Executive Assistant to Instructional Leadership

The Essex Westford School District (EWSD) has an immediate opening for an Executive Assistant to Elementary & Secondary Education . This position provides high-level administrative, organizational, and project management support to the Executive Directors for Primary and Secondary Education and plays a key role in supporting district initiatives related to curriculum, special education, equity and inclusion, social-emotional learning, and regulatory compliance. This is a full-time, 12-month position that requires occasional evening, weekend, and overtime work.

The successful candidate will be highly organized, detail-oriented, proactive, and able to manage multiple priorities while maintaining confidentiality in a fast-paced educational environment.

Key Responsibilities

• Provide executive-level administrative support to the Executive Directors for Primary and Secondary Education.
• Manage calendars, meetings, communications, and department operations.
• Coordinate district-wide projects, professional learning events, and leadership initiatives.
• Develop and maintain communications, presentations, reports, and website content.
• Support compliance and administrative processes related to student services, Title IX, Harassment, Hazing & Bullying (HHB), and other regulatory requirements.
• Maintain confidential records and data systems while ensuring accuracy and timely reporting.
• Collaborate with district leaders and staff to support instructional priorities.
• Utilize technology and AI tools to improve efficiency, organization, and communication.

EWSD offers excellent benefits including generous paid time off, medical, and dental insurance, life insurance, tuition reimbursement, and a retirement plan with up to 6% employer contribution.


Our district vision is: "Growing hearts and minds, for a better today and tomorrow: every day, every way, every one."

EWSD is committed to building a culturally diverse and inclusive environment. Successful candidates must be committed to working effectively with diverse community populations and are expected to strengthen such capacity if hired. Candidates with experience living or working in another country, the ability to fluently speak more than one language, and/or peace corp experience are encouraged to apply.

Required Qualifications

• Associate's degree or an equivalent combination of education and relevant administrative experience.
• Experience providing high-level administrative support in a complex, fast-paced environment.
• Strong organizational, project management, communication, and problem-solving skills.
• Proficiency with Google Workspace, spreadsheets, databases, and web-based applications.
• Ability to manage multiple priorities while maintaining accuracy, attention to detail, and confidentiality.
• Demonstrated professionalism, sound judgment, and discretion when handling sensitive information.
• Strong interpersonal and collaborative skills with a commitment to customer service.
• Commitment to equity, inclusion, and continuous improvement.
• Dependable, flexible, and able to maintain regular and reliable attendance.
• Valid Vermont driver's license and reliable transportation.

Preferred Qualifications

• Bachelor's degree.
• Experience in public education or a school district setting.
• Knowledge of educational systems, compliance requirements, and student information systems.

For additional information, CLICK HERE for a copy of the full job description.

EWSD conducts thorough screenings of all applicants being recommended for hire, which may include contacting references not listed on your application. Selected individuals are subject to criminal records background checks and child and adult abuse registry checks. Any offer of employment will be contingent upon acceptable results of these checks at the sole discretion of the Superintendent or his/her designee. Please click HERE for additional background check information.