him that Mackenzie, who she calls "Mad Mack", has a psycho crush on him. When Luke realises 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 reveals that it was all a set-up 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 and stops the wedding.
Guest stars: Sierra McCormick as Creepy Connie Thompson, G. Hannelius as Mackenzie, and Lombardo Boyar as Boomer.
|64||12||"Acting with the Frenemy"||April 27, 2014|
| colspan="4" style="border-bottom: solid 3px #DA70D6
Note: This is the first Sunday episode of the series.;" | 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, whom to his 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 bit too literally, boring Zuri in the process. In the end, Stuart stands up for Zuri, and she thanks him for that. Luke leaves, for this is too intense for him.
|65||13||"From the White House to Our House"||May 16, 2014|
| 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.
Guest stars: Lauren Pritchard as Coach Penny, Kyla Drew Simmons as Taylor Harris, Yvette Saunders as Sergeant Harris, and Vernee Watson-Johnson as Mrs. Harris.
|66||14||"Help Not Wanted"||June 13, 2014|
| 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, but with Beau Jones thinking that the restaurant is bad, Boomer sobs about it. Jessie and Emma see Beau eating a hotdog and asks him to give a second chance to be on the magazine and he says yes. Meanwhile, Luke and Zuri raise money to have Jessie "babysit" for children.
Guest stars: Lombardo Boyar as Boomer, and Kurt Ela as Beau Jones.
|67||15||"Where's Zuri?"||June 20, 2014|
| Jessie and Zuri discover Stuart is cooler than his old self, because he has a new laid-back "manny" (man and nanny) named Hudson. When Jessie forbids Zuri from hanging out with Stuart after she and Stuart's "manny" 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, but he can't do it. So, Ravi does cup stacking at the show and he wins the first-prize trophy.
Guest stars: Matt Shively as Hudson, (Stuart's manny) and J.J Totah as Stuart
|68||16||"Morning Rush"||June 27, 2014|
|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 had 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 is no school because of parent-teacher conferences. Instead, Jessie has to go to school and is late.|
|69||17||"Lights, Camera, Distraction!"||July 11, 2014|
| 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.
Guest star: Chris Galya as Tony
|70||18||"Spaced Out"||July 25, 2014|
| 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, and Ivan, Bertram, Mrs. Kipling, and Ravi must come to the rescue. At the end, Ravi realizes the whole ordeal was a dream.
Guest star: John Rubinstein as Ivan
|71||19||"The Telltale Duck"||August 8, 2014|
|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 can't get it. Luke and him then 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.|
|72||20||"Coffee Talk"||August 22, 2014|
|Emma and Zuri try to get Jessie's VIP wristband. Meanwhile, Bertram becomes obsessed with his talking coffee-maker|
|73||21||"Between the Swoon and New York City"||September 19, 2014|
| Sparks fly when Jessie meets Brooks, and she starts worrying after finding out that he is Mrs. Chesterfield's son. She insists that Jessie isn't 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.
Guest star: Carolyn Hennesy as Rhoda Chesterfield
|74||22||"No Money, Mo' Problems"||September 26, 2014|
| 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 back 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.
Guest star: Chris Galya as Tony and Carolyn Hennesy as Rhoda Chesterfield
|75||23||"The Runaway Bride of Frankenstein"||October 2, 2014|
|Jessie doesn't know if she should marry Brooks, so she says she needs time to think. Meanwhile, Brooks tries to get all the kids to like him so that Jessie will say yes, but he fails and ruins something for the kids. In the end, Emma and Zuri tell Jessie that she belongs with Tony, but she shocks them and tells them that Tony didn't 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 she decides to marry Brooks.|
|76||24||"There Goes the Bride"||October 10, 2014|
|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 kids each try to make either Jessie or Brooks regret going with the other. Bertram scolds the kids for being so selfish and they go and tell Jessie that they want her to be happy. In the end, Jessie realizes that she isn't ready to leave the kids,and they both realize their dreams will separate them. Jessie and Brooks call off the wedding and break up.|
|77||25||"Ride to Riches"||November 21, 2014|
|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.|
|78||26||"Jessie's Aloha-holidays with Parker and Joey"||November 28, 2014|
|Jessie and the children head to Hawaii for a vacation and find that Shaylee is there too.|
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