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Director, FP&A

League - Toronto, ON, Canada - In-office - posted 2026-08-19

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League is a fast-growing Canadian healthcare technology platform serving 70M+ people through health plans and health systems (Manulife, SCAN, Geisinger, Medibank, Baptist, Shoppers Drug Mart). The company closes gaps in healthcare delivery by identifying what patients need next, removing barriers, and ensuring follow-through on care. As Director of FP&A, you will report to the AVP, FP&A and drive integrated planning and performance management across revenue, expenses, workforce, and delivery capacity. This is a player-coach builder role with four core mandates: **Integrated Planning & Forecasting:** Lead rolling forecasts and scenario planning from assumptions through leadership alignment. Co-own the consolidated P&L outlook connecting revenue, gross margin, operating expenses, headcount, EBITDA, and cash implications. Build driver-based models linking commercial activity, customer delivery, workforce capacity, and profitability. Run monthly and quarterly performance reviews with clear executive and Board narratives. **Delivery Capacity & Demand:** Partner with the Chief Delivery Officer to build a forward-looking view of delivery supply and demand. Establish capacity by role, skill, location, and time horizon with visibility into utilization, committed work, and bottlenecks. Translate contracted implementations, in-flight work, and pipeline into demand connected to revenue timing, cost to serve, and gross margin. Drive recurring cadence surfacing capacity gaps and margin pressure early. **Pigment & Agentic AI as Planning Infrastructure:** Own the FP&A functional roadmap for Pigment (architecture, integrations, controls, adoption). Build role-based dashboards and AI-powered workflows enabling leaders to self-serve on variance analysis, forecasting, scenario modeling, anomaly detection, and hiring decisions. Embed governance, human review, source transparency, and accountability into workflows. **Business Partnership & Function Building:** Serve as senior Finance partner across Delivery, Go-to-Market, Product, Engineering, People, and G&A. Own revenue and expense partnership including headcount, organizational changes, and investment cases. Build the FP&A function and set standards for models, forecasts, and communication as the team grows, leveraging AI-augmented workflows to scale output. You bring 10+ years in FP&A, strategic finance, or corporate finance with experience leading and developing others. You've helped scale a Series D or comparable high-growth company with Enterprise SaaS, platform, or healthcare technology background. You have ownership experience across revenue, gross margin, operating expenses, workforce planning, profitability, and executive reporting. Delivery, implementation, professional services, or resource-capacity planning experience is essential. Advanced financial modeling and hands-on experience with modern planning platforms (Pigment preferred) required. Demonstrated deployment of AI, automation, or agentic workflows in Finance or operations is a meaningful advantage. Strong accounting and financial-control grounding with commercial judgment to turn complex analysis into clear recommendations.

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