Director of Advancement | Westover School
Middlebury, CT
April 2026
Westover School, an independent, college-preparatory boarding and day school for girls in Middlebury, Connecticut, seeks a dynamic fundraiser and team leader with a proven track record to serve as its next Director of Advancement (DOA).
Reporting to the Head of School, the Director of Advancement will oversee all aspects of Westover’s fundraising, alumnae and parent engagement programs, and further strengthen a growing culture of philanthropy.
With a deep belief in Westover’s mission and the transformative power of girls’ education, the Director of Advancement will help shape the strategic direction of the advancement office and position the School for its next phase of growth.
The Advancement Office at Westover currently includes a staff of five: Advancement Services Manager, Advancement Projects and Events Manager, Director of the Westover Fund, Families Liaison, and Marketing Coordinator.
The DOA will have the opportunity to hire additional staff once on board and serve as the staff liaison to the advancement committee and related subcommittees of the board of trustees.
The ideal candidate will have a strong desire to work towards Westover’s mission of empowering young women to lead lives of consequence.
Candidates should hold a bachelor’s degree, with a master’s degree preferred.
This is a full-time position that will be performed on site in Connecticut.
