Senior Director, HR Technology and AI Enablement

Location: Remote or Mississauga, Canada. Remote roles require travel to the Mississauga and/or Salt Lake City offices for onboarding, team events, and semi-annual or annual meetings.

Base salary: CAD 163,000–181,000 annually, plus bonus, equity, and benefits.

Company

hirify.global develops SaaS technology for the healthcare industry.

What you will do

• Co-develop and execute the multi-year HR technology roadmap, evaluating and sequencing Workday, Moveworks, ServiceNow Now Assist, Payfactors, Power BI, Qualtrics, and agentic AI against business outcomes.
• Redesign HR workflows and AI–human handoffs with HR Centers of Excellence before Workday configuration, enabling native Zone 1 and Zone 2 automation.
• Lead end-to-end SuccessFactors-to-Workday migration and deployment of conversational and agentic AI, including planning, configuration, testing, cutover, and hypercare.
• Define automated and human-led workflows, monitor agent quality and performance, and manage vendors, contracts, budgets, and cross-functional delivery with Procurement, OCIO, and SDO.
• Build HR data governance, improve data quality, establish Workday as the single source of truth, and advance people analytics and workforce-planning capabilities.
• Lead and reskill the HR technology team while driving product thinking, employee adoption, user experience, and change management.

Requirements

• Bachelor’s degree in Human Resources, Information Systems, Computer Science, Business, or a related field.
• 10+ years of progressive HR technology or HRIS experience, including 5+ years leading and developing teams and prior leader-level or equivalent-scope experience.
• Experience leading an enterprise HCM implementation or migration, such as Workday or SAP SuccessFactors.
• Experience redesigning HR processes and workflows for automation, including current-state mapping, waste elimination, and AI–human handoff design before system configuration.
• Hands-on experience deploying or operating enterprise conversational or agentic AI and AI-enabled service-management tools, such as ServiceNow/Now Assist or Moveworks.
• Working knowledge of large language models, AI agents, prompt design, responsible and ethical AI, data governance, privacy, and security.
• People analytics and data fluency, including converting HR data into insights and designing trusted reporting and dashboards.
• Project and change management experience delivering on time and on budget across cross-functional stakeholders and external vendors.
• Experience owning technology vendor relationships and negotiating contracts at a half-million-dollar threshold or above.
• Product- and outcome-oriented approach focused on business and employee-experience outcomes.

Nice to have

• Workday certifications 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 workflow classification by AI impact.
• Experience with integration architecture, APIs, iPaaS, and enterprise HR data governance.
• Experience with data privacy and security in a regulated or healthcare environment, including PHI or HIPAA.
• Experience leading and developing a technical HR or HRIS team.
• Familiarity with UX and service-design methods for employee-facing technology.
• Relevant certifications such as PMP, Prosci/change management, HRIP, CHRP, or SHRM.

Culture & Benefits

• Remote workplace with required travel for specified office events.
• Base salary supplemented by bonus, equity, and benefits.
• Role is non-overtime eligible.