Director, FP&A

League; United States; On-site; USD 140,000 - 200,000; Full time

Job summary

League is seeking a player‑coach FP&A leader to drive integrated planning, forecasting, and performance across revenue, cost, and workforce. You will partner with executives to make AI-driven workflows the operating backbone for decision‑making at League.

In this senior role, you will own the FP&A roadmap, build driver‑based models, and lead governance for AI-enabled finance and operations. You will mentor teams and shape planning processes as the company scales.

Qualifications

• 10+ years in FP&A or corporate finance with leadership experience.
• Experience scaling a Series D or similar high-growth company.
• Background in Enterprise SaaS, platform, or healthcare tech with revenue and margin ownership.
• Delivery, implementation, professional services planning experience linking supply, demand, revenue, and margin.
• Advanced financial modeling with a modern planning platform; Pigment experience preferred.
• Deployment of AI, automation, or agentic workflows in Finance or business ops; Claude/MCP/Pigment knowledge a plus.
• Strong accounting and financial-control grounding with clear business recommendations.

Responsibilities

• Lead rolling forecasting and scenario planning end to end.
• Co-own the consolidated P&L outlook with the AVP, FP&A.
• Build driver-based models linking activity, workforce, and profitability.
• Run monthly/quarterly reviews and produce executive narratives.

Skills

FP&A leadership

Series D experience

Enterprise SaaS

Capacity planning

Financial modeling

AI in finance

Financial controls

Tools

Pigment

Claude

MCP

Job description

About League

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