Director, Commercial FP&A

PointClickCare; Toronto; On-site; CAD 162,000 - 180,000; Full time

Benefits offered by this job

Benefits starting from Day 1

Retirement Plan Matching

Flexible Paid Time Off

Wellness Support Programs

Parental & Caregiver Leaves

Fertility & Adoption Support

Continuous Development Support Program

Employee Assistance Program

Employee Recognition

Job summary

PointClickCare is seeking a Director, Commercial FP&A to lead key finance initiatives and drive AI transformation. This senior leadership role involves collaborating with cross-functional teams to enhance contribution margin and operational excellence.

With 10–12+ years of experience, the ideal candidate will possess deep financial modeling expertise and a strong background in SaaS financial metrics. The position offers a competitive salary in Toronto and promotes a hybrid work model.

Qualifications

• 10–12+ years in FP&A or equivalent roles, at least 5 years in tech or SaaS.
• Experience with commercial topics including deal structure and pricing.
• Ability to influence and communicate complex financial topics.

Responsibilities

• Own Commercial Deal Operational Excellence and Contribution Margin Expansion.
• Drive AI transformation in Commercial FP&A processes.
• Lead a team of FP&A professionals.

Skills

FP&A experience

Commercial finance knowledge

AI transformation experience

Financial modeling

SaaS metrics expertise

Education

Bachelor’s degree in Business, Finance, Accounting

Advanced degree or CPA/CFA

Job description

Overview

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 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, revamping the top Commercial FP&A processes to improve speed, provide advice to the business, agility in understanding scenarios, and expand team scope

  • Partner with Corporate FP&A to harmonize and drive best practices in overlapping areas such as costs management and forecasting

• Commercial Deal Operational Excellence

  • Partner with GTM Leadership to evolve DealDesk governance 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 standards for deal quality and performance metrics

  • Advise on promotional programs or concession frameworks

  • Define performance metrics and accountability structures for commercial deal health

  • Collaborate with Monetization Strategy and Pricing to operationalize pricing objectives

  • Partner with Partnerships and Corporate Strategy in negotiating terms of new Strategic Partnerships or Marketplace partners

  • Measure the financial health of existing Partnerships and advise on levers to drive Contribution Margin expansion

• Contribution Margin Expansion

  • Own the financial partnership with GTM leadership to allocate investments with discipline to maximize Contribution Margin while sustaining ARR momentum

  • Drive best practices in resource allocation and investments; create efficiency metrics and conduct scenario planning

  • Capac ity planning to support headcount aligned to growth objectives

  • Advise on commission program design & governance and 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 time horizons, quantifying upside and downside outcomes

• Team Leadership & Talent Development

  • Lead a team of FP&A professionals with a clear vision and high performance expectations

  • Develop and sustain a high-performing team through coaching, performance management, and succession planning

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 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

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

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

• Track record of delivering measurable commercial outcomes in a high-growth environment

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

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

$162,000 - $180,000 a year

At PointClickCare, base salary is one component of 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 reflect the target for new hire salaries across Canada locations. Individual compensation is determined by skills, experience, and location. Recruiter can share more information during hiring.

#LI-TW1

#LI-Hybrid

PointClickCare Benefits & Perks:

• Benefits starting from Day 1

• Retirement Plan Matching

• Flexible Paid Time Off

• Wellness Support Programs

• 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. Accommodations are available upon request for candidates taking part in the selection process. Please contact recruitment at PointClickCare for accommodations. We use AI tools to assist with candidate screening and assessment.

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