Reports directly to: Head of School

Department: Advancement

Position type: Full-time, 12-month contract

Location: Antilles School, 7280 Frenchman Bay, St. Thomas, VI 00802

Antilles School seeks a strategic and relationship-driven leader to serve as its Director of Advancement, a key member of the senior leadership team responsible for advancing philanthropic support, enrollment strategy, and institutional visibility.

Working in close partnership with the Head of School and Board of Trustees, the Director of Advancement develops and executes comprehensive strategies that strengthen philanthropy, support enrollment growth and retention, enhance community engagement, and elevate Antilles School’s visibility and reputation.

This role requires a visionary, results-oriented leader who brings strong relationship-building skills, strategic thinking, financial acumen, and a deep understanding of independent school culture and governance.

For more information on this wonderful opportunity please visit here!

Qualifications:

• Bachelor’s degree required; Master’s degree in a relevant field preferred (education, nonprofit management, business administration, or related field).
• Minimum of seven years of progressive leadership experience in development, advancement, enrollment management, nonprofit leadership, or school administration.
• Demonstrated success in major gift fundraising, donor relations, and strategic planning.
• Proven track record of measurable fundraising growth and advancement program development.
• Strong understanding of enrollment management principles and tuition-driven financial models.
• Experience working effectively with boards of trustees and volunteer leadership preferred.
• Strong interpersonal and communication skills with the ability to engage effectively with diverse stakeholders, including trustees, donors, families, alumni, and community partners.
• Experience managing teams and leading cross-functional, collaborative projects.
• Financial literacy with the ability to interpret, analyze, and present data in a strategic and governance-level context.
• Familiarity with donor management software, CRM systems, and fundraising technology.
• Understanding of independent school culture and governance strongly preferred.
• High level of integrity, discretion, and professional judgment.
• Commitment to the mission, values, and culture of Antilles School.
• Demonstrated ability to lead in a mission-driven, relationship-centered independent school environment.

About Antilles School, Inc.

Antilles School is an independent coeducational day school located on St. Thomas, in the US Virgin Islands. Antilles enrolls approximately 400 students in a toddler program through grade 12. Excellence, Diversity, and Community are the guiding principles for each day at Antilles. Antilles School is committed to the pursuit of educational excellence and a purposeful life. We foster a sense of community, embrace diversity and creativity, seek to develop the whole child, and prepare students for success in college and beyond.

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