Season 2: Episode 23: We'll Remember Always, Evaluation Day
Drew and Lisa begin arguing on a regular basis. She gets jealous when he turns down a date with her so that he can go clothes shopping with Kate. The Winfred-Louder staff sucks up to Drew as he completes the annual performance evaluations. Mimi gets a hold of some of the evaluations, and is surprised that he made some critical remarks about Lisa. He tries to hide this from Lisa, but she discovers the truth and becomes furious. She feels that Drew was tougher on her so that people wouldn't accuse him of favoritism. He insists that he was honest about her performance, and says that he was just doing his job. Lisa feels that Drew always puts his job ahead of their relationship. Drew puts together a series of pranks to get revenge on Mimi for showing Lisa her evaluation. Lisa says that her supervisor allowed her to see the evaluation; Mimi had nothing to do with it. She pressures Drew to prove that she is important to him by blowing off work for the rest of the day. Mimi shows up with a cast on her foot and announces that her sister is in the hospital. Drew tries to disable all of the pranks, and feels so guilty that he agrees to work for Mimi for the rest of the day. Mimi admits that she scammed him, as her sister was just undergoing liposuction. Lisa decides to break up with Drew after he leaves her in the car all day. Drew asks Lisa to move in with him in a desperate attempt to save the relationship.