Skip to content
New The Skills of Tomorrow: how AI-exposed is every skill in 2026? See the data →

From the employer's careers site First seen 25 Oct 2026

Sr. Director, HR Technology and AI Enablement

PointClickCare Mississauga, ON Hybrid senior full-time

Salary

$163,000 - $181,000 a year

Apply on PointClickCare

Description

We are seeking a Sr. Director, HR Technology and AI Enablement to lead the execution of PointClickCare's HR technology roadmap and shift to an AI-first, agent-enabled model of HR service delivery.

The successful candidate will report to the VP Total Rewards and work closely with various stakeholders to deliver the platform and AI strategy, redesign HR workflows, and operationalize data governance and responsible-AI controls.

Key responsibilities include:

  • Co-developing and executing the multi-year HR technology roadmap
  • Evaluating, selecting, and sequencing platforms and agentic AI across the ecosystem
  • Redesigning HR workflows and AI-human handoffs ahead of Workday configuration
  • Leading end-to-end delivery of the Workday migration and deployment of conversational and agentic AI
  • Building and safeguarding the data foundation for AI
  • Leading and developing the HR technology team

Requirements:

  • Bachelor's degree in Human Resources, Information Systems, Computer Science, Business, or a related field
  • 10+ years of progressive HR technology/HRIS experience, including 5+ years leading and developing teams
  • Demonstrated experience leading an enterprise HCM platform implementation or migration
  • Experience redesigning HR processes and workflows for automation
  • Hands-on experience deploying or operating enterprise AI and automation tools
  • Strong AI literacy and people analytics maturity

Preferred experience:

  • Workday certification(s) and/or ServiceNow HR Service Delivery experience
  • Experience in a high-growth SaaS or technology company
  • Experience establishing AI governance, human-in-the-loop frameworks, or classifying workflows by AI impact

We offer a competitive salary range of $163,000 - $181,000 per year, plus bonus, equity, and benefits.

Skills

Required

Nice to have

  • Workday certification
  • ServiceNow HR Service Delivery
  • AI governance
  • Human-in-the-loop frameworks
  • Workflow classification by AI impact

Ready to apply?

You apply with the employer directly. Their original posting is here: https://jobs.lever.co/pointclickcare/f949e9b0-23dc-4f31-8e46-79eeb79bb79b

Apply on PointClickCare