Director of Advancement

Search being conducted by Deerfield Associates Executive Search

Advancement, Communications & Alumni Relations Wilbraham, MA Posted Jun 5, 2026
Wilbraham & Monson Academy

Job Description

DEERFIELD ASSOCIATES has been retained by Wilbraham & Monson Academy, located in Wilbraham, Massachusetts, to conduct a national search for a Director of Advancement. The opportunity is available immediately and will be filled following a comprehensive national search and the candidate of choice is identified. This high-profile opportunity reports directly to Brian Easler, head of school.

Wilbraham & Monson Academy offers a transformational experience where students become challenge-seeking citizens and leaders of an evolving world. The Academy prepares students for the opportunities of higher education and for engagement as global contributors and lifelong learners. The Academy is a coeducational institution home to approximately 400 Middle and Upper School students who journey from more than 34 nations and 12 states, roughly 50% of whom are boarders. WMA combines the close-knit culture of a caring community with the ambition and innovation of a globally connected institution. 

As the country’s 10th-oldest boarding school, Wilbraham & Monson Academy has been educating global citizens and world leaders since 1804. WMA offers distinctive programs to its students, including the pioneering Center for Entrepreneurship, Economics & Finance, which pairs innovative ideas and entrepreneurial thinking. There are 67 teaching faculty, a student/faculty ratio of 6:1, an average class size of 12-15, 157 course offerings, 24 AP courses and half of the faculty live on campus. The Academy’s current annual operating budget is approximately $22M and the endowment is roughly $11M. The Office of Advancement raises $1.2M toward the Annual Fund and averages an additional $1M-$3M in annual capital giving. 

This is an exciting moment in the history of Wilbraham & Monson Academy. Building on 10 years of record-breaking capital giving and Master Plan progress, strong traditions, a vibrant global community and a culture grounded in curiosity, challenge and belonging, WMA seeks a strategic and relationship-oriented advancement leader who will help shape the next chapter of the Academy's story. The Director of Advancement will join a collaborative senior leadership team and play a central role in advancing institutional priorities through philanthropy, engagement and partnership. For more information about Wilbraham & Monson Academy, please visit www.wma.us For a comprehensive search description which includes the required academic credentials, necessary skill sets and work experiences, please visit:  https://deerfieldassociates.com/wilbraham-monson-academy-director-of-advancement/

Wilbraham & Monson Academy is an equal opportunity employer. It is our policy to prohibit discrimination and harassment of any type and to afford equal employment opportunities to employees and applicants, without regard for race, creed, religion, national origin, sex (including sexual orientation, gender identity, or expression), and pregnancy, age, physical or mental disability, genetic information or veteran status.

WMA offers a dynamic and supportive work environment, competitive salaries and a comprehensive benefits package including a generous retirement employer match, paid vacation, accrued sick time, tuition remission, medical, dental and vision insurance, short-term and long-term disability and paid parental leave. The target hiring salary range for this position is $200K-$250K, with the final salary determined based on the candidate’s advancement experience, leadership and fund-raising skills and overall qualifications. 

To explore this superb career opportunity on a highly confidential basis please send a resume, letter of interest, four references (which will only be contacted if mutual interest is determined) to: Doug Cooney, Executive Search Consultant, Deerfield Associates Executive Search, Inc., 572 Washington Street, Suite 15, Wellesley, MA 02482 Telephone: 781-237-2800  jobs@deerfieldassociates.com

Opportunity Statement

Application Instructions

To explore this superb career opportunity on a highly confidential basis please send a resume, letter of interest, four references (which will only be contacted if mutual interest is determined) to: Doug Cooney, Executive Search Consultant, Deerfield Associates Executive Search, Inc., 572 Washington Street, Suite 15, Wellesley, MA 02482 Telephone: 781-237-2800  jobs@deerfieldassociates.com

Job Details

Region New England (CT, ME, MA, NH, RI, VT)
Location
Wilbraham , MA
Category Advancement, Communications & Alumni Relations
Posted
Jun 5, 2026

About Wilbraham & Monson Academy

Wilbraham & Monson Academy is an independent, college-preparatory, coeducational middle and upper school for boarding and day students. Located in Wilbraham, Massachusetts, our student body of…