Jessie and the kids throw a Halloween party, but it's interrupted by ghosts.

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.

Jessie gets an opportunity to be the understudy for a famous, young actress in an off-Broadway production. Ravi and Luke devise a plan to make sure Jessie gets the chance to perform the role. Meanwhile, Emma and Zuri argue over how best to help Bertram with his new idea for a web based cooking show.

Jessie and Tony set each other up on blind dates. Luke and Ravi volunteer at the zoo.

Luke asks his adoptive mom for information about his birth parents when he is assigned a school report about his family history.

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

When Teddy Duncan gets accepted into a college in New York City, she goes to New York, alongside her brother P.J., 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 is being a scrooge.

When Jessie Enrolls Luke in a dance class, the teacher says he is great. To Jessie's dismay, he tries to Replace Homework with Dance Class, which Jessie is upset and does not approve. Meanwhile, Zuri develops a crush on a boy and Emma, Ravi and Bertram try to figure it out.

A new girl moves into the building, and Jessie asks Emma to invite her to a party as a welcoming gesture.

Jessie hooks Zuri up with a new girl named Wendy McMillan after seeing a director to get her acting career started. With Jessie she's 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's 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.

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

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

Jessie and Zuri set out to host a birthday party for Taylor, a new friend who's sorely missing her mother, a deployed member of the military. When Taylor decides she'd rather not celebrate anything without her mother, Zuri enlists the help of Mrs. Obama.

Jessie is in need of some extra money to buy a special gift for her dad's birthday. She accepts a job at Empire Skate Building only to find out that Emma is her boss.

Jessie and Zuri discover Stewart has a new laid-back "manny" named Hudson. Having grown to like Stewart, Zuri resents being told not to see him, and they run off together.

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

Jessie becomes frustrated that she can't land any acting gigs, so she takes matters into her own hands by participating in a 24-hour film festival. She recruits the kids to help her direct, shoot and edit her film, but things get complicated when all the kids have their own ideas about what the film should be.

Ravi's birthday present from his parents is a trip to outer space with the rest of the Ross kids and Jessie. Their trip takes an unexpected turn when Ravi ends up not going.

Jessie agrees to accompany Bertram to his high school reunion, so he can show his former classmates how successful he has become.

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.

Mrs. Chesterfield hires Bertram to dig up dirt on Jessie that would hopefully lead Brooks to break up with her.

As the Ross kids prepare for the Halloween Festival, the festivities take a scary turn when Brooks proposes to Jessie, and she learns that none of the kids like him.

When Brooks lands a job in Africa and has to be there in two days, he and Jessie are forced to move up their wedding.

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

In this one-hour special cross-over episode with "Liv and Maddie's" 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.