Stirred up by an e-mail from an ex-boyfriend, in which Jane (Teresa Pavlinek) sees photos of his successful life (job, wife and kids), Jane wonders what she's been doing for the past 10 years. She quickly learns that there is a new job opening on the 4th floor for the position of Senior Sales Manager the same title as her own boss, Stella (Kate Trotter) (who, like Jane, also feels she's wasted time by not having had a baby). To her surprise, Jane finds her main rival for the position is Walton (Darren Boyd), who doesn't know if he can "date down" once he lands it. Jane furiously competes with him, only to blow the job interview. Instead of getting the job, Walton is offered a position heading up a Spirits outlet in Baghdad. Walton leaves it up to Jane to decide his fate, asking the question, "Would you rather I stayed?"