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Sr. Director, HR Technology and AI Enablement

PointClickCareMississauga, OntarioHuman Resources
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Salary
$163K - $181K CAD
Job type
Full-time
Posted
26 Aug 2026
Status
Open · checked 7d ago

About this role

Role Overview

PointClickCare is hiring a full-time Sr. Director, HR Technology and AI Enablement for their Mississauga, Ontario location. This leadership position delivers the human resources technology roadmap and guides the transition toward an AI-first, agent-enabled service delivery model.

Reporting to the Vice President of Total Rewards, the individual in this role executes pillar strategies, redesigns human resources workflows and AI-human handoffs prior to the migration from SAP SuccessFactors to Workday, and operationalizes responsible artificial intelligence controls and data governance.

Key Responsibilities

Deliver the human resources technology roadmap and lead the shift to an AI-first, agent-enabled service delivery model.
Execute the platform and AI strategy established by the leadership pillar.
Redesign human resources workflows and manage AI-human handoffs ahead of the SAP SuccessFactors-to-Workday migration.
Operationalize data governance and responsible artificial intelligence controls to ensure safe automation within a healthcare context.
Partner collaboratively with the Sr. Director of HR COEs, SDO, Procurement, and OCIO.
Lead a professional team through significant platform and operational ways-of-working changes to turn pillar strategy into functional technology capabilities.

Skills and Tools

HR technology strategy and roadmap execution
AI enablement and responsible artificial intelligence controls
Data governance for HR systems
Platform migration management (SAP SuccessFactors to Workday)
Workflow redesign and AI-human handoff optimization
Cross-functional leadership and stakeholder partnership

Salary and Benefits

The annual salary range for this position is between $163,000 and $181,000 CAD per year.

About the Company

PointClickCare is a founder-led, privately held health technology company with a mission to help providers deliver exceptional care. The organization operates the largest long-term and post-acute care dataset and a marketplace of over 400 integrated partners, serving more than 30,000 provider organizations. Recognized by Forbes as a top private cloud company and honored as one of Canada’s Most Admired Corporate Cultures, the company reinvests significantly in research and development to foster innovation, flexibility, and meaningful work.

How to Apply

Interested candidates should visit the official PointClickCare careers page to submit an application for this opportunity.

Questions candidates ask

What is the location of the Sr. Director, HR Technology and AI Enablement role?

The position is located in Mississauga, Ontario.

What is the salary range for this position?

The salary ranges from $163,000 to $181,000 CAD per year.

Who does this role report to?

This role reports to the Vice President of Total Rewards.

What major platform migration is mentioned in the job details?

The role involves redesigning workflows ahead of the migration from SAP SuccessFactors to Workday.

How can I apply for this job?

Candidates can apply directly on the official PointClickCare careers page.

Ready to apply?

The application is on the official PointClickCare careers page.

Apply on company site