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26 Episodes 2013 - 2014
Episode 1
Sat, Oct 5, 201323 mins
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.

Episode 2
Fri, Oct 11, 201324 mins
Jessie's new agent gets her a job as a hand model.

Episode 3
Fri, Oct 18, 201323 mins
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.

Episode 4
Fri, Nov 1, 201324 mins
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.

Episode 5
Fri, Nov 15, 201326 mins
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.

Episode 6
Fri, Nov 22, 201324 mins
Jessie is excited when she and the Ross kids are invited to participate in a reality show.

Episode 7
Fri, Nov 29, 201348 mins
After Teddy and PJ run into Jessie in New York, they encounter complete chaos at the Ross house.
Episode 8
Fri, Jan 10, 201424 mins
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.

Episode 9
Fri, Feb 21, 201425 mins
When a new girl moves into the building, Jessie asks Emma to invite her to her party as a welcoming gesture.

Episode 10
Fri, Mar 7, 201424 mins
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.

Episode 11
Fri, Apr 11, 201425 mins
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.

Episode 12
Sun, Apr 27, 201424 mins
Jessie makes a friend in acting class only to find out her new pal Abbey is not all that she seems.

Episode 13
Fri, May 16, 201424 mins
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.

Episode 14
Fri, Jun 13, 201423 mins
Jessie gets a job at the Empire Skate Building so that she can earn extra cash to buy an expensive barbecue grill for her dad's birthday, but things get complicated when Emma starts bossing Jessie around and they unknowingly drive away a food critic. Meanwhile, Jessie cuts Luke and Zuri off from their allowance after they make impulsive purchases. Luke, Zuri, and Ravi decide to babysit children and secretly earn the money without Jessie noticing, but babysitting a bunch of rambunctious children proves to be a daunting task for them.

Episode 15
Fri, Jun 20, 201424 mins
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.

Episode 16
Fri, Jun 27, 201423 mins
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.

Episode 17
Fri, Jul 11, 201424 mins
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.

Episode 18
Fri, Jul 25, 201423 mins
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.

Episode 19
Fri, Aug 8, 201424 mins
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.

Episode 20
Fri, Aug 22, 201424 mins
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.

Episode 21
Fri, Sep 19, 201425 mins
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.

Episode 22
Fri, Sep 26, 201424 mins
Mrs. Chesterfield hires Bertram to dig up dirt on Jessie that would hopefully lead Brooks to break up with her.

Episode 23
Thu, Oct 2, 201423 mins
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.

Episode 24
Fri, Oct 10, 201425 mins
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.

Episode 25
Fri, Nov 21, 201424 mins
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.

Episode 26
Fri, Nov 28, 201460 mins
Jessie and the Ross kids go to Hawaii to spend Christmas at the Ross' Hawaiian Villa. Jessie soon meets up with her friend Shaylee Michaels and the Ross kids meet Parker and Joey Rooney. Emma and Joey become attracted to each other after taking care of a piglet named Hamlet. Zuri spends time with Parker, they start playing pranks and selling volcanic rocks. Jessie plans on auditioning for the lead role in "Aloha Crime", but the self-absorbed director gives the lead role to Shaylee and Jessie is soon removed from the show. Jessie becomes upset and angry at Shaylee for stealing her role, she ends her friendship with Shaylee. Jessie begins to give up her chances at acting and Luke gives up on his pranks. Jessie and Shaylee finally put aside their differences, they rescue the Ross kids, Bertram, Parker, and Joey from an active volcano. Jessie and Shaylee finally make up and the Ross family begin to enjoy the Holidays.
