Jessie joins a comedy improv class and Tony goes to embarrassing lengths to prove his love for Jessie. Meanwhile, Ravi recruits Zuri to help him babysit Mrs. Kipling's baby lizards.

When Tony forgets their first anniversary, Jessie composes an angry ballad that goes viral. Luke tries to help build Ravi's self-esteem.

Jessie loses a pet bunny. Emma gets Luke to help her learn more about sports to impress a guy at school.

Emma sneaks out to the school dance to warn Luke that his new crush is going to dump him. Luke gets relationship advice from Adam Sandler. Zuri and Ravi set traps for a burglar.

It's school dance time, and the Ross family pulls out all of the stops to score dates. Meanwhile, Jessie helps Bertram prepare for his first solo at the Metropolitan Opera.

When Mom comes home, Jessie heads to L.A. for a role in a movie. But when the kids realize that they still need her, they follow her to Hollywood!

Nanny Agatha’s twin sister, Angela, is in town and Jessie suspects she is trying to steal her job and also catch Tony’s eye. Meanwhile, Emma copes with a giant zit on her nose.

Jessie invites Bertram's mom out for his birthday. However, Bertram doesn't like his mom that much because she always steals the spotlight. Now, Jessie needs to bring the two together. Meanwhile, Ravi and Luke work on a science project together.

Jessie offers to help Zuri earn scout badges during a camping trip to Central Park. Luke convinces Ravi that lying is a super power.

Luke asks his adoptive mom, Christina, for information about his family history after he is assigned a report at school.

Creepy Connie returns with a sidekick, Mackenzie. The two play a cat and mouse game as they vie for Luke's affection.

Parker and Joey, Jessie and the Ross kids plan a tropical Christmas at the family's Hawaiian villa where Jessie reunites with old friend and superstar, Shayelee Michaels.

Jessie accepts a job as a nanny and moves in with the Ross family, high-flying couple Christina, a former supermodel turned business mogul, and Morgan, a famous movie director, their four kids Emma, Ravi, Luke and Zuri and their beloved 7-foot Asian Water Monitor Lizard. Nanny responsibilities are more difficult than Jessie anticipated as she coaches Emma, who is on the brink of a science fair meltdown.

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 meets up with Jessie. When a blizzard traps P.J and Teddy in New York City, Jessie and the Ross kids try to get them back to Denver the rest of the Duncan family go and get them as well. Meanwhile in Colorado, Gabe (Bradley Steven Perry) is being a scrooge.

While trick-or-treating, Stuart warns the Ross kids about a ghost named Abigail. Then, at a masquerade party, Jessie meets a mysterious, masked boy who she falls for.

Jessie races to make sure the Ross kids make it to school on time, but there are many bumps along the way.

Jessie and the kids are excluded from the building Halloween party. They throw their own party, which is interrupted when Emma and Luke become possessed by evil spirits.

When Jessie lands two VIP wristbands to Emma and Zuri’s dream concert, the girls compete to be her guest. Meanwhile, Bertram becomes infatuated with his new talking coffee maker.

Jessie hits it off with a new guy she meets in the park named Brooks, unaware that he is Ms. Chesterfield's son.

Jessie is excited when she and the Ross kids are invited to participate in a reality show.

Jessie enrolls Luke in a dance class.

Jessie makes a friend in acting class only to find out her new pal Abbey is not all that she seems.

Jessie and the Ross kids plan a tropical Christmas at the family's Hawaiian villa where Jessie reunites with old friend and superstar, Shayelee Michaels.

Jessie is on a mission to get to an important audition; however, she and Ravi wind up on the "Rides to Riches" game show in which contestants can win prizes during their taxi ride.

Jessie decides that she and Tony will set each other up.