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National Association of Independent Schools

Executive Assistant to the Head of School

National Association of Independent Schools, Litchfield, Connecticut, us, 06759

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Executive Assistant to the Head of School Immediate Opening

Reports To: Head of School, 12-month position

Position Overview The Executive Assistant to the Head of School plays a vital role in the smooth and effective functioning of the Head’s Office. This individual is responsible for a wide range of administrative and operational support duties and serves as a key point of contact for internal and external stakeholders. The Executive Assistant also provides essential support to the Board of Trustees and the Associate Head of School.

The ideal candidate will be highly organized, proactive, diplomatic, and able to manage multiple priorities with discretion and professionalism.

Forman’s Mission, Promise, and Core Values Forman School is an independent, coeducational, college preparatory school for boarding and day students with identified learning differences. Forman develops the whole student, based on each individual’s learning profile, so that all graduates become educated, confident self‑advocates throughout life.

Forman is committed to sustaining an inclusive environment that fosters a deeper understanding of differences in race, gender, sexual orientation, age, ethnicity, religion, socioeconomic status, geographical origin, physical ability, and family structure.

We believe society is bettered when we learn from and embrace those with different experiences and perspectives from our own. Our community values truth, respect, and kindness.

Key Responsibilities

Head of School Support

Manage the Head of School’s calendar, appointments, travel arrangements, and correspondence.

Act as the primary liaison between the Head of School and faculty, staff, parents, students, and external partners.

Prepare and edit reports, presentations, communications, and other documents on behalf of the Head of School.

Organize and coordinate logistics for school events hosted by or involving the Head of School.

Maintain confidential files and sensitive information with discretion and integrity.

Board of Trustees Support

Coordinate all logistics for Board of Trustees meetings, retreats, and events, including scheduling, room setup, materials preparation, and catering.

Record, transcribe, and distribute meeting minutes and other official documentation.

Serve as the point of contact for Board members, ensuring timely communication and follow‑up on action items.

Maintain the Board portal and ensure accurate record‑keeping of Board policies, minutes, and governance documents.

Support to the Associate Head of School

Provide administrative and logistical support to the Associate Head, including scheduling, project management, and communications.

Serve as a liaison to faculty and staff on matters requiring input or attention from the Associate Head.

Administrator on Duty (AOD) Responsibilities

Serve as Administrator on Duty on a rotating basis, including evenings and weekends as scheduled.

Ensure campus safety and respond to incidents, emergencies, or student issues in collaboration with residential life and security staff.

Communicate effectively with students, faculty, staff, and parents during AOD shifts, documenting any notable occurrences.

Support a positive, safe, and inclusive campus environment during all AOD responsibilities.

Community Support

Serve as a central hub for internal communication by managing daily school‑wide messaging, calendars, and logistical planning tools to ensure clarity and alignment across all departments.

Oversee the development, communication, and maintenance of institutional calendars, including the academic and events calendar, faculty and student planners, and conference room scheduling.

Lead the planning and execution of major school events such as Commencement, student registration, and Family Weekends, in collaboration with school leadership and key departments.

Coordinate logistical and operational support for school-wide initiatives and events, including academic programs and Advancement‑related engagements.

Maintain oversight of institutional documentation, including internal drives and handbooks, ensuring timely updates and consistent communication of policies.

Partner with colleagues across departments to continuously improve operational efficiency, communication systems, and event execution.

Represent and model the school’s mission and core values in all interactions with students, families, faculty, alumni, and external partners.

Other Expectations This position is a member of a boarding school faculty. Candidates should be interested in contributing outside of the classroom and becoming fully involved in the student life program. Faculty are expected to demonstrate respect for diversity of identities and experiences, an orientation toward equity and inclusion, and cultural competency in all aspects of school life.

Physical Requirements

Prolonged periods of sitting at a desk and working on a computer.

Frequent standing, walking, and moving about campus during events.

Ability to lift and carry event materials, supplies, and equipment (typically up to 25 lbs).

Must be able to travel domestically (by car, train, or air), if needed for school events.

Flexibility to work evenings and weekends to support school functions.

Work Environment

Professional office setting with frequent in‑person, phone, and virtual interaction.

A fast‑paced environment that requires the ability to manage multiple priorities simultaneously.

Event settings may include both indoor and outdoor environments, sometimes requiring participants to stand or move for extended periods.

Collaboration with colleagues, volunteers, alumni, and external visitors, Board of Trustees, in varied environments.

Educational and Experiential Background and Credentials Required:

Bachelor’s degree or significant work experience

An understanding of and experience in an independent boarding school setting preferred, but not required.

Minimum two years of experience in a high‑level executive administrative position

Experience in event management and execution

Highly organized, detail‑oriented, with strong executive function skills

Ability to prioritize well and to work efficiently under pressure

Fluent in the use of Microsoft Office and Google Suite applications, knowledge of Blackbaud products is helpful, but not necessary.

Accessible, approachable and confidential, able to handle situations with discretion, respect and sensitivity

Demonstrated ability to use good judgment to handle confidential information sensitively.

Demonstrate strong interpersonal skills, including an upbeat, collaborative approach to their work.

Able to handle multiple projects simultaneously with superior follow‑through and ability to meet deadlines and goals.

Possesses strong attention to detail, accuracy and organizational capabilities.

Must have good written and verbal communication skills.

Exceptional customer service skills.

Unflinching integrity seasoned with humor, perspective, and curiosity.

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