Product Manager II, Sales Engineering

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 Sales Engineering team.This is a remote-first role 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 wantOur 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 Sales Engineering team plays a critical role in enhancing the effectiveness and efficiency of our Go-to-Market (GTM) motion. This team’s mission is to build scalable internal products that reduce manual work, surface actionable insights, and enable our GTM teams to spend more time with the right people at the right time, delivering an amazing customer experience. Leveraging AI, the team is automating repetitive sales workflows, enriching and qualifying leads, and enabling reps to quickly understand, engage, and convert prospects more effectively. This team partners closely with Sales and Revenue Operations to deliver rapid, high-impact solutions that unlock leverage across the entire funnel. As a product manager working with this team, you’ll be at the forefront of shaping how AI and product engineering transform the way we go to market at Jobber.The role:Reporting to the Director, Product Management, the Product Manager II will own key product areas within Jobber’s internal GTM platform. You will play a pivotal role in re-imagining how Jobber sells Jobber by shaping and scaling an internal product that empowers our Sales and GTM teams through automation, AI, and data-driven insights. Working closely with Engineering, Revenue Operations, and Sales Leadership, you will define and execute the roadmap of high-impact features that streamline workflows, qualify leads, and optimize sales performance.The Product Manager II will:Lead end-to-end product development for AI-powered sales automation, including lead enrichment and qualification, meeting workflows, and future offerings like adaptive prospecting systems and AI closing deals.Own product discovery and delivery from strategy to execution, aligning cross-functional teams across engineering, design, data, and sales.Define and execute the roadmap for improving sales performance, balancing short-term wins with long-term innovation.Monitor and report on performance of your initiatives to senior leadershipCollaborate with sales leadership to prioritize key strategies and initiatives for improving sales effectiveness with AI-powered applicationsTo be successful, you should have:Product management experience, ideally in a SaaS or a technology-driven companyProven success delivering products that balance short-term impact with long-term platform scalability, especially in fast-paced environments with shifting GTM needs.Comfort translating between technical and non-technical stakeholders, helping GTM teams understand AI capabilities while guiding engineers with business context and user feedback.Strong grasp of B2B SaaS sales dynamics, with the ability to identify product opportunities within common GTM workflows.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 CRM systems (e.g., Salesforce, HubSpot) and how data flows between internal systems to power lead routing, enrichment, and performance analytics.Experience building LLM-powered products.Knowledge of Retrieval Augmented Generation (RAG), context tuning, and AI evaluationsCompensation: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 processWhat 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 #J-18808-Ljbffr