Senior People Operations Specialist

Summary

Join Roofr's growing team as a Senior People Operations Specialist and help build and support key programs across the employee experience, including onboarding, engagement, performance, and benefits. You will be a go-to resource for employees, ensuring seamless onboarding and offboarding processes, supporting benefits administration, maintaining employee data in the HRIS system, and helping document and maintain People policies. You will also support company-wide engagement efforts and manage international employment via Deel. This role requires 3–5 years of experience in People Operations or HR Coordination, ideally in a scaling, remote startup environment. Roofr offers a remote-first culture, flexible time off, and various other benefits.

Requirements

• Bring 3–5 years of experience in People Operations or HR Coordination , ideally at a scaling, remote startup environment of similar size (150-300 employees)
• Have high energy, high empathy and a clear culture champion- You create a welcoming and collaborative community environment. You have an amazing attitude, you are personable, approachable, and always eager to help
• Are a Creative Problem Solver- You think outside of the box to come up with novel ideas and approaches to situations working around the system as needed
• Are Resourceful- You thrive in a dynamic environment where new challenges are the order of the day. You are constantly thinking about how to do x,y or z faster and smarter
• Communicate clearly and effectively - You know how to read an audience and are able to customize your communication to make that audience want to listen. Your messages have a crystal clear focus. Concise yet tactful. Simplifier, not a complicator
• Have the ability to prioritize- Highly effective keeping track of relative priorities and shifting things around as needed to fulfill overall strategy. You push things back when necessary, stay calm under pressure and try out new techniques to improve your work and quickly come up with solutions, when problems arise. Able to triage and resolve problems. Proactive. Take ownership
• Have a sharp eye for detail and a high bar for quality- You have the highest standards and won’t rest until a job is done properly. You are organized and know exactly what needs to happen to complete a task correctly. Detail oriented. Prioritizer. Manage multi-priorities w/o crumbling. Process maven

Responsibilities

• Employee Support & Relations: Be a go-to resource for employees across the org—answering questions, providing support, and helping solve day-to-day people-related issues with empathy and discretion
• Onboarding & Offboarding: Ensure seamless onboarding experiences for new hires, including systems setup, orientation, and check-ins. Help coordinate offboarding processes with care and clarity
• Benefits & Leave Coordination: Support benefits administration, employee leave tracking, and communication—partnering with US and Canadian brokers and internal stakeholders to ensure timely and accurate updates
• HRIS & People Systems: Maintain and update employee data in our HRIS (Rippling), ensure data integrity, and support reporting needs for compliance and planning
• Policy Support & Documentation: Help document and maintain our People policies and resources (handbooks, guides, processes), and ensure they're clearly communicated to employees
• Employee Engagement & Culture: Support company-wide engagement efforts—from surveys to events—while bringing creativity and care to everything we do
• Manage international employment via Deel, including onboarding, offboarding, compliance, and payroll coordination
• Proactively identify opportunities to improve the employee experience and make our internal operations more efficient and human-centered

Benefits

• 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
• RRSP/401k match
• Generous Parental Leave policy
• We host 2 retreats per year and 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!