Against Carrie's commands, Doug takes $100 from the "emergency fund jar" to bet on a boxing match. When he and Deacon win $5,000, Doug realizes he can't let Carrie know he won big or she'll realize he stole the money. Deacon and Doug set out to burn it all off in a day of luxury spending. Meanwhile, Carrie is offered a job from the owner of the firm and when she finally works up the nerve to give notice, the offer ends up not being as firm as she thought.
| Name | Type | Role | |
|---|---|---|---|
| Mike Soccio | Writer | ||
| Rock Reuben | Writer | ||
| Eddie Money | Guest Star | ||
| Steffiana De La Cruz | Guest Star | ||
| Nicole Remini | Guest Star | ||
| Rob Schiller | Director |