HR Generalist, Toronto - CloudKitchens

Who We Are

At City Storage Systems (CSS), we’re building the Infrastructure for Better Food—empowering restaurateurs across the globe to thrive in the digital food delivery world. Our mission is to make food more affordable, higher quality, and more convenient for everyone.

From entrepreneurs launching their first kitchens to global brands expanding rapidly, we provide the technology and infrastructure to help them succeed.

About The Role

We’re looking for a highly organized, people-focused HR Generalist to support and enhance the employee experience across our organization in Canada. Reporting into the Head of HR, you will play a critical role in executing core HR processes and driving operational excellence across the employee lifecycle; including onboarding, policy development, employee relations, and compliance.

This role is ideal for someone with a strong foundation in HR operations, systems (Workday is a plus), and cross-functional collaboration. You’ll act as a key point of contact for employees and managers, ensure data accuracy, and help scale HR programs that align with our company’s evolving needs. If you're proactive, detail-oriented, and passionate about building a best-in-class workplace, we’d love to meet you.

What You’ll Do

• Serve as a key partner across the employee lifecycle, ensuring exceptional employee experiences through day-to-day HR operations and strategic program support
  
  
• Work across multiple areas of HR including general HR program/policy development, administration, and compliance
  
  
• Own core HR processes including onboarding, termination, records maintenance, employee relations, and internal communications
  
  
• Coordinate rewards programs, relocation services, and HR-related training in partnership with relevant stakeholders
  
  
• Act as the main point of contact for employee questions regarding HR programs and policies; escalate or redirect to the People Strategy and Operations team as needed
  
  
• Provide operational support for cyclical People programs such as performance reviews, compensation planning, and engagement surveys
  
  
• Partner with business leaders, cross-functional HR partners, and legal teams to build, optimize, and maintain processes and policies
  
  
• Conduct exit interviews and synthesize insights into actionable feedback for leadership
  
  
• Collaborate cross-functionally with HRBP, Talent Acquisition, and Payroll teams to ensure alignment and continuity in employee experience
  
  
• Maintain and audit employee data in Workday and other HR systems, ensuring accuracy and confidentiality
  
  
• Support People Team initiatives by coordinating logistics, tracking progress, and helping implement programs (e.g. DEI efforts, policy updates, learning & development rollouts)
  
  
• Assist in the development and refinement of HR policies, procedures, and documentation to reflect evolving business needs
  
  
• Leverage data and insights to identify trends, inform decision-making, and continuously improve internal processes
  
  
• Ensure compliance with local, state, and federal regulations, and maintain documentation to support audits or internal reviews
  
  

What We’re Looking For

✅ 5–7 years of progressive experience in HR operations or generalist roles

✅ Solid understanding of HR policies, practices, and Canadian labor laws

✅ Experience partnering with business leaders and cross-functional stakeholders

✅ Strong attention to detail with a process-oriented, compliance-focused mindset

✅ Hands-on experience with HRIS systems, ideally Workday

✅ Excellent communication and interpersonal skills – able to build trust and rapport at all levels

✅ Proactive problem-solver who thrives in a fast-paced environment

✅ Demonstrated ability to manage confidential information with discretion

✅ Experience supporting People projects and rolling out programs across teams

 

Why Join Us?

 

🚀 Huge Market Opportunity

You’ll be at the forefront of an $80B industry, expected to grow to $500B by 2030.

🍽️ Real Impact

Help revolutionize how restaurants operate in a digital-first food economy.

🤝 Supportive Culture

Join a highly collaborative team committed to professional growth, innovation, and impact.

 

Additional Details:

📍 This role is based in our Toronto office and requires on-site presence five days a week. We believe the best ideas are born through in-person collaboration and fast iteration.

 

Ready to Make an Impact?

If you're ready to grow your career and make a difference in a high-growth, high-impact environment, we’d love to hear from you.