Episode 1
Ghost Bummers
Oct 5, 2013
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
Caught Purple Handed
Oct 11, 2013
After signing with a talent agent Jessie feels excited, but she quickly learns that he's thrilled to have her as a client because he's so incredibly unsuccessful. The kids try to raise money for their school with a rooftop bash.
Episode 3
Understudied and Overdone
Oct 18, 2013
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
The Blind Date, The Cheapskate and the Primate
Nov 1, 2013
Jessie has the kids and Bertram avoiding Tony like the plague. One day, she exits the elevator only to find out Tony is picking up something behind the desk. The two awkwardly talk until they decide to hook each other up with friends.
Episode 5
Lizard Scales and Wrestling Tales
Nov 15, 2013
Luke asks his adoptive mom, Christina, for information about his family history after he is assigned a report at school.
Episode 6
The Rosses Get Real
Nov 22, 2013
Jessie is excited when she and the Ross kids are invited to participate in a reality show.
Episode 7
Good Luck Jessie: NYC Christmas
Nov 29, 2013
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.
Episode 8
Krumping and Crushing
Jan 10, 2014
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
Hoedown Showdown
Feb 21, 2014
Jessie asks Emma to invite the new girl from the building to her party as a welcoming gesture.
Episode 10
Snack Attack
Mar 7, 2014
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.
Episode 11
Creepy Connie 3: The Creepening
Apr 11, 2014
Creepy Connie returns with a sidekick, Mackenzie. The two play a cat and mouse game as they vie for Luke's affection.
Episode 12
Acting With the Frenemy
Apr 27, 2014
Jessie makes a friend in acting class only to find out her new pal Abbey is not all that she seems.
Episode 13
From the White House to Our House
May 16, 2014
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
Help Not Wanted
Jun 13, 2014
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.
Episode 15
Where's Zuri?
Jun 20, 2014
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.
Episode 16
Morning Rush
Jun 27, 2014
Jessie races to make sure the Ross kids make it to school on time, but there are many bumps along the way.
Episode 17
Lights, Camera, Distraction!
Jul 11, 2014
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
Spaced Out
Jul 25, 2014
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
The Telltale Duck
Aug 8, 2014
Jessie agrees to accompany Bertram to his high school reunion, so he can show his former classmates how successful he has become.
Episode 20
Coffee Talk
Aug 22, 2014
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
Between the Swoon and New York City
Sep 19, 2014
Jessie hits it off with a new guy she meets in the park named Brooks, unaware that he is Ms. Chesterfield's son.
Episode 22
No Money, Mo' Problems
Sep 26, 2014
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.
Episode 23
The Runaway Bride of Frankenstein
Oct 2, 2014
The Halloween Festival takes a scary turn when Brooks proposes to Jessie and she learns that none of the Ross kids approve.
Episode 24
There Goes the Bride
Oct 10, 2014
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.
Episode 25
Ride to Riches
Nov 21, 2014
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.
Episode 26
Jessie's Aloha Holidays with Parker and Joey
Nov 28, 2014
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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