His first production was Medea, starring Judith Anderson and John Gielgud, and he won the Outer Critics Circle Award five times.
[2][3][4] His father owned textile mills, and his mother, Selena Mary LaBatt Whitehead, was an opera singer.
In 1964, the Lincoln Center Repertory Theatre opened with Robert Whitehead and Elia Kazan as its heads and Harold Clurman as literary adviser.
The couple bought property in Pound Ridge, a mountain area in New York State, and built a house there.
Caldwell, who won a Tony as Brodie, later appeared for Whitehead in a revival of Medea (with Judith Anderson as the nurse), Lillian, a one-woman show about Lillian Hellman, and Terrence McNally's Master Class, in which she played Maria Callas.