Job Description

Our client is a renowned K-9 independent boys’ school that is deeply committed to academic excellence, character development, and joyful learning and looking for an Executive Assistant to the Head of School. This role plays a pivotal role in supporting the Head, Board of Trustees, and broader school community. This is a high-trust position requiring exceptional organization, communication, and interpersonal skills. The role is full-time, 12 months per year, and offers competitive salary, generous vacation time, and excellent benefits.

Responsibilities

• Manage the Head of School’s schedule, travel, priorities, and daily operations, ensuring alignment with institutional goals
• Serve as a responsive liaison to faculty, staff, students, parents, alumni, trustees, and external partners
• Maintain confidentiality while exercising excellent discretion, professionalism, and judgment
• Collaborate closely with internal departments
• Schedule and organize Board of Trustees and committee meetings, prepare materials, and record and maintain minutes and documentation
• Handle all travel arrangements, conference registration, meal reservations, and expense reporting for the Head of School
• Supervise the front office team, including two direct reports
• Support or coordinate major school events
• Maintain student records in partnership with the registrar
• Assist with internal coverage needs, stepping in when needed
• Actively participate in daily school life and contribute wherever support is needed

Qualifications:

• At least 5 years of executive assistant experience, not necessarily in an independent school (though school experience is appealing)
• Bachelor’s degree and a commitment to a lifetime of learning
• Superior written and oral communication skills, with advanced editing and proofreading skills
• Meticulous attention to detail, excellent organizational skills, and reliable follow-through
• Ability to anticipate others’ needs and “manage up” as needed
• Advanced proficiency (and/or determination to develop such proficiency) with relevant technology tools, including Google Workspace, Microsoft Office, databases (e.g., Blackbaud), and project management software (e.g., Asana)

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