Senior Product Manager - New Starts

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 Senior Product Manager to join our New Starts team, helping the next generation of home service businesses make it past their toughest years.

Jobber exists to help home service businesses be successful, 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:

Every service business starts somewhere: a truck, a trade skill, a handful of first customers, and an owner who has never run a business before. The first years are the hardest, and too many promising businesses don’t make it through them.

The New Starts team exists to change those odds. Our mission is to help new service businesses become stable, growing companies. We work across the whole journey: the first trial and the critical early weeks in the product, and the path from “just getting started” to “growing with confidence.”

This is an exciting mandate, and it is deliberately different. We are accountable for whether new businesses succeed, not for a single funnel stage or a conversion number. We spend time with new owners, we favour customer-first bets over short-term metric wins, and we work hand in hand with cross-functional teams building Jobber’s AI-powered customer journey. If you want to build something meaningful from a blank page, this is that team.

The role:

Reporting to the Director of Product Management, the Senior Product Manager will contribute to the product strategy for New Starts and own the roadmap that brings it to life. You will work closely with Engineering, Design, and Go-To-Market stakeholders, alongside fellow Customer Experience Product Managers, to turn that strategy into experiences new owners feel in their first days and in their first year.

The Senior Product Manager will:

• Contribute to the vision and strategy for New Starts, defining the outcomes that matter for new businesses and the leading indicators that tell us we’re on track, then own the roadmap that gets us there.

• Lead discovery with new owners. Meet with new service businesses regularly, uncover what makes the difference between stalling and growing, and turn what you learn into clear priorities.

• Lead end-to-end product development across the journey, from free tools that create value to the moments where a new business is ready to grow.

• Build growth loops and run experiments that connect out-of-product and in-product experiences, balancing short-term wins with long-term bets.

• Use AI to make the journey personal, partnering with the teams building Jobber’s AI-powered recommendation engine and customer journey platform to meet each new owner where they are.

• Align and influence across the organization, bringing Engineering, Design, and GTM teams around a shared view of what great looks like for a new business.

• Monitor and report on performance of your initiatives to senior leadership, linking the work to the outcomes we’re accountable for.
  

What success looks like

Within your first six months, you will have:

• Spoken with dozens of new service business owners and shared what you’ve learned across the company.

• Shipped your first bets.

• Set the roadmap for the next two quarters.

To be successful, you should have:

• 5+ years of product management experience at a Senior level in a SaaS or technology-driven company, leading cross-functional product teams.

• A track record of owning outcomes in growth, onboarding, activation, retention, or acquisition, with measurable results you can speak to.

• Experience shaping ambiguous problem spaces into clear strategy, whether through 0-to-1 work or by defining a new area of the product.

• Deep customer empathy and strong discovery skills, with comfort talking directly to small business owners and turning what you hear into decisions.

• Strong analytical skills, with a track record of using data, customer insights, and systems thinking to inform decisions, and fluency in SaaS metrics like conversion, activation, retention, and LTV.

• A strong ability to translate across technical and non-technical domains, driving alignment and clarity with stakeholders across the business.

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

• 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:

• Experience with small business, self-serve, or product-led growth products, ideally serving first-time business owners or the trades.

• Experience building free tools or top-of-funnel product experiences that convert users into customers.

• Experience building LLM-powered or AI-personalized product experiences.

• Familiarity with CRM systems (e.g., Salesforce, HubSpot) and how customer journey data flows between systems.

​​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 $145,900, a midpoint of $171,600, and a maximum salary of $197,400, 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!

Hiring process:

• An interview with a Talent team member (30 mins)

• A Hiring Manager interview (60 mins)

• A collaborative working session with Product, Design, and Engineering (45 mins)

• A leadership interview (30 mins)

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!