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Salary
The Country School’s salary range for this full-time position is $55,000 to $65,000 and is based on factors such as years of experience, qualifications, full-time status, and schedule. If selected for the role, your salary will be determined by your experience and qualifications.
Benefits
TCS’s benefits include a 403(b) retirement plan with matching contributions, and medical, dental, and vision insurance for individuals and families. Health Savings Accounts are also available. Employees receive sick time, time off for all-school breaks, disability and parental leave, and paid time off.
Tuition Remission
Under current policy, employees who work full-time at TCS are eligible to receive tuition remission for their children who attend our school. The first child receives 50% tuition remission, and the second child is eligible for 25% tuition remission. Employee children must meet the same standards for admission as all other applicants. Employees may apply for financial assistance through our need-based tuition assistance program.
The Country School is an independent, coeducational, PK-8 school founded in 1934 with approximately 300 students. Located on Maryland’s Eastern Shore, a few blocks from downtown historic Easton, we offer a challenging academic program in a nurturing environment focused on educating the whole child.
The Country School seeks a passionate, dedicated Executive Assistant & Office Manager for the 2026-2027 school year. This position works closely with the Head of School and Administrative Team to communicate effectively with parents, faculty and staff, the Board of Trustees, and all community constituents and facilitate the professional and positive environment of our school. Start Date is July 1, 2026.
Key Responsibilities
Administrative & Leadership Support
Support the Head of School in all aspects of school operations and strategic initiatives
Manage the Head of School’s calendar and scheduling, coordinating meetings and communications with parents, community leaders, Board of Trustees and committee members, donors, school administrators, faculty, and staff
Provide organizational and operational support to Administrators and Division Heads
Supervise the School Nurse and Receptionist
Facilitate communication for the Board of Trustees
Organize meetings, prepare materials, and record accurate meeting minutes
Calendar & Communications Management
Manage and maintain internal & external school calendars (website, TCS app, Google, Veracross)
Create, curate, and distribute the school-wide weekly newsletter by gathering updates and content
Communicate schedules, updates, and events to faculty and staff
Communicate weather and emergency alerts
Update weekly digital signage across school platforms
Operations & Student Support
Assist RN with medication administration by completing and maintaining Certified Med Tech training
Supervise limited student duties (e.g., lunch, recess, carpool) as needed
Provide front desk coverage when the Receptionist is absent
Athletics & Field Trip Coordination
Coordinate transportation logistics for field trips and athletic events
Organize permission slips and ensure compliance with school policies
Support parent communication for athletics programs
The Country School Diversity Statement
The Country School believes that seeking and valuing diversity of ideas, experiences, and identities, developing meaningful connections, and fostering a sense of belonging are vital to each student’s education and growth. A diverse, inclusive, and equitable school community is critical for preparing students for a role in a complex, pluralistic, and interconnected society. We actively see and value the differences of our school community, among them ability/disability, age, ethnicity, faith traditions, family composition, gender identity and expression, learning styles, race, sexuality, and socio-economic status.
Equal Opportunity Employer
The Country School is an equal opportunity employer that does not discriminate on the basis of race, color, religion, age, sexual orientation, gender, nationality, or ethnic origin.
Education & Qualifications
Bachelor’s degree or commensurate work experience required
3+ years of experience working in an organizational, team-focused setting with specialty in communication skills and platforms. Experience with non-profits or schools is a plus
Strong organizational and multitasking skills
Excellent written and verbal communication abilities
Proficiency with scheduling tools and systems (e.g., Google Workspace, Veracross preferred)
Ability to collaborate across teams and maintain confidentiality
Experience in administrative, operations, or school environments preferred
Qualified applicants should submit a cover letter and resume to: