School Overview

Inspire. Innovate. Belong.

At Dawson, we believe that exceptional education is rooted in the strength, expertise, and dedication of our community. We seek passionate and collaborative professionals who are committed to excellence, innovation, and building meaningful connections with students, colleagues, and families.

As a student-centered, college-preparatory school serving grades K–12, Dawson provides a dynamic and supportive environment in which every member of our community works to inspire students to reach their fullest potential.

The Executive Assistant to the Head of School provides high-level administrative and strategic support and serves as an essential partner to the Head of School (HOS) and a key member of the school’s leadership team. This position requires exceptional professionalism, discretion, sound judgment, and a comprehensive understanding of the school’s programs, culture, and organizational structure.

Serving as a central point of coordination, the Executive Assistant facilitates communication, information flow, and relationship-building across the school community, including faculty, staff, parents, trustees, and external partners. Working in close collaboration with the Head of School, the Executive Assistant manages complex and sensitive matters, supports strategic initiatives, and develops recommendations on issues requiring confidentiality and nuanced judgment.

The Executive Assistant is expected to work independently, anticipate needs, and respond effectively to a wide range of situations across all areas of the school. This is a full-time, year-round, non-exempt staff position reporting directly to the Head of School.

Dawson Mission Statement

Dawson School is dedicated to excellence of mind, body, and character. We prepare students, through challenging and relevant learning, to become creative, resilient problem-solvers who bring their best to the world

At Dawson, you will:

• Shape the region’s strongest college-preparatory program through academic excellence and experiential learning.

• Collaborate with talented colleagues in a supportive and respectful environment.

• Engage in meaningful professional development to refine your craft and advance your career.

• Challenge and support students in a learning community that values curiosity, resilience, and purpose.

• Be part of a school that recognizes and invests in the well-being of its educators through competitive compensation and benefits, along with a culture that nurtures both personal and professional fulfillment.

What You’ll Love About Us

• Retirement: 401(k) plan with employer contribution.

• Healthcare: medical, dental, and vision plans with HSA/FSA options, plus free telehealth services.

• Wellness: access to an employee assistance program, on-site gym, outdoor swimming pool, and certified athletic trainer. Enjoy free, chef-prepared lunches and a walkable, secure campus.

• Life Insurance and Voluntary Benefits: group life insurance with additional voluntary coverage options.

• Time-off: flexible sick time and paid time off.

• Career and Personal Development: support and encouragement for continuous learning and growth, ensuring faculty and staff remain knowledgeable, skilled, and effective in their roles.

• Sustainability: free parking with access to EV charging stations and ECO Pass for RTD.

• Strong Faculty/Staff  Culture and Sense of Belonging: welcoming, positive, supportive, and engaged colleagues.

Position Overview

Dawson School is seeking a highly organized and proactive Executive Assistant to the Head of School to join our dynamic team for the 2026–27 academic year.

The ideal candidate is a strategic and detail-oriented professional who will provide high-level administrative and organizational support to the Head of School, ensuring the efficient and effective operation of the Head’s office. This role requires discretion, sound judgment, and the ability to manage complex priorities while supporting school-wide initiatives.

We are looking for an enthusiastic, service-minded, and collaborative colleague who embodies Dawson School’s commitment to excellence and community. The Executive Assistant to the Head of School will play a key role in facilitating communication, coordination, and relationship-building across the school, supporting leadership efforts that help students, faculty, and families thrive.

Key Responsibilities

• Executive Office Management: Manage the day-to-day operations of the Head of School’s office, including calendar management, expense reports, purchase orders, and monitoring the office budget.

• Board of Trustees Liaison: Compile Board reports, draft meeting agendas, distribute materials, and coordinate logistics and travel for Board members.

• Strategic Communication: Review and draft correspondence, proofread documents for the leadership team, and collect data for reports, presentations, and speeches.

• Relationship Management: Serve as a trusted point of contact and sounding board for the Head of School, anticipating challenges and managing sensitive situations with discretion and diplomacy.

• Event and Project Coordination: Organize employee and school functions, including the opening picnic and holiday party, coordinate leadership retreats, and oversee faculty and staff recognition programs.

