Head of Finance

We are a fast-growing youth sports organization operating across multiple locations across the US and Canada. We create exceptional experiences for children and families while running a complex, operationally driven business behind the scenes. We are seeking a strategic Head of Finance to lead all financial aspects of a growing, multi-entity organization. This role is ideal for a CFO who thrives in competitive environments, balances strategy with execution, and has a proven ability to drive profitability, scale operations, and support complex growth initiatives including M&A, capital projects, and international operations. The CFO will join the executive team—providing insight, structure, and financial discipline while enabling growth. Responsibilities Strategic Leadership - Partner with the CEO and executive team to develop and execute long-term strategic plans, including growth initiatives, acquisitions, and operational scaling. - Translate business plans into integrated financial models, budgets, forecasts, and KPIs tailored to multi-location and seasonal operations. - Lead enterprise-level financial modeling, scenario analysis, and ROI evaluation to support data-driven decision-making. - Provide scenario analysis and ROI modeling for: - New facility launches - Program and pricing decisions - Marketing spend and customer acquisition - Staffing and capacity planning Financial Operations & Performance - Oversee all accounting, financial reporting, budgeting, and forecasting activities across multiple entities. - Ensure financial and operational compliance. - Implement proactive cost management and margin improvement initiatives to drive sustained profitability. - Develop dashboards and performance reporting that connect operational KPIs to financial outcomes. - Manage relationships with external investors. - Secure and manage financing for growth initiatives and capital projects. - Oversee treasury functions including cash flow forecasting, working capital optimization, debt restructuring, and FX strategy (as applicable). Systems, Process & Scale - Build scalable financial systems and processes. - Improve accuracy, efficiency, and insight through automation and streamlined workflows. Leadership & Stakeholder Management - Build, lead, and mentor high-performing finance team. - Act as a trusted financial advisor to internal stakeholders and external partners. - Communicate complex financial insights clearly to non-financial leaders. Requirements Experience - 5-10+ years of progressive finance leadership experience, including senior roles such as Head of Finance, VP Finance, or Controller with expanding scope - Experience operating in a multi-location, multi-entity, and/or seasonal business (sports, fitness, hospitality, franchise, or retail industries a strong plus) - Demonstrated experience partnering directly with a CEO or executive team on strategic planning, growth initiatives, and operational scaling - Track record leading M&A activity, due diligence, or post-acquisition integration - Experience securing and managing financing (debt, equity, or growth capital) and managing relationships with investors or lenders - Hands-on treasury experience, including cash flow forecasting, working capital management, and debt structuring - Experience implementing or upgrading financial systems, ERPs, or reporting infrastructure to support a scaling organization - Proven experience building, leading, and developing a finance team Skills & Competencies - Advanced financial modeling, scenario planning, and ROI/business case analysis skills - Strong analytical skills with the ability to connect operational KPIs to financial performance - Deep understanding of GAAP, financial compliance, and multi-entity consolidation - Proficiency with financial planning and reporting tools (advanced Excel required; experience with BI/dashboard tools a plus) - Excellent executive communication skills — able to translate complex financial concepts for non-financial stakeholders and external partners - Strong leadership, mentorship, and cross-functional collaboration skills - Comfortable operating in a fast-paced, growth-stage environment with evolving priorities - Complete both of our short assessments (about 5 minutes each) before or right after applying. Applications with both completed are reviewed first: - Culture Index survey - Skills game assessment Benefits Compensation: Competitive based on experience