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.

Emerson Tuttle (1933 - 1946)

Daniel Merriman (1946 - 1966)

Philip Bishop Cowles (1962 - 1963)  acting

Horace Dwight Taft (1966 - 1971)

Seymour Leonard Lustman (1969 - 1970)  acting

Seymour Leonard Lustman (1971 - 1971)

Katharine Lustman (1971 - 1972)  acting

Katharine Lustman (1972 - 1973)

Jack Sandweiss (1973 - 1976)

Firuz Kazemzadeh (1976 - 1981)

Henry Ashby Turner, Jr (1981 - 1991)

Gerald Thomas (1991 - 2001)

Richard S. Schottenfeld (2001 - 2017)

John Fabian Witt (2017 - 2022)

Anjelica Gonzales (2022 - Present)

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

Robert Robinson Porter (1963 - 1969)

Robert Hunter Chambers, 3rd (1969 - 1976)

David R. Papke (1976 - 1978)

Jane Lise Jervis (1978 - 1979)  acting

Jane Lise Jervis (1979 - 1982)

Donald Billingsley (1982 - 1987)

Janice W. Murray (1987 - 1997)

Susan Wennemyr (1997 - 2000)

Eileen Hunt (2000 - 2001)  acting

Peter Quimby (2001 - 2005)

Craig Harwood (2005 - 2011)

Ryan Brasseaux (2011 - 2022)