Jonathan meets the girl of his dreams. Unfortunately, she works for his current girlfriend. A greatful client gives Garth Brooks' lucky cowboy hat to Sam, giving him confidence he never knew he had.
| Name | Type | Role | |
|---|---|---|---|
| Caitlin Keats | Guest Star | ||
| Jack Black | Guest Star | ||
| Rob Mulley | Guest Star | ||
| David Pressman | Guest Star | ||
| Viveka Davis | Guest Star | ||
| Brooke Langton | Guest Star | ||
| Suzanne Lanza | Guest Star | ||
| O'Neal Compton | Guest Star |