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
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
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
One credible outlook. Leadership has a driver-based P&L view with earlier visibility into risks, opportunities, and required actions
Integrated delivery economics. Finance and Delivery work from a shared capacity-demand model to make staffing, sequencing, revenue, and margin decisions
Pigment is the operating platform. Leaders use governed models and self-service workflows instead of offline spreadsheets and manual Finance requests
AI produces measurable leverage. Several controlled agentic workflows are in regular use and have materially reduced recurring analysis and reporting effort
A stronger FP&A function. Greater commercial understanding, analytical rigor, clear communication, and independent ownership
Use AI tools as part of your daily workflow to enhance productivity, problem-solving, and decision-making (e.g., drafting, analysis, coding, research, or process automation)
Continuously learn and adapt as new AI tools and capabilities emerge, incorporating them into your ways of working
Identify opportunities to improve how work gets done from personal productivity to team-level workflows by leveraging AI effectively
Operate with strong data responsibility and security awareness, especially when working with sensitive or regulated information
Individual Contributors: Use AI to improve personal productivity and quality of output
Senior ICs / Managers: Integrate AI into team workflows and improve processes
Leaders: Drive AI adoption at the organizational level and shape how work is done across teams
Applying to a role you love can be exhausting, and understanding the next steps can feel vague and uncertain. You have done the hard part of submitting your application; let's do ours by sharing potential next steps
You should receive a confirmation email after submitting your application
A recruiter (not a computer) reviews all applications at League
If we see alignment with League's needs, a recruiter will reach out to learn more about your goals. The recruiter will also share the team-specific interview process depending on the roles you are exploring
The final step is an offer, which we hope you will accept!
Prior to joining us, we conduct reference and background checks. Additional checks could be required for US Candidates, depending on the role you are exploring
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We have a mix of office-centric roles based in our vibrant Toronto office, and remote-eligible roles based anywhere in Canada or US. Each job posting will indicate where the role will be based. Regardless of the role’s posted location, all Toronto-area Leaguers (living within 65 km of our downtown HQ) collaborate in-office Monday through Thursday. Depending on your distance to the office, you’ll enjoy 10 or 20 Flexible Remote Days each quarter for focus and deep-work time. We are committed to fostering a meaningful work environment and connections for all Leaguers regardless of location
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Use of AI Notice
We are committed to ensuring fairness and transparency throughout our hiring process. League may use Artificial Intelligence (AI) tools to assist in the screening of applicants for this position
CANADA APPLICANTS ONLY: The Canada-specific compensation range below for this full-time position is exclusive of bonus, equity and benefits. This range reflects the minimum and maximum target for base salaries for the position across all Canadian locations. The salary range is intentional to account for the performance and career progressions a Leaguer will experience in the role throughout their time at League. Where in the band you may land is determined by job-related skills/experience. Your recruiter can share more about the specific salary range specific to your skills and experience during the hiring process