Mitchell pays for a service where actors can act out his hypothetical scenarios so that he can prepare himself to ask out his coworker Angie, but he soon learns that he may not be up for the task.
| Actor | Role |
|---|---|
 Isaiah HaleMitchell | Mitchell |
| SSam RhoEdgar | Edgar |
| SSam GrossmanStage Mitchell | Stage Mitchell |
| AAmeena SawanStage Angie | Stage Angie |
| SShayla HillAngie | Angie |
| SSimon VaughnSimon Vaughn | Simon Vaughn |