PlotJessie and Tony set up dates for each other to prove they are moving on. Tony believes Jessie is actually planning to set him up with herself, but when he learns she set him up with her friend, he asks the janitor Earl to take Jessie out on a date, unaware that Earl likes to eat food people throw out. Meanwhile Ravi gets an internship at the Central Park Zoo, but Luke messes around with the animals when Ravi is put in charge so Emma can take his mentor for a makeover.
- Debby Ryan as Jessie Prescott
- Peyton List as Emma Ross
- Cameron Boyce as Luke Ross
- Karan Brar as Ravi Ross
- Skai Jackson as Zuri Ross
- Kevin Chamberlin as Bertram Winkle
- Garrett Clayton from Teen Beach Movie guest starred in this episode as Jessie's date Earl.
- When Ravi points out the irony in the way that the Gorilla was climbing The Empire Skate Building, he was referring to King Kong.
Jessie: "Er, Tony....
Tony: Er, Jessie....
Zuri: Er awkward!