People Operations Specialist

At Roofr, we're obsessed with our customers. We constantly gather feedback to shape, prioritize, and launch the products they truly need. That's what makes Roofr's CRM special. We started by building essential sales tools like aerial roof measurements and digital sales proposals. But when our customers asked for a simple, affordable way to manage and scale their entire businesses, we listened. So, we created a CRM that connects these solutions—along with payments, material ordering, and more—into a seamless, powerful platform. With a clear roadmap ahead, we're excited to continue expanding and leading the market with innovative products.

We have an amazing culture, strong financials, and best-in-class company metrics. It's an exciting time to be part of an extraordinary startup that is already successful, yet still early enough to offer its team significant growth, equity, and the opportunity to make a real impact.

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. 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.

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

• 1–3+ years of experience in People Operations, HR Administration, or HR Coordination
• Experience working in a startup or high-growth environment
• Exceptionally detail-oriented, highly organized, and comfortable managing multiple priorities independently
• A strong sense of ownership and accountability — you see work through from start to finish
• Ability to work with autonomy, making sound decisions and escalating thoughtfully when needed
• A proactive mindset with a natural sense of urgency
• Strong written and verbal communication skills
• Comfort handling sensitive and confidential information with discretion
• Experience working cross-functionally with employees and leaders at all levels

• Experience supporting international employees or contractors
• Familiarity with multi-region employment compliance
• Experience with benefits or payroll administration
• Interest in growing into a broader People Ops Generalist or Specialist role

Compensation Band: $66, $78,000.00 CAD

What we offer (US + Canada)

When you join our team, you're not just accepting a job. You're making a career move. Here's how we'll support you in doing some of the most impactful work of your career:

Vacation/Paid 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
• 1 Friday off per month (we call those our laundry days)
• Company wide paid shutdown for the week between Christmas and New Years
• Flexible time off
• 80% employer-paid benefits in the U.S. and 100% employer-paid premiums for Extended Healthcare and Dental in Canada
• RRSP/401k match
• Generous Parental Leave policy

Perks:

• We host an annual company retreat with great team building activities
• Ample learning and development opportunities to continue growing your career
• Home office setup stipend
• Internet and phone allowance
• Remote first culture
• Weekly Friday paydays

AI Notice

At Roofr, we're big fans of AI. It helps us write job descriptions that don't put you to sleep, takes notes during interviews so we can actually listen, and even helps us track down awesome humans like you.

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

 Important Notice

We've been made aware of an individual impersonating Roofr using a fraudulent domain:  (note the extra "r"). Our company takes the security and privacy of job applicants very seriously. We will never ask for payment, bank details, or personal financial information as part of the application process. All our legitimate job postings can be found on our official career site. Please be cautious of job offers that come from non-company email addresses, instant messaging platforms, or unsolicited calls.

To ensure your application is legitimate, please apply directly through our official careers page:

If you receive any suspicious messages or have questions, reach out to us at

Your safety and security are important to us — thank you for your vigilance

Roofr is proud to be an equal opportunity employer. We are committed to equal employment opportunity in the workplace regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity or veteran status.