Jessie is worried that Tony will propose after he invites her out for a special evening to meet his parents, so she drags Zuri and her new friend to the dinner to keep him from doing anything romantic. Meanwhile, a boy named Stuart develops a huge crush on Zuri and she gets annoyed by him. Elsewhere, Emma and Bertram compete with Luke and Ravi to see who really owns the Ross Screening Room. Sadly, this causes a rift of trust between the pairs as they all seek revenge on each other. Luke and Ravi wind up trapped outside on the terrace, barely surviving and almost freezing to death. Emma and Bertram end up trapped in a rope net, Zuri tries to help them down with some children's scissors to cut the rope lines and says that it takes hours to cut paper with it.
- 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
- Sandra Purpuro as Carmelo Chiccolini
- Jimmy Smagula as Angelo Chiccolini
- Diego Sebastian as MMA Fighter
- Dakota Mitchell as MMA Fighter
- Many TV descriptions mistake the name as "The Trouble with Tessie", but "The Trouble with Jessie" was given in the copyrights.
- At the beginning of the episode, Stuart was having pancakes for breakfast, and he didn't ask if it is gluten-free or not, since he has an allergy, although he didn't actually eat from it.
| To view the The Trouble with Tessie gallery, click here.