Guiding Tomorrow's Hearts and Minds


The role of Assistant to the Head of School is an extension of the Head of School’s office responsible for high-level administrative support to the Head of School and general support of school-wide projects and tasks. This work includes strategic calendaring for the Head of School, master school calendar coordination, and relationship management with proper sensitivity, both internally and externally. The individual in this role represents the school with a happy energy, a positive attitude and an enthusiasm for the mission of the school.
 Attributes and Skills:
  • Internal drive to work hard with a “no job too small” manner and a “How can I help?” initiative
  • Adept relationship development skills and a high EQ
  • Familiarity and comfort interacting in a school environment
  • Thrives working as a member of a team and motivated by a mission driven culture
  • Strengths in project management and process development
  • Strategic thinker able to keep cross-functional goals on track with diplomacy and confidentiality
  • Instincts to know when to ask questions and what questions to ask
  • Ability to unflappably juggle many projects at once
  • Collaborator who is not afraid to suggest new ideas but open to feedback and refinement
  • Warm, energetic, and excepting with a dedicated service-oriented spirit
  • Desire to grow into the role and make the job your own
Key Responsibilities:
  • Strategically coordinate the calendar of the Head of School
  • Prepare documents and correspondence on behalf of the Head of School
  • Utilize technology tools for support with master efficiency and detail in areas such as: calendaring, relationship management, analytics, website updates
  • Create and maintain systems and communication channels for school-wide efficiency
  • Maintain relationships with internal teams and external partners serving as the contact for requests in the absence of the Head of School and/or members of the Senior Administrative Staff
  • Manage school-wide projects to include, but not limited to, recruitment and onboarding coordination, graduating student applications process, school trip logistics oversight and tracking, facilities support, church/school schedule and relations, graduation event planning elements, personnel tracking and changes, and mandated annual reporting
  • Map out master school calendar and monitor school and churchwide space and events needs
  • Support volunteer Board of Trustees, Board Meetings, and Senior Administrative Staff in administrative tasks as the need arises
  • Function as a welcoming presence on campus, providing hospitality
  • Build community among parents, faculty, staff, the church, and supporters of the school
  • Five plus years in a senior support position
  • Proficiency and talent at using software and technology tools as a resource
  • Positive and mature team player
  • Proven success in all areas of communication
  • Education or Non-profit experience strongly preferred
  • Bachelor’s Degree or equivalent
Interested Candidates:
Please send via email your resume and a bit about why this role interests you to Annie Pyle, Founding Partner of Annie Pyle & Partners, at:
The School's mission is to inspire, through an academically challenging course of study, the intellectual curiosity, confidence, moral courage, and character that prepare students to be leaders of positive change in the world.

St. Matthew’s Episcopal Day School is committed to equitable hiring practices, and enthusiastically encourages professionals of all backgrounds to apply.