Executive Assistant to the Head of School

Executive Assistant to the Head of School

Position Summary The Executive Assistant (EA) to the Head of School provides high-level administrative, organizational, and strategic support to the Head of the School. This role acts as a key liaison between the Head of School, Board of Directors, senior leadership, staff, parents, and external stakeholders, ensuring the smooth and efficient operation of the Head’s office. The EA operates with a high degree of discretion, professionalism, and judgment, often managing sensitive and confidential matters. Reporting Structure

• The Executive Assistant reports directly to the Head of School
• The EA also provides administrative and governance support to the Board of Directors, working closely with the Board Chair as required
• Direction related to Board and governance matters is coordinated through the Head of School and/or Board Chair, as appropriate
• The Head of School retains overall responsibility for performance management, evaluation, and day-to-day supervision of the EA

Key Responsibilities

Executive & Strategic Support

• Manage and prioritize the Head of School’s complex calendar, ensuring alignment with strategic priorities
• Prepare daily briefings, background materials, and meeting summaries
• Anticipate needs and proactively manage competing priorities
• Support execution of strategic initiatives and special projects

Governance & Board Support

• Coordinate Board of Directors meetings and committee meetings
• Prepare agendas, minutes, and board packages in collaboration with the Head of School
• Maintain official board records and documentation
• Support onboarding of new Board members and annual governance cycles

School Events and Coordination

• Oversee school calendars
• Ensure coordination of events and activities with all stakeholders
• Support Advancement and School Principals with community based events, including being present at events

Communications & Stakeholder Relations

• Draft, edit, and manage correspondence on behalf of the Head of School
• Serve as a key point of contact for parents, staff, donors, and community partners
• Support sensitive or confidential communications with professionalism and discretion

Office & Operational Management

• Oversee day-to-day operations of the Head’s office
• Coordinate travel, events, and key school functions
• Maintain electronic filing systems and records management practices

Management Team Support

• Provide administrative support to the Senior Management Team, as required
• Coordinate leadership meetings, retreats, and planning sessions

Qualifications & Experience

• 5–10+ years of senior administrative or executive assistant experience (education or non-profit sector preferred)
• Experience supporting a CEO, Head of School, or Board of Directors is strongly preferred
• Advanced proficiency in Microsoft 365 / Google Workspace
• Exceptional organizational, communication, and writing skills
• High level of discretion and emotional intelligence
• Ability to work independently and manage competing priorities

Key Competencies

• Strategic thinking and anticipation
• Relationship management
• Confidentiality and sound judgment
• Adaptability in a dynamic school environment
• Strong attention to detail

Working Conditions

• Full-time, year-round role
• Occasional evening work (e.g., Board meetings, school events)
• On-site presence typically required