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.
The Halloween Festival takes a scary turn when Brooks proposes to Jessie and she learns that none of the Ross kids approve.
Mrs. Chesterfield hires Bertram to find dirt on Jessie that would lead Brooks to break up with her.
Jessie gets to know a new guy she met in the park named Brooks only to later finds out that he is Mrs. Chesterfield's son.
Emma and Zuri compete to attend a Justin Timberlake concert with Jessie, who landed two VIP wristbands to the event. Meanwhile, Bertram becomes infatuated with his new talking coffee maker.
Jessie goes with Bertram to his high school reunion, so he can show his former classmates that he is successful. Meanwhile, Ravi steals a video game after Jessie forbids him to buy it.moreless
Ravi gets a trip to outer space with the rest of the Ross kids and Jessie as a birthday present from his parents, but the journey takes an unexpected turn when Ravi ends up not going.moreless
Jessie recruits the kids to help her make a film in 24 hours, but things get complicated when everyone presents their own ideas about what the movie should be about.
Jessie rushes to get the Ross kids to school on time, but countless obstacles arise.
Stuart has a new 'manny' named Hudson. Jessie thinks the new and cool Stuart is a bad influence around Zuri but when Zuri and Stuart run off together, Jessie and Hudson are forced to work together to find them.moreless
Jessie needs money to buy her dad a birthday gift so she accepts a job at Empire Skate Building before realizing that Emma is her boss.
Jessie connects with a young girl, Taylor, who is a military kid just like her; and Zuri becomes her friend. Jessie then meets Taylor's grandmother who tells her that Taylor's birthday is coming up but her mom is overseas, so Zuri calls in a favor from First Lady Michelle Obama.moreless
Jessie meets a new friend named Abbey in acting class but she discovers that Abbey's not all that she seems.
Creepy Connie returns with a sidekick and the two play a cat-and-mouse game as they vie for Luke's affection.
Jessie notices a famous director in the park and and hooks Zuri up with his daughter, Wendy. But then Zuri discovers that she's a monster. Emma gets a new job after she goes over her phone limit but competition arises when Luke and Ravi open up their own stand and Emma loses her job because they get all the business.moreless
Emma befriends Maybelle, a girl who has just moved into the building, and invites her to Emma's party. Meanwhile, Jessie intervenes with the school music teacher in an effort to allow Ravi and his sitar to join the school band.moreless
Jessie enrolls Luke into a dance class but then he starts to neglect his homework and makes dancing a priority. Meanwhile, Emma and Ravi are determined to find out who Zuri has a crush on.moreless
Jessie meets Teddy Duncan who is heading to New York City to attend college.
Jessie and the kids meet a TV producer named Corinne who offers to make them stars in a reality show.
Luke wants to know more about his birth parents, so he enlists the help of Emma to find out who they are.
Jessie and Tony set up blind dates for each other just to show each other that they are moved on from each other. Ravi lands an internship at the zoo.
Jessie gets the role to be an understudy for a famous Broadway actress and Luke and Ravi conspire to let her play the part. Meanwhile, Bertram enters an online cooking competition.
Jessie's new agent gets her a job as a hand model.
Jessie and the kids throw a Halloween party in which Luke and Emma become possessed.
Jessie and the kids travel to her dad's military base in Texas and find out he is getting married.
Jessie becomes jealous of Tony when he has to train a gorgeous girl to be the new door-person. Things get more heated when Jessie's ex-boyfriend comes to town. Meanwhile, Luke and Ravi fight over how to best reduce Bertram's stress level.moreless
Things become tense when Bryn joins the morning announcements and co-anchors with Emma and Luke. Meanwhile, Jessie sets out to teach Zuri a lesson after finding out that Zuri read her diary.
Future Jessie appears from an elevator time machine to warn current Jessie.
For Bertram's birthday, Jessie surprises him by inviting his mother to stay.
Everyone gets trapped in the penthouse panic room.