Toronto, Ontario, Canada · Hybrid
$162k–$180k/yr
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 pu…
Skills: Financial Planning & Analysis, Strategic Finance, SaaS Metrics, Deal Structuring, Contribution Margin Expansion
Mississauga, Ontario, Canada · Hybrid
$70k–$80k/yr
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 pu…
Skills: Appdynamics, Datadog, ELK/Kibana, Python, Bash
Mississauga, Ontario, Canada · Hybrid
$85k–$105k/yr
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 pu…
Skills: Customer Support, Team Leadership, Performance Management, Coaching, Mentoring
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The Director will lead Commercial Deal Operational Excellence and Contribution Margin Expansion to drive ARR growth and financial performance. This includes partnering with GTM and Revenue Operations to evolve DealDesk governance and implementing AI to transform finance workflows.
Requires 10-12+ years of FP&A or Strategic Finance experience, with at least 5 years in a SaaS or technology business. A bachelor's degree in Business, Finance, or Accounting is required, with deep expertise in SaaS metrics and executive-level communication.
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.
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.
\nKey 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
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
At PointClickCare, base salary is one of the many components that make up our total rewards package. The Canada base salary range for this position is $162,000 - $180,000 + bonus + equity + benefits, non-overtime eligible. Our salary ranges are determined by job and level. The range displayed on each job posting reflects the target for new hire salaries for the position across all Canada locations. Within the range, individual compensation is determined by job-related skills and knowledge, relevant experience including professional and lived experience, and/or work location. Your recruiter can share more information about our total rewards package during the hiring process.
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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.
When you apply for a position, your information is processed and stored with Lever, in accordance with Lever’s Privacy Policy. We use this information to evaluate your candidacy for the posted position. We also store this information, and may use it in relation to future positions to which you apply, or which we believe may be relevant to you given your background. When we have no ongoing legitimate business need to process your information, we will either delete or anonymize it. If you have any questions about how PointClickCare uses or processes your information, or if you would like to ask to access, correct, or delete your information, please contact PointClickCare’s human resources team: [email protected]
PointClickCare is committed to Information Security. By applying to this position, if hired, you commit to following our information security policies and procedures and making every effort to secure confidential and/or sensitive information.
Our mission is to help every provider deliver exceptional care
PointClickCare is a leading health tech company with one simple mission: to help providers deliver exceptional care. With the largest long‐term and post‐acute care dataset, we power AI-driven healthcare that fuels intelligent transitions, insightful interventions, and financial sustainability. Enhanced by our marketplace of 400+ integrated partners and trusted by over 30,000 provider organizations and every major U.S. health plan, we’re redefining healthcare, so it doesn’t just survive — it thrives.
Offices: 8 Spadina Ave, Toronto, Ontario M5V 0S8, CA
Our mission is to help every provider deliver exceptional care
PointClickCare is a leading health tech company with one simple mission: to help providers deliver exceptional care. With the largest long‐term and post‐acute care dataset, we power AI-driven healthcare that fuels intelligent transitions, insightful interventions, and financial sustainability. Enhanced by our marketplace of 400+ integrated partners and trusted by over 30,000 provider organizations and every major U.S. health plan, we’re redefining healthcare, so it doesn’t just survive — it thrives.
Offices: 8 Spadina Ave, Toronto, Ontario M5V 0S8, CA
