Senior Financial Analyst

The Hotchkiss School
Lakeville, CT 06039, USA

Department: Business Office

FLSA: Exempt

Designation: Full-time, calendar year staff

Reports to: Chief Financial & Operations Officer

Travel: Infrequent

Housing: Not provided

The Business Office team advances the mission of The Hotchkiss School by delivering accurate, timely financial services and thoughtful stewardship of institutional resources, while providing exceptional support to the school community.

The Senior Financial Analyst plays a key strategic role in shaping the School’s long-term financial sustainability and decision-making. This position leads the development of integrated multi-year financial models, drives scenario planning, and provides data-driven insights to support senior leadership and the Board of Trustees. The Analyst partners across departments—including Admissions, Advancement, Academics, and Facilities—to align financial planning with institutional priorities such as enrollment strategy, tuition and financial aid, fundraising, and capital investments.

In addition to leading the annual budgeting process and ongoing forecasting, the Senior Financial Analyst monitors financial performance, identifies risks and trends, and recommends strategic adjustments. The role is responsible for producing clear, comprehensive financial reports and presentations for internal and external stakeholders, and for supporting key initiatives of the CFOO.

This position also contributes to effective Business Office operations, supports compliance with endowment and donor restrictions, and helps translate financial information into actionable insights for department leaders. The Senior Financial Analyst brings a forward-looking perspective, incorporating best practices, benchmarking, and innovative approaches to strengthen the School’s financial planning and operations. The business office team is committed to advancing the mission of the School by providing accurate and timely financial services, with exceptional customer support for the School community, while acting as a steward of the School’s resources.

The Hotchkiss School is located in Lakeville, CT, and is within commuting distance from Torrington, CT;
Great Barrington, MA; and Millbrook, NY. The Senior Financial Analyst will work in the office. We are eager to accept applications from individuals who are excited to support an inclusive and warm working and learning community for students and employees from a wide array of backgrounds and experiences.

• Lead the development and maintenance of integrated multi-year financial models (5- and 10-year outlooks) aligned with the School’s strategic plan.
• Build dynamic scenario analyses to assess the impact of enrollment trends, tuition strategy, financial aid, staffing, and capital investments, and evaluate trade-offs across revenue, expenses, and capital allocation.
• Provide data-driven recommendations to support strategic decisions, including tuition setting, financial aid budget, and program expansion.
• Develop comprehensive monthly, quarterly, and annual financial reports, including budget-to-actual analysis, for the CFOO, Head of School, senior leadership, and Board of Trustees.
• Work with Admissions, Advancement, and Academic departments to develop financial models related to enrollment, financial aid, and fundraising initiatives.
• Partner with the Director of Facilities to maintain and model a 10-year plan for capital projects and deferred maintenance, ensuring alignment with the School’s long-range financial model.
• Lead the annual budgeting process, including maintaining a zero-based budgeting approach and managing the annual request and approval workflow.
• Collaborate with department heads and chairs to gather input, support budget development, and help them understand, manage, and plan against their budgets.
• Maintain budget templates and oversee tracking of budget-to-actual performance across departments.
• Develop rolling forecasts, monitor financial performance, and analyze variances, risks, and emerging trends; recommend adjustments based on changing assumptions and current-year performance.
• Repor…