Derek keeps making bets with people and when Casey wants to join in, she bets that she can get a punk guy, Trevor, from school to ask her out. George and Nora worry about Casey's new look because it scares their family. Meanwhile, Edwin bets Lizzie that someone will call him cool.
- Michael Seater as Derek Venturi
- Ashley Leggat as Casey McDonald
- Jordan Todosey as Lizzie McDonald
- Daniel Magder as Edwin Venturi
- Ariel Waller as Marti Venturi
- Joy Tanner as Nora McDonald
- John Ralston as George Venturi