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Director, Commercial FP&A

PointClickCare
1 day ago
Full-time
On-site
Toronto, 08

JobsCloseBy Editorial Insights

PointClickCare is seeking a Director, Commercial FP&A in a hybrid Toronto role to lead two priority pillars: Commercial Deal Operational Excellence and Contribution Margin Expansion, partnering with GTM, Revenue Operations, Corporate Strategy and Partnerships to drive ARR growth and margin. The ideal candidate has 10 to 12+ years in FP&A or Strategic Finance, at least five years in a technology or SaaS business, deep experience in deal structuring and pricing, and a proven ability to influence executive audiences. You will build and mentor a high performing team, establish DealDesk governance, and steward scenario planning and AI driven finance transformations. Apply with a metric focused resume highlighting SaaS KPIs, AI enabled process improvements, and tangible business impact; tailor your cover letter to PointClickCare’s mission and note readiness for hybrid travel to Mississauga or Salt Lake City.

At PointClickCare our mission is simple: to help providers deliver exceptional care. And that starts with our people. As a leading health tech company that’s founder-led and privately held, we empower our employees to push boundaries, innovate, and shape the future of healthcare.

With the largest long-term and post-acute care dataset and a Marketplace of 400+ integrated partners, our platform serves over 30,000 provider organizations, making a real difference in millions of lives. We also reinvest a significant percentage of our revenue back into research and development, ensuring our employees have the resources to innovate and make a lasting impact. Recognized by Forbes as a top private cloud company and honored as one of Canada’s Most Admired Corporate Cultures, we offer flexibility, growth opportunities, and meaningful work. 

At PointClickCare, we empower our people to be the architects of a smarter healthcare future; one that is human-first and accelerated by AI to create meaningful and lasting change. Employees harness AI as a catalyst for creativity, productivity, and thoughtful decision-making. By integrating AI tools into our daily workflows, collaboration is enhanced, outcomes are improved, and every team member has the proficiency to maximize their impact. It all starts with our hiring practices where we uncover AI expertise that complements our mission, and we continue to invest in training and development to nurture innovation throughout the employee journey.

Join us in redefining healthcare — so it doesn’t just survive, it thrives. To learn more about PointClickCare, check out Life at PointClickCare and connect with us on Glassdoor and LinkedIn.


**Travel to Office expectations**
For Remote Roles: If this role is remote, there will be in-office events that will require travel to and from the Mississauga and/or Salt Lake City office. These will include, but not limited to, onboarding, team events, semi-annual and annual team meetings.

For Hybrid Roles: If this role is Hybrid, there will be an expectation to reside within commutable distance to the office/location specified in the job listing. This will include, but not limited to, weekly/bi-weekly/monthly events in the office with your specific team. This is a requirement for this role.

Position Summary 

Reporting to the Sr. Director, Commercial Financial Planning & Analysis, the Director, Commercial FP&A will own two of the highest-priority pillars in PCC's commercial finance agenda: Commercial Deal Operational Excellence and Contribution Margin Expansion. This is a senior leadership role with direct executive exposure — partnering with GTM, Revenue Operations, Corporate Strategy, and Partnerships leadership to shape the commercial decisions that drive ARR growth and contribution margin performance. The ideal candidate is a commercially-minded finance leader who has built and led high-performing teams, owned complex cross-functional mandates, and is ready to pioneer the AI transformation of a best-in-class Commercial FP&A function. 

Key Responsibilities:

Strategic Finance Leadership 

  • Direct mandate over two core pillars in Commercial FP&A: (i) Commercial Deal Operational Excellence and (ii) Contribution Margin Expansion 

  • Serve as a thought partner to the Sr. Director in shaping the broader Commercial FP&A agenda, contributing perspective on ARR growth strategies and Contribution Margin opportunities beyond direct pillars of ownership 

  • Drive significant transformation with AI, fully revamping the top Commercial FP&A processes with the spirit of improving speed to provide advice to the business, agility in understanding different scenarios, and gaining capacity for the team to expand scope  

  • Partner with Corporate FP&A team to harmonize and drive best practices in areas of scope that overlap between both teams; including but not limited to costs management and forecasting practices 

