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.

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.

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.

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.

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

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

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

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 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.

A real-time countdown begins as Jessie races against the clock to insure the Ross kids get to school on time despite the countless obstacles that arise.

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 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.

Zuri enlists the help of First Lady Michelle Obama to help a new friend, who would rather not celebrate her birthday without her mom, a deployed member of the military.

Jessie makes a new friend in her acting class but soon discovers some surprising things about her.

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

Jessie tries to impress a famous casting director in the park by volunteering to help his daughter befriend the Ross kids.

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

Jessie enrolls Luke in a dance class and to Jessie's dismay, he decides to replace doing homework with dance practice.

Teddy and PJ Duncan visit colleges in New York City, but a blizzard grounds their plane. Fortunately, they meet and become friends with Jessie Prescott and explore the city with her.

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

Luke is assigned a school report about his family history and asks his adoptive mom Christina for information about his birthparents.

To prove that she's over Tony, Jessie decides that she and Tony will set each other up with other people.

Jessie gets an opportunity to be the understudy for a famous, young actress in an off-Broadway play. 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 is excited to sign with a talent agent -- until it turns out he only represents hand models. Meanwhile, the kids forget to sell the muffins Jessie bought for the school bake sale, so to help raise money for their school, they throw a rooftop bash.

When Mrs. Chesterfield throws a roof-top bash and doesn't invite Jessie and the kids, they decide to throw a Halloween party themselves. But their festivities take a haunting turn when Jessie begins to see ghosts and Emma, Luke and Mrs. Chesterfield are overcome by ghoulish spirits. Now, it's up to Jessie, Ravi and Zuri to defeat the ghosts and save the day and the building.