Job Description

Chesapeake Search Partners is partnering with a leading independent school to hire a Temporary Executive Assistant to the Head of School. This is a hands-on role supporting senior leadership and ensuring the Head of School’s office operates with efficiency, professionalism, and care. The Executive Assistant will work closely with leadership, trustees, faculty, and parents, serving as a key hub for communication, scheduling, and coordination.

This assignment runs from late January 2026 to early June 2026 to cover a leave of absence.

Responsibilities

• Manage the Head of School’s daily schedule, travel, and communications.
• Coordinate meetings, events, and logistics with trustees, leadership, and faculty.
• Support the planning of major projects and school-wide initiatives.
• Serve as a liaison across departments, maintaining calendars and documentation.
• Assist with correspondence, data gathering, and confidential information management.
• Support event planning, including set-up, catering, and material preparation.

Qualifications

• Prior experience in administrative support, preferably in the education space.
• Strong organizational skills and attention to detail.
• Proficiency in Google Workspace.
• Excellent written and verbal communication.
• Professional discretion and ability to manage confidential information.
• A collaborative, adaptable, and dependable work style.

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