Director, Strategic Finance & Capital Markets

Company Introduction WorldStrides is the global leader in educational travel and experiential learning. The company was founded in 1967 to provide middle school travel programs to Washington, D.C. and has grown to provide a wide range of programs for more than half a million students annually to over 100 countries around the world. WorldStrides offers experiential learning programs in educational travel, performing arts, language immersion, career exploration, service-learning, study abroad, and sports. Each of these experiences helps students to see beyond the classroom and to see the world – and themselves – in new ways.Job Description WorldStrides is seeking a Director, Strategic Finance & Capital Markets to lead enterprise-wide cash flow forecasting, capital structure modeling, and liquidity risk management. This role will serve as the company’s center of excellence for cash, debt, and covenant analytics, supporting executive leadership, the Board of Directors, and external financing partners with high-quality models, insights, and materials. This position plays a critical role in enabling disciplined growth, strengthening balance sheet visibility, and ensuring proactive management of liquidity and covenant considerations in a highly seasonal, working-capital-intensive business. Job Responsibilities Enterprise Cash Flow & Capital Structure Leadership Own and continuously enhance the company’s integrated three-statement, cash flow, and liquidity models, with increasing account-level detail and forecasting precision Model seasonal cash dynamics, including deposits, deferred revenue, working capital, and capital expenditures Develop and own detailed multi-tranche debt schedules (e.g., revolvers, term loans) and interest modeling Build pro forma capital structures to evaluate refinancings, growth initiatives, and strategic investments Own a rolling 13-week cash flow forecast to support near-term liquidity planning Liquidity, Covenants & Risk Management Own a comprehensive covenant compliance and sensitivity model, including EBITDA definitions, add-backs, and downside scenarios Proactively identify and communicate liquidity and covenant risks, including clear scenario narratives and mitigation considerations Support lender reporting, data requests, and financing-related analyses, including amendment and refinancing support Executive, Board & External Materials Prepare Board-level financial models, analyses, and presentations related to liquidity, capital structure, and strategic finance topics Produce lender-facing materials with a high standard of accuracy, clarity, and professionalism Support interactions with Investors and Lenders Strategic Finance & Business Partnership Partner closely with FP&A and business leaders to translate volume, pricing, staffing, and cost drivers into cash flow and EBITDA implications Connect operational and strategic plans to long-term liquidity, covenant, and capital allocation foreca...