League is one of the fastest-growing technology companies in Canada and the leading healthcare experience platform. That gap costs health plans and health systems money, and it costs people their health. Health plans and health systems trust us to do this at scale.

Reporting to the AVP, FP&A;, you will drive the integrated planning and performance management across revenue, expenses, workforce and delivery capacity. Integrated planning and forecasting Lead rolling forecasting and scenario planning end to end: from assumptions through leadership alignment, and support the annual operating plan. Build driver‑based models that link commercial activity, customer delivery, workforce capacity, and profitability; making risks and trade‑offs explicit.

Run monthly and quarterly performance reviews and produce clear executive and Board narratives that drive actions for leaders. Establish capacity by role, skill, location, and time horizon, with visibility into utilization, committed work, bottlenecks, and hiring or contractor requirements. Translate contracted implementations, in‑flight work, scope changes, and weighted pipeline into demand, then connect it to revenue timing, cost to serve, and gross margin.

Pigment and agentic AI as planning infrastructure Own the FP&A; functional roadmap for Pigment (architecture, integrations, controls, and adoption) with Finance Systems, Data, IT, and business stakeholders. Build role‑based dashboards and AI‑powered workflows (Pigment's Analyst, Modeler, and Custom Agents, plus Claude via MCP) enabling leaders to self‑serve on variance analysis, forecasting, scenario modeling, anomaly detection, and hiring or vendor decisions. measure impact through forecast quality, adoption, time saved, and decision velocity.



Business partnership and function building Serve as a senior Finance partner across Delivery, Go‑to‑Market, Product, Engineering, People, and G&A; Own revenue and expense partnership: headcount, backfills, organizational changes, vendor commitments, and investment cases.

Build the FP&A; function and set the standard for models, forecasts, executive materials, and communication as the team grows. 10+ years in FP&A;, strategic finance, or corporate finance, including experience leading and developing others. ~ Experience helping scale a Series D or comparable high‑growth company. ~ Enterprise SaaS, platform, or healthcare technology background, with ownership of revenue, gross margin, operating expenses, workforce planning, profitability, and executive reporting. ~ Delivery, implementation, professional services, or resource‑capacity planning experience — specifically the link between supply, demand, utilization, revenue, and margin. ~ Advanced financial modeling and hands‑on experience with a modern planning platform. Pigment model building, administration, or implementation experience is strongly preferred. ~ Demonstrated deployment of AI, automation, or agentic workflows in Finance or business operations. Strong accounting and financial‑control grounding, with the commercial judgment to turn complex analysis into a clear recommendation.

Beyond the technical bar, this seat calls for a specific way of operating: You are rules-anchored and control-minded: You don't experiment with the fundamentals: controls, data security, and financial judgment are never where you move rapid. Your appetite for risk shows up only where the fundamentals have already made it safe. You don't cut corners under pressure, and you preserve financial judgment, data security, and accountability while driving AI adoption.

Leadership has a driver‑based P&L; view with earlier visibility into risks, opportunities #

📌 Director FP&A - Telecommute (Toronto)
🏢 League
📍 Toronto