Executive Assistant to the Head of School

As an independent K-8 day school rooted in the Episcopal tradition, The Cathedral School of St. John the Divine educates students to become articulate, confident, and responsible citizens of the world through rigorous academics, innovative approaches to learning, and the nurturing of their aspirations in a diverse community of all faiths. Cathedral is currently seeking an Executive Assistant to the Head of School.

The Executive Assistant to the Head of School serves as a trusted partner to the Head, enabling the highest-level leadership of the School to function with clarity, efficiency, and care. This role is much more than calendar management; it is the operational heartbeat of the Head’s Office and a visible, welcoming presence for the entire Cathedral School community. The Executive Assistant reports directly to the Head of School and works in close daily collaboration with the Senior Leadership Team as well as the Board President.

The Executive Assistant exercises sound judgment, exceptional discretion, and a proactive orientation, managing the complex daily rhythms of a K-8 independent school in New York City while supporting longer-horizon School priorities including Board governance, community events, and strategic initiatives. The ideal candidate brings a genuine enthusiasm for schools, positive regard toward children and families, and the organizational acumen to anticipate needs before they arise.

KEY RESPONSIBILITIES

• Executive Office Management

• Manage the Head of School’s daily schedule and calendar with strategic foresight, prioritizing competing demands across school leadership, faculty and staff engagement, Board work, community member relations, and external partnerships
• Screen, triage, and respond to the Head’s correspondence (email, phone, and written) with professionalism, warmth, and sound judgment
• Coordinate travel arrangements, meetings, and events for the Head of School
• Prepare and distribute meeting materials, agendas, and minutes
• Develop and maintain accurate and up-to-date records and databases
• Provide administrative support for special projects and events

• 3+ years of experience in an executive assistant or similar role in an educational setting
• Proven ability to maintain confidentiality and handle sensitive information with discretion
• Excellent communication, organizational, and interpersonal skills
• Ability to work independently and as part of a team
• Strong problem-solving and analytical skills
• Proficiency in Microsoft Office and Google Suite
• High school diploma required; Bachelor’s degree preferred