Played by TV veteran, Sharon Gless, Michael's mother, Maddie is a chain-smoking retiree. Although attempting to keep a sense of gravitas and self-importance, she is family-oriented and fully supports both of her sons in times of need, as well as helping Michael with his clients. In the mid-season finale of the third season, she considers leaving Miami, but realizes her significance to his business. Until recently, she has had only infrequent communication with Michael, noting in the pilot that Michael has missed his father's funeral by eight years. During the first few seasons, Michael does not relish her company, but he gradually grows to appreciate her strength and love. Despite this, her appeals for help are Michael's one great weakness, and she has the ability to persuade him to do as she wishes. With the connection that Madeline and Michael share, they have the understanding, respect and love for each other that only they and those close to them can understand. It is a complex, yet simple, mother/son relationship.