For its first seven seasons, Drew's workplace is the office of fictional Cleveland department store Winfred-Louder, where he has worked for years and still works as Assistant Director of Personnel. One of his coworkers is Mimi Bobeck (Kathy Kinney), a large woman with a clownish wardrobe, a lot of make-up (including her trademark bright blue eye shadow), and a foul mutual dislike for Drew. The two eventually become closer (although still maintaining a less heated rivalry), primarily because Mimi fell in love with and married Drew's cross-dressing heterosexual brother Steve (John Carroll Lynch), a frequently recurring character.