Head Of Learning Jobs in Silver Spring, MD (NOW HIRING)

Connelly School of the Holy Child is a Catholic, college preparatory school, committed to the intellectual, spiritual, artistic, physical, and social development of young women in grades 6 through 12. The school emphasizes academic challenge, joy of learning, and education of well‑rounded women of faith and action. Building an inclusive and diverse school community is a priority for Holy Child, and we are committed to hiring faculty and staff with diverse experiences and backgrounds, to empower our students to connect, belong, and grow.

The Head of Development is a senior administrative role responsible for advancing
Connelly School of the Holy Child’s philanthropic priorities and securing the financial
resources necessary to support its mission and vision. Reporting directly to the Head of
School, the Head of Development provides strategic vision, leadership, and execution
for all fundraising initiatives, including annual giving, major gifts, capital campaigns,
foundation relations, alumni engagement, and donor stewardship.

The Head of Development manages the full donor lifecycle, from prospect identification
to stewardship, while building a culture of philanthropy across the school community.
This role partners closely with the Head of School, Board of Trustees, and volunteer leaders
to develop meaningful relationships that inspire giving. They will lead a team that oversees
annual giving, events, alumni and parent engagement, and the donor database.

• Develop and execute a comprehensive advancement strategy aligned with institutional
  priorities
• Serve as the primary architect of planned giving, annual, major gift, and campaign
  fundraising efforts
• Advise the Head of School and Board on philanthropic strategy, campaign process, and
  donor engagement
• Build a culture of philanthropy across parents, alumni, grandparents, and friends
• Direct the planning, execution, and growth of the Annual Giving Fund
• Expand participation and leadership‑level giving across constituent groups
• Oversee Annual Giving Fund messaging, marketing materials, and digital giving strategies
• Manage volunteer structures such as the Holy Child Parent Association and class agents
• Analyze performance data to refine strategy and maximize results
• Build and manage a portfolio of high‑capacity prospects
• Partner with the Head of School on cultivation and solicitation of major and
  transformational gifts
• Lead planning, communications, and execution for comprehensive and capital campaigns
• Develop customized proposals and engagement strategies for top donors
• Track moves management activity and pipeline development
• Design and maintain a comprehensive stewardship program that demonstrates impact and deepens relationships
• Oversee recognition programs, endowed fund reporting, and giving societies
• Ensure timely and meaningful acknowledgment of all gifts
• Produce high‑quality donor communications, including but not limited to relevant portion of the annual report
• Maintain accurate records of donor engagement and recognition commitments
• Strengthen alumni relations through events, communications, and volunteer opportunities
• Foster enduring connections between alumni and the school
• Support parent engagement initiatives and community‑building efforts
• Assist with the planning and execution of development‑related events, receptions, and cultivation experiences
• Identify and pursue foundation and institutional funding opportunities when appropriate
• Prepare competitive proposals and reports as needed
• Build long‑term relationships with foundation partners
• Oversee development communications, including print and digital materials, giving pages, and donor publications
• Serve as staff support for the Development Committee of the Board of Trustees
• Collaborate with marketing and communications staff to ensure consistent messaging
• Utilize development databases and analytics to support strategy and reporting
• Prepare reports for the Head of School, Development Committee and Board of Trustees
• Remain current with best practices in independent school advancement
• Participate in professional development opportunities and peer networks
• Develop a deep understanding of Holy Child’s mission, programs, and community
• Serve as a knowledgeable and compelling ambassador for the school
• Perform other duties as assigned by the Head of School in support of the school’s advancement goals
• Serve as member of administrative leadership governing school policy, student affairs, and operations
• Frequent domestic travel and occasional/seasonal evening weekend events

• Demonstrated success in fundraising, preferably in independent schools, higher
  education, or nonprofit organizations
• Experience securing major gifts and leading comprehensive campaigns is preferred
• Strong strategic planning, communication, and relationship‑building skills
• Ability to work collaboratively with senior leadership, trustees, volunteers, and staff
• High degree of professionalism, discretion, and emotional intelligence
• Familiarity with advancement databases and fundraising analytics