Arthur Miller's Death of a Salesman won both the Pulitzer Prize for Drama and the Tony Award for Best Play in 1949. Its protagonist, Willy Loman, became a classic character of the American theater, thanks to Miller's story about the aged salesman and his fraught relationships with his family. Loman's struggles with work and disappointment in his sons provide the emotional depth for the character.

Arthur Miller wrote The Crucible in 1953, at the height of the second "Red Scare," when figures like Senator Joseph McCarthy were investigating Communism in America and targeting artists. Miller chose the Salem witch trials as a similar moment in American history when wild accusations generated by fear were prevalent. Miller himself was cited for "contempt of Congress" for refusing to name people he had seen at meetings of the Communist Party.

Jean-Paul Sartre's No Exit takes place entirely in one room, featuring three people who cannot leave. Reflecting some of Sartre's philosophy, the characters slowly realize that they are dead and in hell. The play closes with the famous final line "Hell is other people."

Luigi Pirandello's Six Characters in Search of an Author, which first premiered in 1922, was one of the first works in the genre known as "The Theater of the Absurd." Pirandello's metatheatrical work featured all of the characters in the play openly asking the director how the plot would unfold. Such groundbreaking work would prove influential to the next generation of playwrights, including Harold Pinter, Edward Albee, and Eugene Ionesco.

Tennessee Williams' Cat on a Hot Tin Roof all takes place in one bedroom on an old plantation, the former childhood bedroom of the main character Brick. Brick is dealing with an unhappy marriage to his wife Maggie, his overbearing parents, and a debilitating injury through alcohol abuse. Williams won the Pulitzer Prize for Drama for the play in 1955.

Thornton Wilder won the Pulitzer Prize in Drama in 1938 for Our Town, and the play featured many peculiar staging and narrative features. The three acts of the play take place in 1901, 1904, and 1913. The narrator of the play is the "Stage Manager," who often inserts himself into the story as various characters. No scenery or props are used. Most strikingly, the final act takes place in the town's cemetery, with actors portraying the dead by sitting in chairs.

Eugene O'Neill was a landmark figure in American theater, as he introduced the realism of European writers like Strindberg, Ibsen, and Chekhov to America. His plays Mourning Becomes Electra, Long Day's Journey Into Night, and The Iceman Cometh all have become standard parts of repertoire for many American theater companies. O'Neill won the Nobel Prize for Literature in 1936.

David Mamet came out of the Chicago theater scene in the late 1970s with a distinctive, fully-formed style with short, snappy dialogue referred to as "Mamet-speak," demonstrated in early work like 1976's American Buffalo. He was immediately considered one of the leading playwrights in America, with his Glengarry Glen Ross winning a Pulitzer Prize for Drama in 1984, and Speed-the-Plow winning the same award in 1988.

Lillian Hellman had an instant Broadway success in 1934 with her first play, The Children's Hour, which also caused controversy over its themes of lesbianism, false accusations, and suicide. The pattern would continue throughout her career, as 1939's The Little Foxes and 1941's Watch on the Rhine both dealt with anti-semitism in America. Both plays were so successful that they were turned into movies with Hellman screenplays.

Brendan Behan joined the IRA as a teenager in the 1940s, and because of crimes he committed against the British government, was imprisoned while still young. Upon being pardoned in 1947, Behan left the IRA behind and began a full-time literary career. An icon of Irish literature, Behan's first two plays, 1954's The Quare Fellow and 1958's An Giall (The Hostage), both depicted life in an Irish prison like the ones in which Behan was held.