Main • (
Debby Ryan) is an idealistic and resourceful girl from the military base of
Fort Hood, Texas. As a recent high school graduate rebelling against her strict father who wanted her to join the army, Jessie moves to
New York City to realize her dreams of stardom but, due to an unexpected turn of events, ends up becoming a nanny to the four Ross children. Even though at times both Jessie and the Ross kids annoy each other, they all deeply care for one another and Jessie is even shown to be sometimes overprotective. • (
Peyton List) is a diva, somewhat ditsy, cynical girl, eager to reorder the world to the way she sees it. Emma is the oldest child of the Ross family, and Morgan and Christina's only biological child. • (
Cameron Boyce) is a laid-back, flirty, and crafty boy who was born in
Detroit and has a passion for video games, break-dancing, and causing mischief around the penthouse while also being sarcastic at times. He considers himself a "ladies' man", having taken a liking to Jessie in particular. • (
Karan Brar) is a gentle, intelligent and courteous boy, born and raised for ten and a half years in
West Bengal, India, and the newest addition of the Ross family. He is imbued with the culture of his beloved homeland but is thrilled with his new life in the United States. • (
Skai Jackson) is a sassy, strong-willed, quick-witted and talkative girl who was brought to NYC from her birth country of Uganda. She is highly creative with a penchant for rainbows, unicorns, mermaids, and country music, and has many stuffed animals and imaginary friends. She is the youngest of the Ross children. • (
Kevin Chamberlin) is the Ross family's butler. He is grouchy and often very lazy, begrudgingly helping Jessie navigate her job as nanny to the four Ross children.
Recurring • Christina Ross (
Christina Moore) is the mother of the four Ross children and a former
supermodel turned
business magnate. • Tony (
Chris Galya) is the doorman in the building where the Ross family lives who has strong feelings for Jessie and helps her navigate her adventures in the big city. • Morgan Ross (
Charles Esten) is the father of the four Ross children and a famous movie director. The pilot episode reveals he is friends with
George Lucas. • (
Frank), known as Mr. Kipling in the first season, is the Ross family's house pet, a seven-foot
Asian water monitor lizard that Ravi brought from India when he came to the US. • Rhoda Chesterfield (
Carolyn Hennesy) is the cold-hearted head of the city condominium board in the building where the Ross family lives. Her first spat with Jessie and the Ross clan involved Mrs. Kipling tearing her clothes up in the elevator. She dislikes anyone who is not rich, who is under 20, or who is less self-absorbed than herself. • Stuart Wooten (
J.J. Totah) is a quick-witted, yet love-struck, kid. He has a huge crush on Zuri and is a good friend to the Ross brothers. • Officer Petey (
Joey Richter) is a police officer who is obsessed with the performing arts, and really wants to be an actor. • Rosie (
Kelly Gould) is Emma's best friend who lives in a crime-ridden area of the city but is actually a nice girl. • Agatha (
Jennifer Veal) is an unattractive, arrogant British nanny who frequently locks horns with Jessie and the Ross children. During their first meeting, she attempts to ban Zuri and Jessie from Central Park. • Connie Thompson (
Sierra McCormick) is an insane girl with an obsessive crush on Luke. • Boomer (
Lombardo Boyar) is Emma's new boss and Connie's uncle. He is shown as a hardworking and easily persuaded man while also annoyed with Connie's antics. • Brooks Wentworth (
Pierson Fode) is Jessie's new boyfriend who later becomes Jessie's fiancé. He got a job in Africa and asked Jessie to get married as soon as possible. She decides to go with him but the kids become upset when they find out.
Guest stars • Bryn Breitbart (
Katherine McNamara) appeared in "Kids Don't Wanna Be Shunned", where she attempts to steal Emma's friends by pretending she is of Danish royalty. In "
Diary of a Mad Newswoman", Emma forgives Bryn and they become coworkers on Ravi's school news show. • Shaylee Michaels (
Maia Mitchell) is a successful Australian actress who befriends Jessie, casting her as her stunt double in her latest film in "
Jessie's Big Break". • Ms. Falkenberg (
Cheri Oteri) is Zuri's quirky but overly strict third-grade teacher, appearing in the episode "
Teacher's Pest". Jessie serves as Ms. Falkenberg’s classroom aide. •
Chris Bosh appeared as himself in "
Say Yes to the Messy Dress". He keeps his stinky white socks from the tenth grade as a sign of good luck, even though Luke disagrees with him and tries to sabotage his chance to win a basketball game against the
New York Knicks. •
Adam Sandler appeared as himself in "
Punch Dumped Love", making spare change. He claims he wants to go by his nickname "Thunder". • Ted (
Spencer Boldman) appeared in "
Break-Up and Shake-Up" as one of Jessie's old boyfriends. • Vic (
Lulu Antariksa) appears in "Break-Up and Shake-Up", where Tony trains her to become a doorwoman, causing Jessie to become jealous of them. In the end, Vic goes out with one of Jessie’s exes, Ted. • Max Bauer (Matthew Timmons) is Jessie's young agent who appears in "
Caught Purple Handed", where he says that he is living in his mother's basement and has to pay her rent. • Maybelle (
Stefanie Scott) is the new girl in the Ross's apartment building. She appears in "
Hoedown Showdown", where she hog-ties Emma's new "soul mate" after he asks her out knowing Emma likes him. • Mackenzie (
G. Hannelius) is another creepy girl in school along with Connie. She appears in "Creepy Connie 3: The Creepening" where she has a psycho crush on Luke just like Connie. • Mrs. Arthur (
Jo Anne Worley) is Nana Banana in "
Zuri's New Old Friend". •
Michelle Obama appeared as herself in "
From the White House to Our House", where she is called by Zuri because Zuri wants her friend Taylor's mother to be home for Taylor's tenth birthday. •
Mr. Moseby (
Phill Lewis) appeared in "
Karate Kid-tastrophe", where it is revealed he became the New York Tipton's hotel manager after the events of
The Suite Life on Deck. • Madeline (
Francesca Capaldi) appeared in "What A Steal" as a thief. •
Chris Paul as himself appeared in "Basket Case" coaching Ravi. • Delphina (
Meaghan Martin) appeared in "
Rossed at Sea Part 1". Zuri believes she is a mermaid. == Production ==