Written & storyboarded by Tiffany Ford & Charmaine Verhagen
A series of short adventures, all revolving around Craig's little sister, Jessica.
Tropes:
- Beyond the Impossible: Jessica somehow got a Pay Up! house piece inside a bottle of orange juice. Without breaking the seal.
- Bothering by the Book: Jessica gets even with everyone for losing at Pay Up! by applying the rules of the game in real life, putting the house pieces everywhere and making them "pay up".
- A Day in the Limelight: Jessica gets featured in all of the shorts in some way or another.
- Fictional Counterpart: The last short features the show's version of Monopoly, called Pay Up!
- Help, I'm Stuck!: Craig thinks he's slim enough to fit through the baby slide. Cut to his head stuck on the entrance.
- Operation: [Blank]: The second short is titled "Operation: Jessica", in which Jessica helps retrieve Kelsey's sword from the baby slide.
- Sequel Episode: One of the shorts features Bernard teaching Jessica to play Power Punchers, directly following from that episode's Sequel Hook.
- Shout-Out:
- The Williams refrigerator has a six-pack of Guacola.
- Jessica's Eduardo plush returns.
- Tiny Boxer and Puppercut from Power Punchers return (Puppercut's name is revealed here).
- Vignette Episode: Five separate shorts where Jessica is the main protagonist.
