Product Manager II, AI-Powered Customer Journey

Product Manager II, AI-Powered Customer Journey Remote, Canada Overview This is a remote-first role that can be held across Canada. Jobber exists to help people in small businesses be successful. We’re looking for a Product Manager II to be part of our Harbour Foundations team. Jobber exists to help people in small businesses succeed. We work with small home service businesses 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 and other industry lists. Jobber has also been named on several reputable lists for growth and technology leadership. Our Executive team brings over thirty years of industry experience, and we’ve grown since 2011, with plenty more to accomplish for our customers. The team The Harbour Foundations team is building the internal foundation for an AI-powered customer journey at Jobber. This team’s mission is to create scalable, intelligent systems that give GTM teams clear, actionable visibility into every AI-driven interaction — enabling more personalized, efficient, and proactive support across the entire customer lifecycle. As our AI footprint grows across Sales, Success, Support, and Onboarding, Harbour serves as the connective tissue that unifies these interactions, eliminates context gaps, and brings clarity to complex customer journeys. By centralizing fragmented tools and surfacing real-time insight into conversations, sentiment, and customer intent, the Harbour team is redefining how we observe, influence, and improve our AI-human hybrid workflows. The role Reporting to the Director, Product Management – Growth, the Product Manager II will lead key initiatives within Jobber’s AI-powered internal GTM platform — Harbour. You will play a critical role in shaping how Jobber supports and scales AI-driven customer interactions by building internal tools that give GTM teams visibility, context, and control. Working closely with Engineering, Design, and GTM stakeholders across Success, Support, Sales, Onboarding, and Marketing you will own the roadmap and execution of features that surface key AI insights, unify customer touchpoints, and lay the groundwork for a scalable, role-optimized internal experience. The Product Manager II will: Lead end-to-end product development for Harbour, delivering AI-powered internal tools that provide visibility into the customer journey, enable structured feedback loops, and evolve into a role-optimized GTM experience. 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 Harbour, balancing short-term wins with long-term innovation. Monitor and report on performance of your initiatives to senior leadership Collaborate with all Growth and Business Technology PMs to prioritize key strategies and initiatives for Harbour Qualifications Product management experience in a SaaS or technology-driven company, ideally building internal platforms, AI-powered tools, or systems that support go-to-market (GTM) teams. A strong ability to translate across technical and non-technical domains – 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 — 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) Experience building LLM-powered products. Knowledge of Retrieval Augmented Generation (RAG), context tuning, and AI evaluations Compensation and Benefits Compensation : This role has a minimum annual salary of $125,800, a midpoint of $147,900, and a maximum of $170,100, designed to reflect growth and expertise. Base salary is part of a total compensation package including equity rewards, annual health/ wellness stipends, retirement savings matching, and extended health coverage. