Shirley Davis was headmistress of Miss Fine's School from 1943 to 1965. During the merger with PCD, she also served as assistant principal in charge of curriculum and development for Princeton Day School.

Herbert S. McAneny began teaching at Princeton Country Day School in 1931 and directed scores of dramatic productions. He was named headmaster of PCD in 1963 and also served as assistant principal in charge of planning and development of student activities and nonacademic affairs during the merger with MFS. He was part of the four-member administrative team that guided Princeton Day School through its first year, 1965-1966, before returning to teaching.

Thomas B. Hartmann (on right, in conversation with Trustee Chester Stroup) was named principal to oversee the merger of MFS and PCD. He served from the summer of 1963 through March 1965.

PDS opened in September 1965 with no head of school. The trustees appointed Herbert McAneny, Beverly Williams, Winifred Vogt and Fowler (Mike) Merle-Smith (above, from left)) to a Faculty Committee on Operations to work closely with a Board of Trustees Administrative Committee. Throughout that first year, they met several times a week and decided many of the difficult issues facing the new school.

Douglas O. McClure, Headmaster 1966-1982

Sanford B. Bing served as Head of Upper School from 1969 to 1987 and was Acting Headmaster in 1982-1983 and 1985-1986.

James W. Gramentine, Headmaster 1983 -1985

Duncan W. Alling, Headmaster 1986-1994

Archer W. Harman, Interim Head of School 1994-1995

Lila B. Lohr, Head of School 1995-2000, Acting Head 2007-2008

Judith Glickman, Interim Head of School 2000-2001

Judy Fox, Head of School 2001-2007

Paul Stellato became Head of School in 2008.