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Jessie is approached by a doorman named Tony Chiccolini and a seven-year-old girl named Zuri Ross. Zuri asks Jessie to be her new nanny after her current nanny quits. Initially reluctant, Jessie is led up to the penthouse and meets Bertram, the lazy and sarcastic butler of the family. Jessie also meets Zuri's siblings named Emma, Luke, and Ravi.
However, Mr. Moseby claims that Patrick wrecked it by crashing into fellow waiter Rich, and when the ambulance showed up, another waiter Gary got hit by the ambulance, leaving Mr. Moseby to take Patrick's place at the Tipton Restaurant. His favourite musical is Bye Bye Birdie as revealed in "Birdman of Boston".
Continuing from the series finale of the previous show, Zack (Dylan Sprouse), Cody (Cole Sprouse), London (Brenda Song), and Mr. Moseby (Phill Lewis) from The Suite Life of Zack & Cody set sail on the SS Tipton for their semester at sea. London uses jewelry to bribe her cabin-mate, Padma, to leave the ship so she can have a cabin to herself.
In an act of true bravery in the final episode, Moseby tells off Mr. Tipton for having the ship dismantled during graduation; he follows up by telling the shocked crowd that he was already losing his job anyway. Doc Shaw as Marcus Little (s. 2–3), is a former singing sensation, Lil' Little, who comes aboard the SS Tipton.
The show was originally ordered to series for a 21-episode first season. However, after the show premiered with good ratings establishing itself as Disney's top series in key boy demographics, and only behind That’s So Raven in kids 2-11 and 6-11, the network decided to order five additional episodes to a total of 26 episodes for the first season.
Mr. Moseby receives information that a food critic called Bernard Burnaise is coming to the Tipton to try out the food. He is told that Burnaise has three different disguises: A middle-aged woman, a Chinese man with a long beard, and a cowboy. Mr. Moseby then hires Zack and Cody to sneak around the hotel and find out who exactly is Burnaise.
Cody helps London with her website Yay Me! Starring London Tipton and produces a video on her site. Meanwhile, Zack gets addicted to Medieval Magic Quest, an online game. Mr. Moseby is playing the game too, so they become friends online. Cody is tired of all the things London makes him do (wearing high heels, etc.), so he quits.
In October 2013, Disney Channel announced a crossover episode of Jessie and Good Luck Charlie called "Good Luck Jessie: NYC Christmas". In the episode, PJ (Jason Dolley) and Teddy (Bridgit Mendler) go to New York for Christmas Eve and stay with Jessie for Christmas due to a snowstorm. [25] The episode aired on November 29, 2013.
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