Main cast •
Norm Macdonald as Norm Henderson: Norm is a former NHL hockey player, though he was purportedly not very good. However, constant gambling and tax evasion catch up with him – leading him to being banned from hockey forever. He avoids jail time by agreeing to five years of community service as a social worker. Norm often shows complete disregard for his work, and is a compulsive gambler. Norm also had a deep fear of death, attributed to his parents telling him nothing good would happen to him after he died. •
Laurie Metcalf as Laurie Freeman: Laurie was previously Norm's social worker. Once he starts working at the office, she becomes his co-worker and best friend. Often (and usually to her exasperation), she has to guide Norm in social work. Laurie is a dedicated social worker and frequently makes noteworthy proposals to help clients. She also has a twin sister (also played by Metcalf), with whom she is argumentative. •
Bruce Jarchow as Anthony Curtis (episodes 1–5): As Norm's first boss, he had a great deal of difficulty managing Norm. Mr. Curtis has a daughter, with whom Norm ends up having sex. This causes Mr. Curtis to snap, and doesn't appear in the show from then on. •
Ian Gomez as Danny Sanchez: Another social worker at the office, Danny is usually portrayed as quite effective at his job. He is sometimes Norm's partner-in-crime – aiding in his gambling pool and other schemes. • Amy Wilson as Molly Carver (Season 1): Molly is hired as a new social worker a little while after Norm's sentence began. She believes that her education and street smarts enable her to be an effective social worker without anyone's help. She disappears without explanation after the first season. •
Max Wright as Max Denby (episodes 6–54): Norm's second boss, with whom he has an antagonist relationship. Mr. Denby is a divorcee, with a son and a daughter – neither of whom has a good relationship with him. Details about Mr. Denby's past include serving in the military (where he shot six of his own men) and working for the Nixon administration (though he was not involved in the infamous Watergate break-in). •
Artie Lange as Artie Henderson (Seasons 2–3): Artie is Norm's overweight paternal half-brother. Artie at times lived in Norm's shadow while growing up. When he comes to visit Norm, he seems to turn things around and had become a bonafide success. However, he later admits his business partner has ripped him off, and that he lost everything, and subsequently takes up various jobs. In the third season, Artie becomes a bartender at the gang's usual hangout. It is also revealed that in the tenth grade he knew
The Drew Carey Show's Mimi Bobeck (then known as Miriam). •
Nikki Cox as Taylor Clayton (Season 2; guest Season 1, recurring Season 3): A prostitute, Taylor is Norm's first client after he became a social worker. She gives up being a prostitute and ends up working in the office. She at different times forms relationships with Danny and Norm. •
Faith Ford as Shelly Kilmartin (Season 3; recurring Season 2): In the second season, Shelly is introduced as Norm's probation officer. Norm is immediately attracted to her and pursues her, but she insists they keep their relationship professional. However, she eventually develops feelings for him and they begin an on-and-off relationship.
Recurring • Wiener Dog: A
Dachshund, Wiener Dog lives in Norm's apartment and is a devoted pet. •
Patricia Belcher as Landlady (seasons 2–3): Norm's frequently angry landlady, though she is usually angry because Norm consistently fails to pay the rent. Her name never revealed, and she is just simply known as "Landlady". •
Kate Walsh as Jenny (seasons 2–3): Norm's other main love interest. Laurie sets them up on a blind date and after some hi-jinx, they develop an on-and-off relationship. She disappears after the second season (save for an out-of-order season 3 episode) without explanation.
Guest stars Jack Warden guest-stars in one episode as the father of
Ian Gomez's character, and fakes a grab at Norm's crotch (as he did in
Dirty Work).
Richard Pryor did his final screen appearance as Mr. Johnson in one episode. ==Production==