School Administrator

Seeking Full-Time School Administrator
Reports to: Headmaster and Board of Trustees

Chesterton Academy of the Immaculata, a new co-ed high school in MetroWest, Boston serving grades 9-12, seeks a joyful, mission-driven and experienced Administrator for the 2025-2026 school year. The Administrator plays a vital leadership role in the daily operation of the school, working closely with the Headmaster and Board of Trustees to ensure that administrative, financial, and operational systems run smoothly and in full alignment with our Catholic mission.

Qualifications

Bachelor's degree required; advanced degree preferred
Experience in secondary school administration strongly preferred
Practicing Catholic able to take the Oath of Fidelity to the Magisterium.
Excellent organizational, written, and verbal communication skills
Professional and joyful demeanor
Experience working in Catholic education or mission-driven organizations is a plus

Key Responsibilities

1. Administrative Operations
Oversee daily school office functions and general administration
Maintain student records, staff files, and the master school calendar
Coordinate school-wide communications: newsletters, alerts, forms, etc.

2. Admissions & Enrollment
Manage inquiries, tours, applications, and enrollment process.
Maintain admissions and enrollment databases.
Support onboarding of new families and organize open houses.

3. Business & Financial Administration
Collaborate with the Board and Treasurer on financial oversight
Manage tuition tracking and billing (via TADS or equivalent)
Assist with budgeting, invoice management, purchasing, and vendor coordination

4. Facilities and Safety
Ensure a clean, safe, and secure campus environment daily
Coordinate routine maintenance, inspections, and emergency drills

5. Technology and Systems Oversight
Maintain school IT systems (internet, printers, devices)
Coordinate with IT support as needed
Manage systems for attendance, grading, communication, and digital records

6. Support for School Leadership & Board
Assist with staff HR paperwork, background checks, and compliance tracking.
Assist with planning and logistics for various school events and activities
Provide administrative support for the Headmaster and Board of Trustees
Coordinate school calendar and scheduling logistics

7. Advancement & Fundraising Support
Assist in coordinating fundraising efforts, including planning for the annual gala
Track donor information and maintain fundraising records
Support donor communications, acknowledgments, and event logistics
Collaborate with leadership to identify and pursue grant opportunities

8. Parent, Faculty & Community Relations
Serve as a welcoming and professional presence in the front office.
Greet and assist students, parents, visitors, and vendors in a warm and efficient manner
Answer phone calls and emails; route messages and inquiries appropriately
Respond to parent and visitor inquiries with clarity and charity
Help maintain a culture of joy, order, and Catholic identity across the school day.

To Apply
Please send the following materials to the Chair of the Board of Directors, Nathalie Calvo, at [email protected]:
A cover letter explaining how your experience reflects the mission and qualifications of the role
A curriculum vitae.
Three professional references (include name, relationship, phone number, and email)
One pastoral reference.

Applications are reviewed on a rolling basis.

About the Employer
Chesterton Academy of the Immaculata is a member of the Chesterton Schools Network, sponsored by the G.K. Chesterton Society. chestertonschoolsnetwork.org
Under the patronage of our Blessed Mother, Chesterton Academy of the Immaculata seeks to partner with parents in forming young men and women to be joyful leaders and saints. We cultivate Christian virtues and guide students in the pursuit of Truth, Goodness and Beauty. By providing a rigorous, classical, Catholic education faithful to the Magisterium, we inspire our students to be disciples of Christ and bear witness to a culture of life. www.chestertonimmaculata.org