Season 1: Episode 1: Pilot
Drew's best friend Kate breaks up with her live-in boyfriend, who then fires her from her job as receptionist at his body shop. She pleads with Drew to hire her at Winfred-Louder, but he insists that he isn't supposed to give jobs to his friends. While conducting interviews for an opening in the cosmetics department, Drew meets Mimi Bobeck, a very hostile woman who wears a ton of make-up. Although Drew tries to be polite, Mimi realizes that he is not going to hire her. She throws a tantrum in the middle of the office and accuses Drew of discriminating against her because of her looks. She complains to his boss, Mr. Bell, and gets him into hot water. Drew runs into Mimi that night at his hangout, the Warsaw. When she confronts him, he says that her attitude is her biggest problem. He admits that her looks might prevent her from getting some jobs that rely on appearance, but suggests that she learn to deal with this--as he does. She does not take kindly to his advice. Kate applies for the job in cosmetics, but Drew worries that she will hate him when he inevitably has to fire her. The problem is taken out of his hands when Mr. Bell becomes smitten with Kate and orders Drew to hire her.