Director, People Strategy and HR Portfolio – Project Management

PointClickCare

. Design and run the HR Portfolio Management Office’s core operating mechanics .

Posted 10/16/2026full-timeMississauga • CanadaLead💰 CA$127,000 - CA$158,700 per yearWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates extensive experience in program and portfolio management, with a strong focus on designing governance structures, capacity management methodologies, and OKR measurement systems. Proven ability to communicate effectively with executive stakeholders and manage cross-functional initiatives in a matrixed environment.

Highest-signal resume keywords

Program ManagementPortfolio Governance DesignCapacity Management MethodologyOKR Measurement SystemsExecutive-Level Communication

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Portfolio ManagementCapacity ManagementOKR DesignData FluencyDashboard ArchitectureProject PlanningMilestone TrackingDependency MappingGovernance CadenceCross-Functional Collaboration

Soft Skills

Strategic Thought PartnerStakeholder EngagementCommunication SkillsLeadership in Matrixed EnvironmentsConflict Resolution

Tools & Technologies

Reporting ToolsMetrics ModelsIntegrated HR Initiative DashboardGo-To-Market CalendarProject Management Software

Industry Keywords

HR Portfolio ManagementCOE StructuresWorkforce InitiativesInternal CommunicationsGovernance Function

About the role

Key responsibilities & impact

Design and run the HR Portfolio Management Office’s core operating mechanics
Design and maintain capacity management methodology, heat maps, and oversubscription thresholds
Own the Portfolio Council governance cadence from intake through close-out
Build and maintain the integrated HR initiative dashboard
Co-design HR SLT prioritization processes and criteria
Co-design OKR and scorecard measurement architecture
Co-author and stress-test the HR Strategy on a Page
Track progress against committed business outcomes across HR initiatives
Maintain project plans, milestone tracking, and dependency mapping
Surface cross-COE capacity collisions and resourcing conflicts
Establish go-to-market coordination with initiative Delivery Leads and Internal Communications
Sequence HR initiative rollouts and maintain a shared go-to-market calendar
Represent HR in enterprise planning and governance forums
Liaise with the Strategic Delivery Office and represent HR’s portfolio in Corporate Strategy Group planning

Requirements

What you’ll need

10–15 years of experience in program/portfolio management, management consulting, or a PMO leadership capacity
Demonstrated experience designing portfolio governance, capacity management, or OKR measurement systems
Track record serving as a strategic thought partner to a senior leader
Experience operating in matrixed, cross-functional environments without formal authority
Strong data and dashboard fluency, including architecting reporting tools and metrics models
Executive-level communication skills and experience interacting with VP-level stakeholders
Experience convening cross-functional stakeholder groups for complex, multi-team initiatives
Experience building a PMO or governance function from scratch (preferred)
HR domain experience, including familiarity with COE structures and business-outcome-linked workforce initiatives (preferred)
Experience partnering with internal communications or marketing functions on coordinated rollouts (preferred)
Ability to reside within commutable distance to the Mississauga office
Commitment to follow information security policies and procedures if hired

Benefits

Comp & perks

Benefits starting from Day 1
Retirement Plan Matching (RRSP & 401K)
Flexible Paid Time Off
Lifestyle/Wellness Spending Account
Parental & Caregiver Leaves
Fertility & Adoption Support
Continuous Development Support Program
Employee Assistance Program
Learning Programs & Resources
Employee Recognition
Bonus
Information security support and procedures
Accommodations available upon request for candidates with disabilities