Prior to 2016 the chief administrative officer of each of Yale's undergraduate residential colleges was given the honorific title Master, derived from the Latin magister and in common usage in the residential colleges of Oxford and Cambridge Universities. In 2016 the Yale Corporation voted to replace that honorific title with Head of College.

Arnold Whitridge (1932 - 1942)

John Charles Schroeder (1942 - 1942)  acting

John Charles Schroeder (1942 - 1954)

Stuart Holmes Clement (1954 - 1955)  acting

Archibald Smith Foord (1955 - 1964)

Bunyan Davie Napier (1961 - 1962)

Bunyan Davie Napier (1964 - 1966)

Richard W. Baldwin Lewis (1966 - 1972)

William Gilman Waite (1969 - 1970)  acting

Robert Carl Wilhelm (1972 - 1973)  acting

Charles Twitchell Davis (1973 - 1980)

John A Gerlt (1975 - 1976)  acting

Robert Farris Thompson (1976 - 1977)

Bunyan Davie Napier (1980 - 1984)

Ramsay MacMullen (1984 - 1990)

E. Turan Onat (1990 - 1995)

William Sledge (1995 - 2004)

Jonathan Holloway (2005 - 2011)

Amy Hungerford (2011 - 2012)  acting

Jonathan Holloway (2012 - 2014)

Julia Adams (2014 - Present) Current Head of College of Grace Hopper College

The dean serves as the chief academic officer in Yale's undergraduate residential college system.

Stephen Winsor Reed (1963 - 1966)

Jeffrey Barnouw (1966 - 1969)

Robert Carl Wilhelm (1969 - 1972)

Eustace Demetrias Theodore (1972 - 1981)

Mark Biggio Ryan (1975 - 1976)  acting

Nancy Kovaleff Baker (1981 - 1982)  acting

David Spadafora (1982 - 1985)

John B. Godfrey (1985 - 1989)

Christopher S. Taylor (1989 - 1991)

David Schwartz (1991 - 1993)

Stephen Lassonde (1993 - 2007)

Leslie Woodard (2007 - 2013)

April Ruiz (2013 - Present) Current Dean of Grace Hopper College