Senior Strategy & Quality Assurance Manager

Are you passionate about designing systems that measure impact, surface insights, and accelerate sales performance?

Then Jobber might be the place for you! We're looking for a Senior Strategy & Quality Assurance Manager to join our Sales Enablement team.

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 Team:
Sales Enablement at Jobber exists to power performance across our GTM organization. We ensure every Jobberino in Sales has access to the systems, knowledge, and programs that help them be confident, effective, and successful. The Senior Strategy & Continuous Improvement function fuels this with insight, measurement, and QA.

The Role:
Reporting to the Director, Sales Enablement & Innovation, the Senior Strategy & Quality Assurance Manager is responsible for building the intelligence engine that powers our performance culture. This role will design our QA and measurement infrastructure, drive ongoing performance reviews, and identify the next-best investments that improve sales execution, speed, and scalability. You’ll work cross-functionally with Enablement, Sales, RevOps, and GTM leadership to surface trends, deliver proactive remediation, and turn insight into impact.

The Senior Strategy & Quality Assurance Manager will:

• Build quality assurance systems to monitor performance, surface risk, and guide remediation
• Drive measurement program: initiative ROI, time-to-impact, adoption, readiness
• Create dashboards, templates, and playbooks that connect enablement to business metrics
• Lead retrospective and forecasting cycles that inform quarterly investment priorities
• Use data to influence sales leadership, prioritize focus areas, and tell stories of impact

How you'll measure success:

• % of initiatives with QA coverage and outcome tracking
• Time-to-flag and remediation for execution risks
• Volume and resolution rate of QA-identified gaps
• % of revenue linked to QA-informed enablement interventions
• Sales readiness score (completion × performance × QA validation)

What you'll build:

• A fully functioning enablement QA framework
• Enablement dashboards with segmentation, cohort tracking, and ROI insights
• Planning and prioritization tools for quarterly GTM alignment

Who you'll work with:

• Enablement team (GTM, Core, Learning, Innovation, Knowledge)
• RevOps, Sales Managers, GTM Strategy, Finance
• Data Science & AI team (for surfacing enablement data at scale)

What you bring:

• Demonstrated years of experience in enablement, strategy, business operations, or analytics
• Experience building measurement frameworks or QA systems for commercial teams
• Strong fluency with sales metrics, dashboards, and reporting best practices
• Passion for identifying performance gaps and enabling people with insight

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 $108,000, a midpoint of $127,000, and a maximum salary of $146,100, 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, retirement savings plan matching, 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.
• Support for all your breaks: from vacation to rest and recharge, your birthday off to celebrate, health days to support your physical and mental health, and parental leave top-ups to support your growing family.
• A unique opportunity to build, grow, and leave your impact on a $400-billion industry that has no dominant player...yet.
• 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!