People Ops Manager - Toronto, Ontario

Do you thrive on building systems, documentation, and enablement that help teams work better every day? · Then Jobber might be the place for you We're looking for a · People Ops Manager - System and Knowledge Manager · to be part of our · People · department. · Jobber exists to h ...

Job description

Do you thrive on building systems, documentation, and enablement that help teams work better every day?

Then Jobber might be the place for you We're looking for a
People Ops Manager - System and Knowledge Manager
to be part of our
People
department.

Jobber exists to help people in small businesses be successful. We work with small home service businesses, like your local plumbers, painters, and landscapers, to transform the way service is delivered through technology. With Jobber they can quote, schedule, invoice, and collect payments from their customers while providing an easy and professional customer experience. Running a small business today isn't like it used to be—the way we consume and deliver service is changing rapidly, technology is evolving, and customers expect more. That's why we put the power and flexibility in their hands to run their businesses how, where, and when they want

Our culture of transparency, inclusivity, collaboration, and innovation has been recognized by Great Place to Work, Canada's Most Admired Corporate Cultures, and more. Jobber has also been named on the Globe and Mail's Canada's Top Growing Companies list, and Deloitte Canada's Technology Fast 50, Enterprise Fast 15, and Technology Fast 500 lists. With an Executive team that has over thirty years of industry experience of leading the way, we've come a long way from our first customer in 2011—but we've just scratched the surface of what we want to accomplish for our customers.

The Role:
We're looking for a People Operations Manager - Systems & Knowledge Management to support the day-to-day effectiveness of the People function by owning our systems, documentation, and enablement.

This role ensures that as the People team scales, our tools remain reliable, our knowledge is easy to access, and our enablement keeps pace with the needs of the business. You'll work closely with the Senior Talent Operations Manager, whose primary focus is data and analysis and partner with the broader People Leadership team to support how People operations run day to day.

You'll take hands-on ownership of People systems and vendor relationships, helping maintain a strong, clear, and scalable operational foundation. You'll help evolve our systems and ways of working so the function can operate smoothly and consistently as we grow.

This role is ideal for someone who:

• loves making systems work better
• brings clarity and structure to complex environments
• enjoys training and enabling others
• is excited to work at the intersection of systems, knowledge, and AI

What You'll Do:
People Systems

• Own the day-to-day administration of all People team systems, including (but not limited to): Ashby, RefNow, Hibob, Willo, Metaview, Gem, Risotto.
• Manage system configurations, permissions, integrations, and workflows
• Act as the primary point of contact for system questions, troubleshooting, and optimization
• Own vendor relationships, including coordination, issue resolution, and ongoing improvements
• Identify friction points and recommend practical system or process improvements
• Partner with People Ops and IT on updates, rollouts, and enhancements

Knowledge Management & Enablement

• Own People team documentation across Confluence and Google Workspace
• Create, update, and maintain playbooks and "how we work" documentation
• Ensure documentation stays current as systems and processes evolve
• Support onboarding by enabling new People team members with clear, accessible resources
• Continue building on recent improvements to knowledge access and discoverability

Internal AI Ticketing System

• Own the design, enablement, and quality monitoring of our internal AI ticketing system (Octobot)
• Build and maintain training materials, FAQs, and usage guidelines
• Drive adoption and ensure the system is used consistently and responsibly
• Monitor quality, identify gaps or failure points, and improve workflows over time
• Act as the first point of escalation for questions or issues related to the AI system
• Partner closely with stakeholders to evolve use cases and guardrails as needs grow

Data & Analytics Support (Backup)

• Provide backup support for People team reporting when primary owners are unavailable
• Pull reports, maintain dashboards, and support basic analysis as needed
• Ensure data accuracy and flag inconsistencies or gaps
• Partner with the primary analyst to ensure continuity and reliability

What You'll Bring:
Experience & Skills

• Experience in People Operations, Talent Operations, or a systems-focused role
• Hands-on experience with ATSs and People systems
• Strong documentation and knowledge management skills
• Comfort training and enabling others on tools and processes
• Experience with data visualization tools
• Expert-level Excel skills
• Curiosity and comfort working with AI-enabled tools and workflows

How You'll Work

• Detail-oriented and dependable - people trust your work
• Comfortable executing within defined processes while improving them
• Proactive in spotting gaps and proposing solutions
• Clear communication who can explain complex systems simply
• Collaborative partner who enjoys enabling others to succeed

Level Expectations (L3):
At the L3 level, success looks like:

• reliably owning assigned systems, documentation, and enablement
• managing vendors and operational execution
• designing and maintaining effective workflows (including AI-enabled ones)
• partnering effectively with stakeholders across the People team
• contributing to a well-run, efficient People function

This role does not require setting People-wide strategy, but it offers meaningful opportunities to grow scope and impact over time.

Why This Role Matters:
When People systems are reliable, knowledge is easy to access, and enablement is strong, the entire organization benefits. This role ensures the operational backbone of the People function is solid - enabling better decisions, faster execution, and a stronger employee experience.

Location:
We believe great collaboration is intentional, and sometimes that means coming together in person to build, brainstorm, and connect. To support this, the role is open to candidates based in one of our hub cities: Edmonton, Toronto, Vancouver, or Kitchener-Waterloo.

Compensation:
At Jobber, we believe that compensation should be transparent, fair, and reflective of your experience and growth. This role has a minimum annual salary of $98,300 a midpoint of $115,700, and a maximum salary of $133,100, designed to show the progression from learning the ropes to truly excelling.

We design our compensation to reflect each new hire's skills, experience against the complexity of the role, ensuring a fair and competitive salary. Our range is intentionally broad to support growth and long-term impact, with fully established hires typically starting around the midpoint. The higher end of the range is reserved for those who have demonstrated deep expertise and lasting contributions, while offers below the midpoint reflect strong potential with room to develop. This approach ensures that compensation aligns with both an individual's current capabilities and their opportunity for future growth.

Base salary is just one part of a total compensation package that will include equity rewards, annual stipends for health and wellness, retirement savings matching, and an extended health package with fully paid premiums for body and mind. Your professional growth matters to us too You'll have access to a dedicated talent development program that includes career coaching and opportunities for career development.

We believe in transparency and open conversations about compensation. If you have any questions about our approach, we're happy to discuss them throughout the hiring process

What you can expect from Jobber:

• A total compensation package that includes an extended health benefits package with fully paid premiums for both body and mind, matching in RRSP, TFSA or FHSA, and stock options.
• A dedicated Talent Development team and access to coaching, learning, and leadership programs to help you grow your career, reach your goals, and unlock your full potential.
• A unique opportunity to build, grow, and leave your impact on a $400-billion industry that has no dominant
• To work with a group of people who are humble, supportive, and give a sh*t about our customers.

We believe that diverse teams perform better and that fostering an inclusive work environment is a key part of growing a successful team. We welcome people of diverse backgrounds, experiences, and perspectives. We are an equal opportunity employer, and we are committed to working with applicants requesting accommodation at any stage of the hiring process.
A bit more about us:
Job by job, we're transforming the way service is delivered. Your lawn care provider, home cleaning service, plumber or painter could use Jobber to better connect with their customers, save time in the office, invoice faster, and get paid We're bringing tens of thousands of people together with technology to deliver billions of dollars a year in services to happy customers. Jobber exists to help make these small businesses successful, and when they're successful we all win