Douglas S. Jennings

Throughout a career in independent education, Doug Jennings has worked at both day and boarding schools in the mid-west, southern and mid-Atlantic regions. His headships include fifteen years as the Director of Indian Springs School (AL) and nine years as the Head of Park Tudor School (IN). Prior to that, Doug was Upper School Director at Forsyth Country Day School (NC) and Middle School Director for Montclair Kimberley Academy (NJ).


Doug holds a B.A. in English from Lafayette College, a Master’s in counseling from Montclair State College and a Master’s in educational administration from Columbia University. He was a Klingenstein Visiting Fellow and a Christian A. Johnson Fellow.


Before serving on the NAIS board, he was a faculty director for the New Heads Workshop for four summers and President of the Southern Association of Independent Schools (SAIS) board as well as President of the Indiana Association of Independent Schools. He has been a trustee of the Birmingham Museum of Art, Tindley Charter School and North Carolina Outward Bound.


Doug joined Educators’ Collaborative in 2011 and re-located to Wilmington, NC, where he serves as a mentor in the UNCW Cameron School of Business and as a board member for Friends School of Wilmington. He assists schools around the country with head and administrative searches, strategic planning and leadership team development.

Professional Experience

  • Park Tudor School, Indianapolis, IN, Head of School, 2002 – 2011
  • Indian Springs School, Birmingham, AL, Headmaster, 1987 – 2002
  • Forsyth Country Day School, Winston-Salem, NC, Director of the Upper School, 1979 – 1987
  • Montclair Kimberley Academy, Assistant Head, Middle School, 1974 – 1979

Additional Professional Experience

  • Klingenstein Visiting Fellow, Columbia University
  • Christian A. Johnson Fellow
  • Faculty Director, NAIS Institute for New Heads
  • Director, SAIS Workshops for New Teachers


  • Lafayette College, B.A., English
  • Columbia University, M.A., Educational Administration
  • Montclair State College, M.A., Psychology and Counseling

Professional Affiliations

  • Board Member, Friends School of Wilmington
  • The Country Day School Headmasters Association
  • Board of Directors, National Association of Independent Schools
  • Chair of Presidential Search Committee, Independent Schools Association of the Central States
  • President of the Board, Southern Association of Independent Schools
  • Advisory Board Member, Charles A. Tindley Charter School
  • President, Indiana Association of Independent Schools
  • President, Alabama Association of Independent Schools
  • Board Member, Indiana Non-Public Education Association
  • Board Member, Birmingham Museum of Art
  • Regional Recruiter, Outward Bound
  • Board Member and Sponsor, Habitat for Humanity
  • Advisor, Indianapolis Diversity Leadership Institute


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Professional Experience

  • Educators’ Collaborative, Partner, 2003 – present
  • Middlesex School, MA; Head of School, 1990 – 2003
  • University of Massachusetts at Amherst; Vice Chancellor for University Relations and Development, 1983 – 1990; Assistant Chancellor, 1982 – 1983; Dean of Academic Support Services, 1981 – 1982; Dean of Admissions, 1979 – 1981; Director of Freshman Admissions, 1978 – 1979
  • State University of New York at Stony Brook; Assistant Director of Admissions, 1974 – 1978
  • Western Michigan University; Admissions Counselor, 1973 – 1974


  • University of Rochester, B.A. Philosophy, cum laude, 1965
  • University of Rhode Island, M.A., English, 1968
  • Tufts University, Teaching Assistant, Ph.D. English, 1976
  • Klingenstein Visiting Fellow, Teachers College, Columbia University, 1996

Professional Affiliations

  • The Louis August Jonas Foundation, 2009 – 2014
  • Headmaster’s Association, 1993 – present
  • Head Mistresses Association of the East, 1990 – present
  • National Association of Principals of Schools for Girls, 1990 – present
  • Falmouth Academy; Board of Trustees; 2003 – 2009
  • Fay School; Board of Trustees; 2003 – 2009
  • Council for the Advancement and Support of Education; Board of Trustees; 1993 – 2003
  • Educational Records Bureau, Board of Trustees, 1996 – 2003
  • Emerson Hospital, Board of Trustees, 1996 – 2003
  • NEASC, Commission on Independent Schools, 1994 – 1995
  • AISNE, Board of Trustees, 1992 – 1995
  • The Martha’s Vineyard Museum, Board of Directors, 2007 – 2010
  • The College Board, 1983 – 1987