• Administrative Oversight, which includes the following:

• Screen calls, manage incoming mail, maintain office files, and record meeting minutes as requested.

• Maintain internal calendars and coordinate planning for the upcoming school year’s calendar.

• Coordinate hotel accommodations for board members, guest speakers, and employment candidates.

• Order and manage stationery, business cards, and name badges.

The Executive Assistant ensures the efficient and effective operation of the Head of School’s office through proactive administrative support and coordination in alignment with Dawson School’s mission.

Professional Qualifications

• Bachelor’s degree required.

• Minimum of five years of administrative experience, preferably in a small office or educational setting supporting senior leadership.

• High proficiency with Google Workspace, with demonstrated ability to work effectively on a Mac platform; strong overall organizational and technical skills required.

• Exceptional written and verbal communication skills, with a high level of professionalism, accuracy, and attention to detail in drafting, proofreading, and preparing correspondence, reports, and presentations.

• Demonstrated ability to maintain strict confidentiality, serving as a trusted steward of sensitive information and a confidential sounding board for the Head of School.

• Proven ability to work effectively with a diverse range of personalities and constituencies, exercising flexibility, discretion, and cultural sensitivity, and demonstrating a broad understanding of the school’s organizational structure, including parents, faculty, staff, the Board of Trustees, and the wider school community.

• Exemplary time-management and organizational skills, with the ability to remain effective amid frequent interruptions, work independently with minimal supervision, anticipate needs, and solve problems resourcefully.

• Strong project management skills, with the ability to support and coordinate school-wide initiatives, ensuring accountability, follow-through, and timely completion.

Personal Qualifications

• Demonstrates warmth, approachability, and a sense of humor, contributing to a collaborative and engaged school community.

• Exhibits a strong work ethic, professionalism, and a deep commitment to Dawson School’s mission and values.

• Applies analytical thinking and problem-solving skills to navigate complex situations effectively.

• Proven ability to meet deadlines, balance competing priorities, and maintain exceptional attention to detail under pressure.

• Passionate about supporting an educational environment that fosters lifelong learning, personal growth, and a thriving school community.
  
  

Job Opening: April 1, 2026

Salary range: $30.00 - $33.65 per hour

Employment Type: Full Time

To Apply:

Interested candidates should submit a resume and cover letter through the Dawson School website at www.dawsonschool.org.

1. Click on ABOUT at the top of the homepage.

2. Select Careers.

3. Scroll to the bottom of the page under Our Current Job Openings and select the Executive Assistant to the Head of School posting.

Please note that only online applications will be accepted.  No phone calls, please.

Dawson School Diversity Statement

Dawson is united in nurturing a culture of belonging that embraces diversity of thought, experience, identity, and passion.

Dawson actively promotes and embraces the exchange of diverse perspectives, experiences, and backgrounds through curricular design, community involvement, and the integration of our four virtues - respect, compassion, courage, and integrity – into every aspect of our community life. It is our responsibility to provide a safe and inclusive learning environment for all members of our community, regardless of race, ethnicity, gender identity, sexual orientation, socioeconomic status, age, ability, or religion, as well as to cultivate in each student the ability to make empathetic, socially responsible decisions.

Applicant Acknowledgment and Certification

By submitting my application, I acknowledge and certify that the information provided is true and complete to the best of my knowledge. I authorize the employer to verify any information it deems relevant to my employment application, including my employment history, educational background, credit history, and record of criminal convictions.

I understand that my former employers, educational institutions, and personal references may release information about me in response to inquiries from the employer. I further understand that any offer of employment is contingent upon satisfactory reference checks and the successful completion of a criminal history check.

I acknowledge that providing false, misleading, or incomplete information, or omitting material facts in my application or during the interview process, may result in denial of employment or termination if already employed.

I also understand that I must provide unexpired documentation establishing my legal authorization to work in the United States within three business days of my employment start date.

If employed, I understand that my employment will be on an at-will basis, meaning it is not guaranteed for any specific duration and may be terminated by either party at any time, with or without cause or notice.

The School is an Equal Opportunity Employer and provides equal consideration to all applicants and employees based solely on job-related qualifications, in compliance with all applicable local, state, and federal laws.