Director, Strategic Finance & Capital Markets
WorldStrides, Vienna, VA, United States
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 and 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 closelywith 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 forecasts
Improve analytical rigor in cash flow and debt modeling
Serve as a trusted advisorto senior leadership on liquidity risk, capital allocation trade-offs and downside scenarios by driving clear recommendations supported by clear analysis
M&A and Investment Analysis
Build and evaluate acquisition, divestiture, and build-versus-buy models
Assess purchase price, financing mix, synergies, operating leverage, payback, and value creation
Integrate approved transactions into enterprise cash flow and debt models
Minimum Qualifications
4 years of experience in investment banking, strategic finance, FP&A, leveraged finance, or corporate development
Advanced expertise in three-statement financial modeling, cash flow forecasting, and debt/capital structure modeling
Experience proactively driving Board-level and Lender-facing financial analysis and presentations
Strong ability to synthesize complex financial concepts into clear, actionable insights for senior leadership
Advanced Excel and financial modeling skills; experience with modern FP&A, BI, or ERP tools is a plus
Bachelor’s degree in Finance, Accounting, Economics, or a related field (MBA or CFA a plus)
Location:
Strong preference will be given to candidates local to
Charlottesville, Virginia or Vienna, Virginia.
What Success Looks Like
Clear, trusted visibility into liquidity and covenant position across scenarios
Faster, more confident executive decision-making around capital allocation and growth
Strong partnership with Finance (FP&A, Accounting and Treasury) leadership, enabling sharper focus on core forecasting and business support
This role provides unique exposure to Executive leadership, Board members and external investors
Growth opportunities for more localized business strategic partnering
At WorldStrides, we’re proud to offer a workplace that’s both high-performing and purpose-driven -- where talented people can grow their careers, make an impact, and enjoy meaningful benefits and experiences along the way.
Our benefits include:
Comprehensive health coverage including medical, dental, vision, life, and disability insurance options
Healthcare and dependent care FSAs, an HSA with company contribution, and a generous 401(k) match
11 paid company holidays, 1 volunteer day, and up to 25 PTO days to start — increasing to 28 with tenure
4 dedicated mental health days and 5 bereavement days
Tuition reimbursement up to $5,250 annually and $1,000 toward professional certifications each year
Opportunities for paid and discounted travel experiences
Flexible work options including on-site, remote, and hybrid arrangements
Access to on-site fitness centers and cafés (select locations)
Paid parental, caregiver, and disability leave
Employee Assistance Program (EAP) and team member discount program
Inclusive community through our Employee Resource Groups
WorldStrides, a global organization, is committed to educate and serve communities worldwide. Our commitment is fueled by the passion of our team members and partners to make experiential learning accessible, while also being socially, environmentally, and ethically responsible. Together, we accomplish this by investing in initiatives to promote inclusion, diversity, and sustainability.
As an Equal Opportunity Employer, WorldStrides` is committed to building a diverse workforce, supported by an environment that promotes inclusion and belonging. All qualified applicants will receive consideration for employment without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state, or local laws.
WorldStrides will only employ those who are legally authorized to work in the United States.
This is not a position for which sponsorship will be provided. Individuals with temporary visas such as E, F-1, H-1, H-2, L, B, J or TN, or who need sponsorship for work authorization now or in the future, are not eligible for hire.
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Job Description
WorldStrides is seeking a Director, Strategic Finance and 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 closelywith 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 forecasts
Improve analytical rigor in cash flow and debt modeling
Serve as a trusted advisorto senior leadership on liquidity risk, capital allocation trade-offs and downside scenarios by driving clear recommendations supported by clear analysis
M&A and Investment Analysis
Build and evaluate acquisition, divestiture, and build-versus-buy models
Assess purchase price, financing mix, synergies, operating leverage, payback, and value creation
Integrate approved transactions into enterprise cash flow and debt models
Minimum Qualifications
4 years of experience in investment banking, strategic finance, FP&A, leveraged finance, or corporate development
Advanced expertise in three-statement financial modeling, cash flow forecasting, and debt/capital structure modeling
Experience proactively driving Board-level and Lender-facing financial analysis and presentations
Strong ability to synthesize complex financial concepts into clear, actionable insights for senior leadership
Advanced Excel and financial modeling skills; experience with modern FP&A, BI, or ERP tools is a plus
Bachelor’s degree in Finance, Accounting, Economics, or a related field (MBA or CFA a plus)
Location:
Strong preference will be given to candidates local to
Charlottesville, Virginia or Vienna, Virginia.
What Success Looks Like
Clear, trusted visibility into liquidity and covenant position across scenarios
Faster, more confident executive decision-making around capital allocation and growth
Strong partnership with Finance (FP&A, Accounting and Treasury) leadership, enabling sharper focus on core forecasting and business support
This role provides unique exposure to Executive leadership, Board members and external investors
Growth opportunities for more localized business strategic partnering
At WorldStrides, we’re proud to offer a workplace that’s both high-performing and purpose-driven -- where talented people can grow their careers, make an impact, and enjoy meaningful benefits and experiences along the way.
Our benefits include:
Comprehensive health coverage including medical, dental, vision, life, and disability insurance options
Healthcare and dependent care FSAs, an HSA with company contribution, and a generous 401(k) match
11 paid company holidays, 1 volunteer day, and up to 25 PTO days to start — increasing to 28 with tenure
4 dedicated mental health days and 5 bereavement days
Tuition reimbursement up to $5,250 annually and $1,000 toward professional certifications each year
Opportunities for paid and discounted travel experiences
Flexible work options including on-site, remote, and hybrid arrangements
Access to on-site fitness centers and cafés (select locations)
Paid parental, caregiver, and disability leave
Employee Assistance Program (EAP) and team member discount program
Inclusive community through our Employee Resource Groups
WorldStrides, a global organization, is committed to educate and serve communities worldwide. Our commitment is fueled by the passion of our team members and partners to make experiential learning accessible, while also being socially, environmentally, and ethically responsible. Together, we accomplish this by investing in initiatives to promote inclusion, diversity, and sustainability.
As an Equal Opportunity Employer, WorldStrides` is committed to building a diverse workforce, supported by an environment that promotes inclusion and belonging. All qualified applicants will receive consideration for employment without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state, or local laws.
WorldStrides will only employ those who are legally authorized to work in the United States.
This is not a position for which sponsorship will be provided. Individuals with temporary visas such as E, F-1, H-1, H-2, L, B, J or TN, or who need sponsorship for work authorization now or in the future, are not eligible for hire.
#J-18808-Ljbffr