1983-2000:Jack Ware, founder Jack Ware, founder, and Board Chairman. Jack Ware was appointed secretary in 2002.
1983-1996:Dora Grain Dora Grain served on the Board from 1983-1996.
1983-1994:Ella Mayhew-Cullen Ella served on the boards of many Island civic organizations, including the Permanent Endowment Fund for Martha's Vineyard.
1983-1994:Reverend John D. Schule, Jr. Reverend John D. Schule, Jr. served on the board for 12 years.
1983-1990:William M. Honey William M. Honey served on the board for 8 years.
1983-1989:Everett A. Rogers Everett Rogers served on the board for the first 7 years.
1983:Maurita Prada Maurita Prada was a school committee member in Edgartown, MA.
1984-1996:Helen Edey, M.D. Dr. Helen Kellogg Winthrop Edey a philanthropist and psychiatrist who was active in the field of women's reproductive health and rights.
1990-2011:John S. Alley John S. Alley served 22 years on the board of the Permanent Endowment for Martha's Vineyard.
1990-2009:Ronald H. Rappaport, Esq. Ronald H. Rappaport, Esq. served on the board for 20 years.
1994-2010:R. Blue Cullen Following in her mother's footsteps, Blue Cullen came on the board on 1994.
1994-1997:Stephen P. Sinnett Stephen P. Sinnett was an architect at the time of his service to The Endowment.
1996-2010:Constance W. Williams, Ph.D. Constance W. Williams, Ph.D.
1996-2001:Robert D. Kenney, M.B.A. Robert D. Kenney M.B.A served on the board for 6 years.
1997-2005:Anthony J. Maruca Anthony J. Maruca, appointed Vice Chair in 1999.
1999-2001:Mary R. (Polly) Brown Mary R. (Polly) Brown, served on the board as Chairperson
2002-2009:Deborah L. Hale Debbie Hale served as Chairperson of the Board.
2002-2011:I. Jay Talbot Served on the Board with a love for the Island, and a passion for golf.
2010-2017Melissa Hackney Melissa Hackney served as Chairperson from 2015 to 2017.
2015-2017Don Ogilvie Don Ogilvie served as Treasurer.
2008-2018Emily Bramhall Emily Bramhall served on the Board for 10 years including as Chairperson. She became the Executive Director in 2018.