Director, FP&A

League Inc.; Toronto; On-site; CAD 140,000 - 200,000; Full time

Job summary

League Inc. is seeking a seasoned FP&A leader to drive integrated planning, forecasting, and performance management across revenue, cost, workforce, and delivery capacity. You will co-own the P&L with the AVP, FP&A, and build driver-based models tying commercial activity to profitability.

You will champion AI-enabled workflows and governance, ensuring forecast quality and timely executive insight. This role requires a strong finance leader comfortable operating across Go-to-Mrowth, Product, and

Qualifications

• 10+ years in FP&A, strategic finance, or corporate finance, including leadership experience.
• Experience scaling a Series D or comparable high-growth company.
• Enterprise SaaS, platform, or healthcare tech background with revenue, gross margin, expenses ownership.
• Delivery, implementation, or capacity planning experience linking supply, demand, revenue, and margin.
• Advanced financial modeling with a modern planning platform; Pigment experience preferred.
• Deployment of AI/automation in Finance or business ops; Claude/MCP tools an advantage.
• Strong accounting and financial-control grounding with clear business judgment.

Responsibilities

• Lead integrated planning and forecasting end-to-end, guiding assumptions to OPP alignment.
• Co-own consolidated P&L with AVP, FP&A; connect revenue, gross margin, OPEX, headcount, EBITDA.
• Build driver-based models linking activity, delivery, capacity, and profitability.

Skills

FP&A

Strategic finance

Leadership

Financial modeling

SaaS finance

AI in finance

Education

Bachelor's degree in Finance or related

CPA/CFA desirable

Tools

Pigment

Claude MCP

Job description

League is one of the fastest-growing technology companies in Canada and the leading healthcare experience platform. Getting healthcare is often the easy part — finishing it is where things fall apart: people book the appointment and skip the follow-up, fill the prescription and stop taking it, get the referral and never make the call. That gap costs health plans and health systems money, and it costs people their health. League closes that gap — identifying what each person needs to do next, clearing what’s in their way, and getting it done, for the 70 million+ people whose care already runs through our platform. Health plans and health systems trust us to do this at scale. Organizations like Manulife, SCAN, Geisinger, and Medibank on the payer side, and Baptist and Shoppers Drug Mart on the provider side.

Position Summary:

This is a player-coach builder role. Reporting to the AVP, FP&A, you will drive the integrated planning and performance management across revenue, expenses, workforce and delivery capacity. Your central mandate is to make Pigment and governed AI workflows the operating infrastructure for decision-making at League: faster, more reliable, and directly accessible.

What you’ll own:

Integrated planning and forecasting

• Lead rolling forecasting and scenario planning end to end: from assumptions through leadership alignment, and support the annual operating plan.
• Co‑own the consolidated P&L outlook with the AVP, FP&A, connecting revenue, gross margin, operating expenses, headcount, EBITDA, and the cash implications of decisions.
• 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.

Delivery capacity and demand

• Partner directly with the Chief Delivery Officer and Delivery Operations to build one forward‑looking view of delivery supply and demand.
• 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.
• Drive a recurring cadence that surfaces capacity gaps and margin pressure early and ends in clear staffing, sequencing, scope, or spend decisions.

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.
• Embed governance, human review, source transparency, and accountability into every workflow; 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; understanding each function’s operating reality and bringing a clear financial point of view.
• 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. This structure is lean by design: AI‑augmented workflows are intended to scale output without scaling headcount.

What you’ll bring:

• 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. Claude, MCP‑connected tools, or Pigment AI experience is a meaningful advantage.
• Strong accounting and financial‑control grounding, with the commercial judgment to turn complex analysis into a clear recommendation.

How you work:

Beyond the technical bar, this seat calls for a specific way of operating:

• You get it done. Execution is your dominant gear. You create structure from incomplete information, move with pace, and close things out rather than leaving them open.
• You run independently. You take messy, ambiguous problems fully off your leader’s plate and operate for long stretches without needing check‑ins.
• You partner before you push. You build enough trust that stakeholders bring you the real numbers unprompted. You hold a firm point of view and land hard messages without turning them into confrontation.
• You decide quickly, within the rules. The role carries a high volume of small calls. You make them at pace and know which ones genuinely need escalation.
• You earn speed by getting the fundamentals right. 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 fast. 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.
• You're steady through change. Decisions that change and scopes that expand don't knock you off course. You're driven and team-oriented, with no ego play and no need to be the one who was right.
• You're comfortable in both modes. Energized by cross-functional relationships and equally heads-down.

What success looks like:

• One credible outlook. Leadership has a driver‑based P&L view with earlier visibility into risks, opportunities