Job Title: Director, People Strategy and HR Portfolio (Project) Management

Location: Mississauga, ON - Hybrid

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.

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.

About the Team

The People Strategy & Transformation (PST) is PointClickCare's HR strategy, organizational design, and portfolio management pillar. The team includes HR Business Partners, Organizational Design & Effectiveness, People Experience, and the HR Strategy & Enablement function, with a dotted-line partnership to Internal Communications. PST is responsible for ensuring HR's work across every Center of Excellence is planned, resourced, sequenced, and tracked against business outcomes — spanning a portfolio of Pillar Initiatives, Cross-Pillar Projects, and Program Roll-Ups delivered across all four HR solution groups.

Position Summary:

The Director, People Strategy and HR Portfolio (Project) Management is the VP, People Strategy & Transformation's strategic thought partner in building and running PointClickCare's HR Portfolio Management Office (HR PMO) — co-designing the strategy, governance model, capacity methodology, and dashboard reporting that let HR plan, resource, and track its work against business outcomes. This is a net-new function: no HR PMO currently exists at PointClickCare, and this role will design these mechanics in partnership with the VP rather than operate a system someone else has already built.

Key Responsibilities:

• Design and run the HR Portfolio Management Office’s core operating mechanics
• Design and maintain the capacity management methodology, including the heat map model and the oversubscription thresholds used to flag resourcing conflicts across HR COEs
• Own and run the Portfolio Council governance cadence end to end — intake, capacity check, tier assignment, publish, mid-quarter check, and close-out
• Build and maintain the integrated HR initiative dashboard, ensuring data currency and accuracy across every active Pillar Initiative, Cross-Pillar Project, and Program Roll-Up
• Serve as strategic thought partner to the VP, People Strategy & Transformation
• Own capacity management and project plan oversight across the full HR initiative portfolio
• Convene HR initiative stakeholders and Internal Communications on a recurring cadence
• Represent HR in enterprise planning and governance forums

Required Skills & Qualifications:

• 10–15 years of experience in program/portfolio management, management consulting, or a PMO leadership capacity
• A track record serving as a strategic thought partner to a senior leader
• Demonstrated experience operating in matrixed, cross-functional environments without formal authority over the teams being coordinated
• Strong data and dashboard fluency
• Executive-level communication skills

Preferred Experience:

• Experience building a PMO or governance function from scratch
• HR domain experience
• Experience partnering with internal communications or marketing functions

Salary:

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 $127,000 - $158,700 + bonus + benefits.

Equal Employment Opportunity:

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.