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.

Jessie's new agent gets her a job as a hand model.

Jessie gets an opportunity to be the understudy in an off-Broadway play. Unbeknownst to her, Luke plots to sabotage the star so Jessie gets to be on stage. Meanwhile, Emma and Zuri help Bertram make a web show in which he is the star.

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

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

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

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.

Jessie enrolls Luke in a dance class.

Jessie asks Emma to invite the new girl from the building to her 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.

Unhappy with her son's budding relationship, Mrs. Chesterfield hires Bertram; she's hoping he finds dirt that will cause Brooks to break up with Jessie.

The Halloween Festival takes a scary turn when Brooks proposes to Jessie and she learns that none of the Ross kids approve.

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.

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.

In the season four premiere, the Ross kids are convinced Jessie is headed to Africa to rekindle her relationship with ex-fiancé, Brooks. In an effort to stop her, the kids make the trip to Africa and quickly find themselves on a wild adventure.

Jessie's stepsister Darla comes to visit, and Jessie enlists Tony's help to try to cover up the fact she didn't go through with the wedding. Meanwhile, Luke shaves for the first time and when Bertram comes to help, things get a bit hairy.

The Ross family faces an unexpected dilemma when they find out their parents have lost all their money and must learn to live without it.

Jessie goes back to college and ends up in the same class as Ravi. Meanwhile, Zuri brings home a baby giraffe from Africa.

Jessie finds herself in unfamiliar territory when Emma's unexpected behavior gets her into trouble at school. Meanwhile, Luke takes on the role of Sensei to train Zuri for her upcoming karate belt test.

Eager to play in Luke's basketball game, Ravi unexpectedly runs into LA Clippers star Chris Paul, who he enlists to coach him. Meanwhile, Jessie learns that Hudson is her new classmate and is unhappily forced to partner with him for an assignment.

When the kids are snowed in at the penthouse, an epic game of capture the flag ensues. Allegiances are tested, tricks are pulled and everyone goes a little overboard.

In an effort to help Ravi make friends, Jessie takes him to a MENSA meeting in the park. However, their new friends, Madeline and Scott, may be too good to be true.

Emma wants her license, so Jessie teaches her how to drive. Ravi and Luke accidentally break one of Zuri's games, forcing a stand-off.

Bertram has had enough, so decides to quit and to go work for Mrs. Chesterfield. Meanwhile, the Ross family hires a new butler, Roger, who takes his job very seriously.

While on vacation, the Ross family finds a girl stranded in the middle of the ocean and invites her aboard their yacht. Meanwhile, Bertram stays home and babysits Mrs. Kipling, who has separation anxiety from Ravi.

While exploring an Italian island, the Ross family's tour guide tells a story about Jessie's necklace, and how its curse brings anyone who wears it bad luck in love.

In the final part of the "Rossed at Sea" three-parter, Jessie abruptly ends the Ross family vacation because the kids are constantly fighting. They wind up in a pickle when they find the yacht the next morning floating in the middle of the sea with no captain or crew in sight.

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.

Bertram's new toupee that he bought for his band's big performance has gone missing, so Jessie interrogates each of the kids in hopes to find it.

When Luke becomes the brain of the family and Zuri the new trendy fashionista, Ravi and Emma feel their identities have been stolen.

When Mrs. Kipling becomes a celebrity, it puts a strain on her relationship with Ravi. Meanwhile, Bertram preps Emma for an audition and Zuri tries to be more independent.

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 has to relearn all the "special skills" she listed on her resume for a commercial that she booked. Meanwhile, Ravi convinces Luke that a meteor is headed towards Earth.

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!