Jessie is an 18-year-old girl who moves from a small town in Texas to "The Big Apple", in order to try to live on her own and become an actress. When she is not able to pay the driver, she is thrown out of the cab and found by Tony Chicclini, the building's doorman, and Zuri Ross, one of the Ross family. Once she is introduced to Tony and Zuri, Zuri offers Jessie a nanny job, which she accepts. Jessie is taken to the Ross Penthouse and then introduced to the rest of the Russ kids also including: Luke, a 12-year-old jokester that has an instant crush on her, Ravi, a recently adopted Indian Immigrant who has a apple-toothed lizard named Mr. Kipling, and Emma, the fashionable natural-born child of the Rosses. The children find Jessie too demanding, and in turn, run away in their parents' helicopter. Jessie finds them and throws up on them. Jessie wins over Ravi's friendship by helping him in his video game. Jessie accidentally ruins Emma's science project for the science fair. Zuri intends to cover up for Jessie by telling Emma that Luke was the one who broke her project. She fixes the project, but Emma is disappointed because her entrepreneur parents have no time for her because they are working on their new movie. Jessie tells Morgan and Christina Ross that they don't spend enough time with their children; she gets fired in return. Jessie decides that she should go to the science fair instead of the Ross parents, in order to support Emma. However, Morgan and Christina Ross actually showed up to the fair. Jessie is rehired in the end. At the last couple minutes, the family and Jessie are seen eating ice cream in celebration.
- Debby Ryan as Jessie Prescott
- Skai Jackson as Zuri Ross
- Karan Brar as Ravi Ross
- Peyton List as Emma Ross
- Cameron Boyce as Luke Ross
- Kevin Chamberlin as Bertram Winkle
- Christina Moore as Christina Ross
- Charles Esten as Morgan Ross
- Chris Galya as Tony Chiccolini
- Brian Carpenter as Head Judge
- Bryan Oakes Fuller as A.D.
- This episode includes the first appearances of Jessie Prescott, Emma Ross, Luke Ross, Ravi Ross, Zuri Ross, Christina Ross, Morgan Ross, Bertram Winkle, Mr./Mrs. Kipling and Tony Chiccolini, which is a majority of the cast.
- This episode is the series premiere.
- At the time of production the title was Pilot.
- Several events in this episode are mentioned in the series finale, Jessie Goes to Hollywood.
- When Jessie was thrown out of the taxi, she was thrown from an unreachable area as determined by the driving distance.
- How did the driver throw Jessie's luggage when it was in the trunk of the cab and he was inside the cab?
- Luke instructed Bertram to make beef soup, but the dinner was salad.
- While in the cab, Jessie tells the driver that her dad is in the Marine Corps. In #2.27 "G.I. Jessie", she and the kids visit Fort Tavey in Texas where her dad is a Lt. Colonel in the Army, not the Marine Corps.
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