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.

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

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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.

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To prove to Zuri that she's over Tony, Jessie decides that she and Tony will set each other up. Meanwhile, Ravi gets an internship at an animal shelter, and tries to prove worthy of the owner's trust whenever left in charge.

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Luke becomes curious about the identities of his biological parents, and starts to investigate with Emma's help after Jessie refuses. However, things don't turn out the way he expected. Meanwhile, Ravi runs for reptile club president.

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

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After Teddy and PJ run into Jessie in New York, they encounter complete chaos at the Ross house.

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Jessie enrolls Luke in a dance class, and to Jessie's dismay, he decides to replace doing homework with dance practice. Meanwhile, Emma and Ravi thinks Zuri have a crush on Tony, and don't know what to do about it.

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

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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.

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Connie returns, this time with her boarding school roommate Mackenzie, who appears even crazier than her. When she obsesses over Luke, Connie surprisingly defends him. But things may not be as they seem. Meanwhile, Emma gets fired from her job.

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

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Jessie and Zuri set out to host a birthday party for Taylor, a new friend with 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.

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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. Luke, Ravi and Zuri do babysitting behind Jessie's back to earn money.

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Jessie and Zuri discover Stuart has a new laid-back "manny" named Hudson. Having grown to like Stuart, Zuri resents being told not to see him, and they run off together. Emma, Luke and Bertram try to help Ravi prepare for a talent show.

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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.

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Jessie recruits the kids to help her direct, shoot and edit her work for a film festival. Things get complicated: will she finish her film in time?

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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.

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Jessie agrees to accompany Bertram to his high school reunion, so he can show his former classmates how successful he has become. Meanwhile, Ravi steals a violent video game to be considered cool, only for his actions to haunt him.

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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.

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Jessie hits it off with a new guy she meets in the park named Brooks, unaware that he is Ms. Chesterfield's son. Meanwhile, Ravi and Luke fight about who has the right to a baseball Ravi catches at a Yankees game.

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

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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.

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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.

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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. Emma and Luke follow Bertram to a renaissance faire.

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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.

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