Commercial Deal Operational Excellence 

  • Partner with GTM Leadership to evolve operational frameworks & governance of the DealDesk function that is shared between Finance and Revenue Operations 

  • Partner with Revenue Operations to set the strategic vision and governance model for the DealDesk function; including but not limited to: 

  • Establish the standards and frameworks that define deal quality across the organization 

  • Advise on promotional programs or concession frameworks 

  • Define the performance metrics and accountability structures that measure commercial deal health 

  • Partner with Monetization Strategy and Pricing team to operationalize pricing objectives set by their team and translating them to point of execution teams 

  • Partner with Partnerships and Corporate Strategy Leadership in negotiating the commercial terms of new Strategic Partnerships or Marketplace partners, in accordance with financial objectives in the long-range plan 

  • Partner with Partnerships and Corporate Strategy Leadership in measuring the financial health of existing Strategic Partnerships and the Marketplace and advising on the levers to pull to drive Contribution Margin expansion 

 Contribution Margin Expansion 

  • Own the financial partnership with GTM leadership to ensure PCC's commercial investments are allocated with discipline and rigor — translating growth objectives into resource decisions that maximize Contribution Margin without constraining ARR momentum 

  • Partner with GTM Leadership to drive best practices in making financial decisions on resource allocation & investments; including but not limited to: 

  • Establishing the right efficiency metrics to measure and compare to benchmarks 

  • Capacity planning to support headcount needs aligned to growth objectives 

  • Advising on commission program design & governance 

  • Advising on resource allocation decisions such as marketing channel mix 

  • Manage GTM partners to maintain accurate forecasts on headcount and discretionary spend 

  • Drive scenario planning and stress-testing across different time horizons (quarterly, annual, multi-year), quantifying upside and downside outcomes from strategic choices 

 Team Leadership & Talent Development 

  • Lead a team of FP&A professionals setting a clear vision, high expectations, and a culture of performance and engagement 

  • Build and sustain a high-performing team through intentional talent development planning, ongoing coaching, and rigorous performance management 

  • Develop team members for increased scope and responsibility, with a long-term lens on succession and organizational capability building 

Required Skills & Experience:

  • 10–12+ years of progressive experience in FP&A, Strategic Finance, or equivalent roles; a minimum of 5 years in a technology or SaaS business is a strict requirement 

  • Meaningful experience working across commercial topics (e.g. deal structure, contracting, pricing) and with GTM functions is a strict requirement 

  • Experience with meaningful AI transformation in finance workflows is highly desirable 

  • Demonstrated ability to influence and communicate complex financial topics to executive and C-suite audiences, including in investor-facing contexts 

  • Deep financial modelling expertise, including deal structuring, scenario analysis, and contribution margin frameworks in a SaaS context 

  • Demonstrated track record of delivering measurable commercial outcomes — whether through improved deal economics, GTM cost efficiency, or margin expansion — in a high-growth environment 

  • Advanced understanding of financial and management reporting principles, SaaS financial metrics (ARR, NRR, CAC, LTV, Rule of 40), and financial accounting practices 

  • Bachelor’s degree in Business, Finance, Accounting, or a related field required; advanced degree or CPA/CFA designation is an asset 

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PointClickCare Benefits & Perks:

Benefits starting from Day 1!
Retirement Plan Matching
Flexible Paid Time Off
Wellness Support Programs and Resources
Parental & Caregiver Leaves
Fertility & Adoption Support
Continuous Development Support Program
Employee Assistance Program
Allyship and Inclusion Communities
Employee Recognition … and more!

It is the policy of PointClickCare to ensure equal employment opportunity without discrimination or harassment on the basis of race, religion, national origin, status, age, sex, sexual orientation, gender identity or expression, marital or domestic/civil partnership status, disability, veteran status, genetic information, or any other basis protected by law. PointClickCare welcomes and encourages applications from people with disabilities. Accommodations are available upon request for candidates taking part in all aspects of the selection process. Please contact [email protected] should you require any accommodations. As part of our commitment to a streamlined and equitable hiring experience, PointClickCare uses AI tools to assist with candidate screening and assessment.

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