Jessie arrives in New York City from Fort Hood, Texas to follow her dreams and suddenly finds herself as the nanny to the children of a famous movie director and ex-supermodel turned business mogul.

Jessie comes to the rescue when the condominium board wants Ravi's pet lizard Mr. Kipling out of the building. Zuri brings home another imaginary friend and Luke and Emma compete against each other in a school photo class.

After Jessie accepts a date to go on lunch with Tony, Emma gives her dating advice from teen magazines. Ravi becomes the target of Luke's practical jokes.

Jessie teams up with Luke to beat the paintball rival that wins every year. Meanwhile, Zuri plans a tea party and Emma is invited and promptly uninvited by her best friends to Fashion Week.

Jessie gets her big break when a music producer spots her singing a song she wrote. Emma helps Bertram look good for his social network profile photo.

Zuri befriends an eccentric lady known as Nana Bananas, who wears yellow tracksuits, talks to herself and constantly squeaks a yellow horn. Meanwhile, Ravi thinks that Mr. Kipling has found true love.

Jessie finds a math tutor for Luke, but the girl turns out to be a lovelorn teen fixated on Luke. Meanwhile, Ravi tries to predict the future with a mysterious ball.

Jessie is charged with shopping for Christmas presents, decorating the house and taking the kids to see Santa when the Rosses get caught in a snowstorm.

Jessie helps host a teen movie star who is staying at the Rosses' house.

Jessie and Zuri open a lemonade stand in the lobby of their building. Meanwhile, Ravi adjusts to the challenges of his new American school.

Jessie and Zuri go on a train ride, while Emma and Ravi get left at the station. Bertram and Luke hunt a spider.

Jessie accidentally drops Mrs. Ross\' diamond tiara onto Mrs. Chesterfield\'s terrace, but the obstinate neighbor refuses to give it back.

Tony becomes jealous after Jessie is invited on a date by Brad. Jessie and Zuri read a bed time story that takes the whole gang into the medieval times.

Jessie is shunned by New York City's most intimidating nanny. Meanwhile, Bertram teaches Ravi and Luke how to wrestle.

Jessie enlists the help of another nanny after Luke continues to misbehave. Meanwhile, the kids reluctantly agree to help Bertram clean his room.

Mrs. Chesterfield's hands get stuck to her head when her hair gel is switched with glue.

Jessie worries about Emma falling for a bad boy; Zuri protects her favorite tree in the park.

Jessie convinces Zuri to enter a pageant; Luke and Ravi play practical jokes on Bertram.

Nanny Agatha's twin sister visits, and Jessie suspects she is trying to steal her job and catch Tony's eye. Meanwhile, Emma copes with a giant pimple on her nose.

Jessie and Tony decide retry their 1st date... for the fourth time. Meanwhile, Ravi, Luke and Bertrem get trapped in a tea cup.

Jessie tries to help Zuri conquer her fear of dolls by confessing one of her own unusual fears. Meanwhile, Cameron teaches Ravi how to impress a girl; and Bertram listens to opera nonstop to win a radio contest.

Jessie pilots a private jet and makes an emergency landing on a tropical island when the aircraft begins to fail during a family vacation.

Jessie writes a play for the school, but Luke is shocked when she casts Creepy Connie as his love interest. Meanwhile, Zuri shadows Bertram for a school report.

Jessie auditions for a role on a TV series. Back at home, Emma, Ravi and Luke search for carnivorous rats they believe are in the walls of their apartment.

The family throw a party on the anniversary of Zuri's adoption, and Jessie is assigned decoration duty. Meanwhile, Ravi uncovers unexpected news about his own adoption.

After finding a nest of eggs on the terrace, Jessie and Ravi discover that Mr. Kipling is really Ms. Kipling, and a mom-to-be. However, after accidentally misplacing her eggs, Ravi realizes he may have to work at becoming a better grandparent to baby lizards. Meanwhile, Zuri is determined to throw the perfect funeral for her beloved invisible friend Millie the Mermaid.