Cassandra is given the chance to be a guard, but only if she can complete her handmaiden duties in time.
- Mandy Moore as Rapunzel
- Zachary Levi as Flynn Rider
- Eden Espinosa as Cassandra
- Jeremy Jordan as Varian
- Jessica St. Clair as Fernanda Pizazzo
- Barry Bostwick as Doctor St. Croix
- Jeffrey Tambor as Big Nose
- Paul F. Tompkins as Shorty
- M. C. Gainey as Captain of the Guards
- Sean Hayes as Pete
- Diedrich Bader as Stan
- Ping Wu as Stilt Inventor
- The character Fernanda Pizazzo resembles a fortune teller character present in early concepts of Tangled.
- The name of this episode is a play on Charles Dickens's novel Great Expectations.
- When Pascal picks up the top of the sliced carrot, Rapunzel's Safety Slicer instantly shows two blades and the green from the carrot.
- The first place ribbon that Cassandra gave to Varian is gone, when he showed the Black Rocks that spouted near his village.