Executive Assistant to the Head of School
Position Summary
The Executive Assistant (EA) to the Head of School provides high-level administrative, organizational, events management, 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 and standards.
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
Maintain oversight of the School’s central calendar to support effective scheduling and alignment across academic, operational, and governance activities.
Coordinate logistics and administrative support for school events and activities involving the Head of School, senior leadership, Board of Directors, and external stakeholders, working collaboratively with relevant departments.
Provide administrative support for community‑based and advancement‑related events, including attendance at select events as required, to support the Head of School’s presence and engagement.
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 the administrative operations of the Head of School’s office to ensure efficiency, organization, and effective information flow.
Coordinate logistics for meetings, travel, and key school functions involving the Head of School, as required.
Maintain accurate and organized electronic filing systems and records management practices in accordance with School policies and privacy requirements.
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 Office / 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
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