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Head of People Operations (Canada)

CSC Generation· Human Resources
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Hybrid (Toronto)Full-timePosted 7mo ago

About the role

Head of People Operations to design and lead an AI-native people function where performance management, talent development, and workforce planning are powered by intelligent systems. Reports to the Chief Administrative Officer; location preference is Toronto. remote opportunity with Canada-based team.

Responsibilities

  • Design and build an AI-native HR function: create systems that use AI to continuously improve workforce planning, performance management, and talent development.
  • Architect intelligent talent infrastructure: develop capabilities including AI-driven skills mapping, internal mobility systems, and dynamic compensation modeling.
  • Deploy AI across the employee lifecycle: integrate AI and automation into onboarding, performance management, and organizational design.
  • Translate AI capability into business outcomes: identify high-leverage opportunities where AI can improve decision quality, organizational speed, and workforce effectiveness.
  • Lead and develop the People Operations team: foster a culture of experimentation, ownership, and operational excellence across a high-performing HR function.

Qualifications

  • 5+ years building or leading HR systems in high-growth or technology organizations, including at least 2 years in a senior leadership capacity.
  • Demonstrated track record of using AI to meaningfully redesign people processes — recruiting, workforce analytics, knowledge management, or operational workflows.
  • Technical fluency with modern AI and automation tools, including building or orchestrating LLM-powered workflows and integrating systems across an enterprise stack.
  • Proven ability to design scalable systems, run structured experiments, and translate ambiguous organizational problems into working solutions.
  • STEM degree or equivalent experience in a technically rigorous environment.

Skills

Required:AI-native HR designAI-driven talent infrastructureAI integration across employee lifecycleLeadership and team development

Benefits

  • Competitive Benefits: paid time off, RRSP match, group benefits, and employee discounts across portfolio brands.
Last updated Oct 21, 2026. Interested? Apply on the company site.
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About CSC Generation

AI Native Retail Future: Commerce AGI

CSC Generation is the AI-native retail holding company. We modernize iconic brands with data, automation and our Genesis platform to build the future of Commerce AGI.

retailautomationAIdataplatformsmergers and acquisitions
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