Manager, Customer Success Technology

Do you get energized by building the systems and AI-powered workflows that help a Customer Success team deliver exceptional service at scale?

Then Jobber might be the place for you! We're looking for a Manager, Customer Success Technology to be part of our Success Operations 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 team:

The Success Operations team is the operational backbone of Jobber's Success organization, spanning three connected pillars: operations, technology, and workforce management. Together, the team equips Customer Success with the people, process, systems, and insights they need to make decisions, scale consistently, and deliver against their goals.

The role:

Reporting to the Senior Manager, Success Operations, the Manager, Customer Success Technology will own the technology that powers Customer Success teams. This is a hands-on people leader and problem solver who develops technical talent, balances competing priorities, and delivers scalable systems and AI-first solutions.

The Manager, Customer Success Technology will:

• Manage and develop a team of CS Tech Admins, building their skills and technical effectiveness.

• Champion automation and process improvement by identifying manual work to streamline and prioritizing changes that balance speed, experience, accuracy, and maintainability.

• Roll out and maintain AI tools and AI-enabled workflows, monitoring their performance and reliability and establishing governance and business continuity plans.

• Set the standard for intake, triage, and issue resolution, assessing requests for scope, priority, and business impact and resolving them quickly and effectively.

• Establish the KPIs and SLAs for CS Tech and hold the team accountable to clear, measurable outcomes.

• Guide the team's delivery, from configuration changes to minor builds to large transformations, in partnership with Success Operations, Engineering, and cross-functional stakeholders.

• Support complex technology projects from ideation to launch, surfacing technical risks, balancing business needs against technical constraints, and communicating trade-offs.

• Establish and maintain best practices for technical delivery that make the team's work repeatable and scalable.

• Own the health, performance, and roadmap of the Customer Success (CS) tech stack, and establish the frameworks and metrics to evaluate its ROI.

• Manage vendor relationships and licensing across the CS tech stack, making informed decisions that balance capability and cost.

• Build trusted partnerships with Success leaders, translating their needs into a coherent technology roadmap.

To be successful, you should have:

• Demonstrated people leadership experience, with a track record of developing technical talent and building high-performing teams.

• Experience working with or in a Customer Success organization, including a solid understanding of how Product Support and Onboarding teams operate and how technology helps them scale and deliver outcomes.

• Extensive experience with customer success tools such as Salesforce Service Cloud, Amazon Connect, Intercom, Assembled, ChiliPiper, Revenue.IO, or similar.

• Hands-on experience designing, building, and running AI-enabled workflows and agents, including monitoring their performance and reliability and establishing governance.

• Demonstrated ability to collaborate with engineering teams on complex technology programs using Agile and Scrum methodologies, along with project and program best practices, tools, and techniques. Agile training and experience preferred.

• Demonstrated ability to build strong cross-functional partnerships.

• Excellent communication skills, with the ability to turn data into clear, actionable recommendations for technical and non-technical audiences.

• The ability to work on multiple projects at once, including establishing new processes and streamlining existing ones.

• Comfort with ambiguity and change. We're growing fast, and what worked yesterday might not work today.

• A bias toward action, with the judgment to make informed decisions, move work forward, and adapt as new information emerges.

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 $120,870, a midpoint of $142,200, and a maximum salary of $163,530, 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!

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.

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 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!