- We’re looking for a highly detail-oriented, organized, and proactive People Operations Specialist to support the day-to-day execution of our People Operations function

- You’ll partner closely with People Ops, Talent, Finance, and cross-functional leaders to ensure a seamless employee experience from onboarding through offboarding while maintaining accurate systems, documentation, and compliance as we scale

- Own and execute employee lifecycle operations, including onboarding, offboarding, job changes, and internal transfers

- Take full ownership of HR administrative workflows, ensuring accuracy, completeness, and timeliness across all employee data and documentation

- Independently manage background checks, employment verifications, and compliance requirements with strong attention to detail

- Support benefits administration, acting as a reliable point of contact for employee questions and changes

- Prepare and audit data for payroll, proactively identifying and resolving discrepancies

- Maintain and improve HRIS and People systems, ensuring data integrity and scalable processes

- Partner cross-functionally with Talent, Finance, IT, and Legal, driving issues to resolution with minimal oversight

- Own policy acknowledgements, documentation tracking, and audit readiness end-to-end

- Support people programs, engagement initiatives, and internal communications

- Identify gaps, document processes, and proactively recommend improvements to help People Ops scale efficiently

Benefits

- We host 2 retreats per year and great team building activities

- Flexible time off
- 1st week of employment is mandatory PTO! Start your journey with Roofr by decompressing and recharging - we will see you in week 2!

- Medical, dental and vision insurance premiums for employees and their dependents

- 1 Friday off per month (we call those our laundry days!)





- Generous Parental Leave policy
- Company wide paid shutdown for the week between Christmas and New Years

- Weekly Friday paydays!

- Home office setup stipend
- Ample learning and development opportunities to continue growing your career

- Remote first culture- 1–3+ years of experience in People Operations, HR Administration, or HR Coordination
- A proactive mindset with a natural sense of urgency

- This role is ideal for someone with a natural sense of urgency who thrives in a fast-paced startup environment, anticipates needs before they arise, and takes pride in keeping people processes running smoothly

- Exceptionally detail-oriented, highly organized, and comfortable managing multiple priorities independently

- Comfort handling sensitive and confidential information with discretion

- Solid written and verbal communication skills

- Experience working cross-functionally with employees and leaders at all levels
- A strong sense of ownership and accountability — you see work through from start to finish

- Experience working in a startup or high-growth environment

- Ability to work with autonomy, making sound decisions and escalating thoughtfully when needed

- Experience supporting international employees or contractors

- Interest in growing into a broader People Ops Generalist or Specialist role

- Experience with benefits or payroll administration

- Familiarity with multi-region employment compliance- Feel free to use AI to prep, research, or get pumped up for your interview (we see you, ChatGPT power users ?). But when it’s time to chat, we’d love to meet you, not your AI alter ego. Bring your real, unfiltered self, we promise we will too

- And don’t worry, a real, live human is behind every part of our process. Every application is reviewed by a real person, and you’ll always speak with real humans throughout the interview process. No bots, just good people ☺️

📌 People Operations Specialist (Canada)
🏢 Roofr
📍 Canada