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.
Guest Stars:
Hina Abdullah, Pierson Fodé
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.
Guest Stars:
Chris Galya, Molly Burnett
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.
Guest Stars:
Chris Galya, Carolyn Hennesy
Jessie goes back to college and ends up in the same class as Ravi. Meanwhile, Zuri brings home a baby giraffe from Africa.
Guest Stars:
Kevin Symons
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.
Guest Stars:
Phill Lewis
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.
Guest Stars:
Nadji Jeter, Matt Shively, Poppy
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.
Guest Stars:
Matt Shively, Josie Totah
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.
Guest Stars:
Francesca Capaldi, Blake Cooper Griffin
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.
Guest Stars:
Raymond Lee
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.
Guest Stars:
Napoleon Ryan, Carolyn Hennesy
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.
Guest Stars:
Meaghan Jette Martin
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.
Guest Stars:
Deniz Akdeniz
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.
Guest Stars:
Matt Cook, Vale De La Maza, Genneya Walton, Jaden Martin
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.
Guest Stars:
Gilli Messer
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.
Guest Stars:
Chris Galya, Austin North, Sarah Gilman, Josie Totah
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.
Guest Stars:
Malia Tyler, Carolyn Hennesy