Director of Finance & Operations

The Country School is seeking a strategic, collaborative, and experienced Director of Finance & Operations to serve as a key member of the senior leadership team. Reporting directly to the Head of School, this individual provides leadership across finance, operations, human resources, facilities, and risk management while helping ensure the long-term sustainability and mission alignment of the school.

The Director of Finance & Operations oversees the school’s financial strategy and daily business operations, leads operational planning and systems improvement initiatives, and partners closely with school leadership on budgeting, enrollment forecasting, compensation planning, and strategic decision-making. This role also works collaboratively with admissions, advancement, communications, and academic leadership to support the overall health and success of the school community. Additionally, the Director of Finance & Operations collaborates closely with the Board of Trustees Finance Committee Chair.

The ideal candidate is a thoughtful and solutions-oriented leader who communicates effectively with varied audiences, builds strong relationships across the community, and brings sound judgment, integrity, and operational excellence to the role. Start Date is July 1, 2026.

Finance, Strategy, Planning & Operations

• Provide strategic leadership and oversight for the school’s financial operations and long-range financial sustainability.
• Lead the development, administration, and monitoring of the annual operating budget and multi-year financial planning process.
• Prepare and present financial reports, forecasts, and cash flow analyses for the Head of School, Board of Trustees, and Finance Committee.
• Partner with school leadership on enrollment forecasting, tuition strategy, compensation planning, and other strategic initiatives.
• Oversee the administration of the school’s endowment; implement investment decisions of the investment committee; and coordinate with investment managers, ensuring effective endowment allocations, performance, and reporting.
• Lead the annual financial audit process and ensure timely completion of all tax filings and regulatory reporting requirements.

• Ensure compliance with all applicable federal, state, and local financial and reporting requirements.

Human Resources

• Oversee the school’s human resources function, including employee benefits administration, compensation practices, policy development, compliance, and employee relations in partnership with school leadership.
• Collaborate with the Head of School and senior administrators on hiring, onboarding, performance management, organizational planning, and employment matters.
• Support the development of competitive and sustainable compensation and benefits programs aligned with the school’s philosophy and budget priorities.
  
  

Operations & Facilities

• Provide strategic oversight of campus operations, facilities planning, maintenance, safety initiatives, and vendor management.
• Lead the Business Office functions, including accounting, payroll, budgeting, financial modeling, risk management, and operational reporting.
• Partner with the Director of Facilities & Technology to oversee the physical plant, campus infrastructure, capital improvement projects, and long-term maintenance planning.
• Support operational planning and systems that enhance the efficiency, safety, and effectiveness of the school environment.
• Oversee the administration of all insurance programs including property, casualty, medical, workers’ compensation, and D&O. 

Community Participation

• Serve on the school’s senior administrative team and lead or participate in several other committees.
• Prepare committee materials, present financial and operational updates, and partner closely with committee chairs and trustees.
• Collaborate effectively with admissions, development, communications, main office, and academic leadership to support institutional goals.
• Represent the school professionally and positively within the broader community and maintain collaborative relationships with local organizations, partners, and public agencies.   
• Demonstrate a commitment to fostering an inclusive and welcoming community and participate in ongoing professional development related to diversity, equity, inclusion, and belonging.