Theatre

Macready made his Broadway debut in 1926, performing in the role of Reverend Arthur Dimmesdale in an adaptation of The Scarlet Letter.^[9] Through 1958, he appeared in fifteen plays, both drama and comedy, including The Barretts of Wimpole Street, based on the family of the English poet Elizabeth Barrett Browning.

Macready's penchant for acting was spurred in part by the director Richard Boleslawski. His Shakespearean stage credits included Benedick in Much Ado About Nothing (1927), Malcolm in Macbeth (1928), and Paris in Romeo and Juliet (1934). On film, he played Marallus in the 1953 film adaptation of Shakespeare's Julius Caesar. He also portrayed Prince Ernst in the original stage version of Victoria Regina (1936), starring Helen Hayes.

Film

Macready's first film was Commandos Strike at Dawn (1942), which starred Paul Muni. In Gilda (1946), Macready's character Ballin Mundson enters a deadly love triangle with characters played by co-stars Rita Hayworth and Glenn Ford. He again played opposite Ford several years later in the postwar adventure The Green Glove (1952).

Stanley Kubrick's antiwar film Paths of Glory (1957) provided Macready with his other great role, the sadistic and self-serving French World War I General Paul Mireau, who is brought down by Kirk Douglas's character, Colonel Dax. He had worked with Douglas previously in Detective Story (1951), and later he appeared with Douglas in two more films: Vincente Minnelli's Two Weeks in Another Town (1962) and John Frankenheimer's Seven Days in May (1964). In 1965, he was cast in a rare comedy role as General Kuhster in Blake Edwards's film The Great Race.

One of Macready's last film roles was as United States Secretary of State Cordell Hull in Tora! Tora! Tora! (1970), a depiction of the events leading up to the Japanese attack on Pearl Harbor.

Television

Macready made four guest appearances on Raymond Burr's Perry Mason, including the role of murder victim Milo Girard in the 1958 episode "The Case of the Purple Woman". He was also cast regularly in such series as Four Star Playhouse, General Electric Theater, The Ford Television Theatre, Alfred Hitchcock Presents, Adventures in Paradise and The Islanders.

Macready performed in a variety of television series produced in the 1950s and 1960s, including many Westerns such as Bat Masterson, Bonanza, The Dakotas, Gunsmoke, Have Gun - Will Travel, The Rebel (once in the role of Confederate General Robert E. Lee), The Rifleman, Lancer, Laramie, Riverboat, The Rough Riders, Chill Wills's Frontier Circus, The Texan and Steve McQueen's Wanted: Dead or Alive. Also on TV, he was seen in episodes of The Outer Limits, The Twilight Zone, Boris Karloff's Thriller, Kentucky Jones, Get Smart with Don Adams, and The Man from U.N.C.L.E. with Robert Vaughn.

Macready was cast as Cyrus Canfield, a vengeful father searching for his runaway teenage daughter, played by Floy Dean, in the May 26, 1962, series finale of NBC's The Tall Man.

He played publishing magnate Glenn Howard in the TV movie Fame Is the Name of the Game (1966) starring Anthony Franciosa, but was replaced by Gene Barry in the role when the film was subsequently used as the pilot for the television series The Name of the Game with Franciosa, Barry, and Robert Stack revolving in the lead.