Vice President, Finance Strategy and Transformation (CA)
Remote or Mississauga
PointClickCare – Finance /
Full-Time /
Remote
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.
The Vice President, Finance Strategy and Transformation is a strategic executive role accountable for architecting and leading a company-wide transformation of the Finance operating model and systems modernization, as well as shaping operational excellence within the organization overall inclusive of analysis and strategic oversight over initiatives related to AI investment, organizational and capital structure and long term financial planning.
Reporting to the CFO, this role will champion cross-functional alignment across the executive team, the finance team for team based transformation initiatives, external investors and the board related to enterprise efficiency and value creation.
As a key sponsor of the enterprise-wide operational efficiency and operating model transformation, the VP will represent finance and lead the investment and ROI thesis and tracking for the use of internal enterprise wide AI transformation. Scope includes evaluation, tracking and executive and board communication around allocated AI and enterprise efficiency initiatives. In addition, the scope of this VP includes leadership over future state design and transformation of financial systems and operational processes.
Key Responsibilities:
- Enterprise AI Strategy & Transformation Enablement
- Serve as executive lead for GTM-related transformation programs across the quote-to-cash lifecycle, supporting pricing, contracting, order management, billing, and revenue recognition.
- Align business priorities across Sales, Product, Finance, and Revenue Operations to build scalable, efficient, and compliant product-to-cash processes.
- Sponsor enterprise-wide initiatives that modernize financial systems, improve sales velocity, and enhance visibility into performance levers and customer value.
- Strategic Finance & Investor Relations
- Leverage data and analytics to drive transparency, performance trends, and ensure transformation initiatives align with strategic growth objectives.
- · Lead conversations around transformation and efficiency tracking and results with both internal and external stakeholders. Drive alignment amongst stakeholders where differing opinions exist.
- Drive higher levels of rigor and analysis into investor facing deliverables on business performance and trends.
- Financial Automation Assessment and Enablement
- Guide the strategic use of Robotic Process Automation (RPA) to enhance efficiency in targeted Finance and GTM processes (e.g., billing, collections, revenue accounting).
- Partner with Information Management to adopt automation governance models, delivery frameworks, and capability-building efforts.
- Champion a culture of continuous improvement through automation, reducing manual workload and improving cycle times across functions.
- Financial Systems & Process Modernization
- Provide leadership to financial systems transformation initiatives that support growth, compliance, and operational scale through the use of AI and other efficiency levers
- Ensure team alignment between GTM transformation and Finance, with a focus on seamless integration, data integrity, and performance visibility.
- Collaborate with Finance and IT leadership to evaluate and implement tools that enable agile forecasting, revenue modeling, and dynamic reporting.
Qualifications:
- 12+ years of progressive leadership in Finance, Finance Strategy or Transformation, or experience growing and leading finance team in high-growth B2B or SaaS environments.
- Experience leading complex transformation programs, including system and process transformation and enterprise capital allocation and tracking
- Exceptional cross-functional leadership, program management, and communication skills with both internal, executive and investor audiences
- Bachelor's degree in Finance, Business, or related field; Investment Banking, consulting or MBA or relevant advanced degree preferred.
Key Competencies:
- Strategic Transformation: Drives enterprise-wide change that aligns to business growth and customer value.
- Cross-Functional Influence: Brings together diverse stakeholders to align priorities, systems, and processes.
- Operational Excellence: Delivers repeatable, scalable, and compliant operational outcomes.
- Data-Driven Leadership: Uses analytics to shape incentive strategies, process improvements, and business cases.
- Execution with Empathy: Balances speed and results with culture and people adoption across change initiatives.
$210,000 - $233,000 a year
At PointClickCare, base salary is one of the many components that make up our total rewards package. The CA base salary range for this position is $210,000 - $233,000 + bonus or commission + equity + benefits. 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 CA 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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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 recruitment@pointclickcare.com should you require any accommodations.
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