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 in a hotel after being pushed out of a taxi. One of the youngest children just asks her to be her nanny and now Jessie has to get them to get along by keeping them from fighting. One of the children has an imaginary friend and another has a pet water monitor lizard. Assisting her is Bertram, a mean, lazy butler and Tony, a 20-year-old doorman who secretly likes Jessie.
Jessie goes back to college and ends up in the same class as Ravi. Meanwhile, Zuri brings home a baby giraffe from Africa.Watch Now:iTunes
Jessie decides to write Tony a sweet song for their first anniversary, but when he forgets their special day she composes an angry ballad instead that goes viral. Meanwhile, Luke tries to help build Ravi's self-esteem.Watch Now:Amazon
Jessie believes Connie, a math tutor she finds for Luke, will be the perfect scholarly influence, not realizing 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 and tries steering her away from Luke. In turn, Connie steals Luke's beloved stuffed animal, Kenny the Koala, in order to make Luke go to the dance. Once Jessie tells her that Luke has read none of the Harry Potter books, Connie, horrified, declares her love for Luke dead, and leaves. Meanwhile, Ravi is convinced that he can predict the future with his Mystical Eye-ball Application on his tablet.
Jessie is tasked with ungluing Mrs. Chesterfield's hands from her head, while Ravi attempts to uncover who switched Mrs. Chesterfield's hair gel with stay stick glue. Meanwhile, Tony and Jessie plan a fun date.
In the season four premiere, the Ross kids are convinced Jessie is headed to Africa to rekindle her relationship with ex-fiancé, Brooks. In an effort to stop her, the kids make the trip to Africa and quickly find themselves on a wild adventure.Watch Now:AmazoniTunes
Jessie confronts the kids on why they didn't turn in their money from selling muffins for school. The kids end up throwing a party, unbeknownst to Jessie, in order to raise the money. But when the kids 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 Bower(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.Watch Now:AmazoniTunes
Jessie and the kids have a Halloween party that is invaded by actual ghosts. Luke and Emma turn into the ghosts, Codemaster And Doorkeeper. Jessie, Ravi, and Zuri plan to save Luke and Emma and Stop Zorag from destroying the world.Watch Now:AmazoniTunes
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, 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, the park security guard. When they accidentally break the toy and try to return it to the park, they are caught. However, Nana Banana saves them from getting in trouble, which makes Jessie realize her mistake and apologize to Nana Banana, leading to all of them becoming friends.
After Zuri's doll is ruined, Zuri and Jessie attempt to raise two hundred dollars for a new one. Meanwhile, Ravi starts as the new kid in the same school with Luke and Emma, but embarrasses Luke after trying to fit in. However, when Ravi defeats the school bully with his traditional Indian Dragon Fire Peppers, everybody praises him, and Luke and Ravi resolve their problems. Jessie helps Emma with a heel problem.
Jessie competes with another nanny named Agatha who forbids her from taking the Ross kids to Central Park. She ends up putting pictures of Jessie online that makes her look like a bad nanny.
Zuri enters the Little Miss Big Apple Competition against Lindsey, a kid who Agatha's watching. But when Jessie finds out that Zuri has no talent,she insists that Zuri 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.
Jessie lands a job as a stunt double for a popular Australian actress, but things get tricky when the movie's director and the actress's boyfriend ask Jessie out on a date. Meanwhile, Emma helps sneak Zuri's pet zebra into the penthouse.Watch Now:AmazoniTunes
Future Jessie appears to warn present-day Jessie that when Ravi grows up he will invent a robot version of Bertram that evolves into an army that tries to destroy Jessie and take over the world.Watch Now:Amazon
A celebrity comes to the Ross household. Emma and Jessie fight for his affection,while Zuri and Luke make prank phone calls. The star asks Jessie out but Emma ruins it. Bertram pretends to work while Mr.Ross is in town.Watch Now:AmazoniTunes
Jessie Prescott is an 18-year-old teenage girl who moves to New York to live on her own. Once she arrives, she incidentally accepts an offer to become the nanny of a high flying couple's four kids.Watch Now:AmazoniTunes
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. 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. Zuri invites Bertram instead but doesn't think he's a very good guest during the party, which upsets her. On the day of the fashion show, Jasmine un-invites Emma, so Emma decides to attend her Zuri's tea party to cheer her up. Jessie helps Luke win the paintball competition.
Jessie's stepsister Darla comes to visit, and Jessie enlists Tony's help to try to cover up the fact she didn't go through with the wedding. Meanwhile, Luke shaves for the first time and when Bertram comes to help, things get a bit hairy.Watch Now:AmazoniTunes
Eager to play in Luke's basketball game, Ravi unexpectedly runs into LA Clippers star Chris Paul, who he enlists to coach him. Meanwhile, Jessie learns that Hudson is her new classmate and is unhappily forced to partner with him for an assignment.Watch Now:AmazoniTunes