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He won a Pulitzer Prize and received Tony nominations for his plays Glengarry Glen Ross(1984) and Speed-the-Plow (1988). He first gained critical acclaim for a trio of 1970s off-Broadway plays: The Duck Variations, Sexual Perversity in Chicago, and American Buffalo. His plays, Race and The Penitent, respectively, opened on Broadway in 2009 and premiered off-Broadway in 2017.

Feature films that Mamet both wrote and directed include House of Games (1987), Homicide (1991), The Spanish Prisoner (1997), and his biggest commercial success, Heist (2001). His screenwriting credits include The Postman Always Rings Twice (1981), The Verdict (1982), The Untouchables (1987), Hoffa (1992), Wag the Dog (1997), and Hannibal (2001). Mamet himself wrote the screenplay for the 1992 adaptation of Glengarry Glen Ross and wrote and directed the 1994 adaptation of his play Oleanna (1992). He created and produced the CBS series The Unit (2006–2009).

Mamet's books include: On Directing Film (1991), a commentary and dialogue about film-making; The Old Religion (1997), a novel about the lynching of Leo Frank; Five Cities of Refuge: Weekly Reflections on Genesis, Exodus, Leviticus, Numbers and Deuteronomy (2004), a Torah commentary with Rabbi Lawrence Kushner; The Wicked Son (2006), a study of Jewish self-hatred and antisemitism; Bambi vs. Godzilla, a commentary on the movie business; The Secret Knowledge: On the Dismantling of American Culture (2011), a commentary on cultural and political issues; Three War Stories (2013), a trio of novellas about the physical and psychological effects of war; and Everywhere an Oink Oink: An Embittered, Dyspeptic, and Accurate Report of Forty Years in Hollywood (2023), an autobiographical account of his experiences in Hollywood.