Are you a dynamic product manager with a passion for impacting small businesses?

Then Jobber might be the place for you! We’re looking for a Product Manager II to be part of our Customer Success Engineering team.

This is a remote-first position that can be held across Canada.

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:

Customer Success Engineering’s mission is to connect our customers to the solutions they are looking for. We do this by building AI tools that provide self-service answers via voice and text, as well as productivity tooling for our Support reps.

This team works closely with the Customer Support department to set goals and track progress, and collaborates with the teams developing our AI-powered recommendation engine.

The role:

Reporting to the Director of Product Management, the Product Manager will own key product areas within Jobber’s go-to-market (GTM) platform. You will play a critical role in reimagining how self-service and AI insights can resolve support inquiries, in and out of the Jobber platform, and make our teams more efficient. You will work closely with Engineering, Design, and GTM stakeholders across Customer Support and Revenue Operations on a roadmap and cross-functional targets.

The Product Manager II will:

• Lead end-to-end product development for our AI-powered Support agent, as well as our internal product for the Support team.

• Own product discovery and delivery from strategy to execution, aligning cross-functional teams across Engineering, Design, and GTM stakeholders.

• Define and execute the roadmap for improving support efficiency and productivity, balancing short-term wins with long-term innovation, in service of our AI-powered customer journey vision.

• Monitor and report on performance of your initiatives to senior leadership.

• Collaborate with Customer Success Leadership, Revenue Operations, and Customer Experience (CX) Product Managers to prioritize key strategies and initiatives.

To be successful, you should have:

• Product management experience in a SaaS or technology-driven company, ideally building user acquisition capabilities or AI-powered tools that support GTM teams.

• A strong ability to translate across technical and non-technical domains - you’re comfortable working with stakeholders across the business to drive alignment and clarity.

• Strong analytical skills, with a track record of using data, customer insights, and systems thinking to inform decisions, optimize workflows, and product outcomes.

• Ability to independently drive initiatives, manage multiple priorities, and operate with a high degree of autonomy while still collaborating with senior leadership for alignment.

• Show strong leadership and decision-making abilities, with a proactive approach to identifying problems and proposing innovative solutions.

• Exceptional communication, strategic thinking, and execution skills — and the ability to motivate teams around bold goals.

Highly desired (but not a deal-breaker) if you had:

• Familiarity with AI-powered help desk platforms (e.g., Fin, Zendesk AI).
• Experience building LLM-powered products.

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 $125,800, a midpoint of $147,900, and a maximum salary of $170,100, 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 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!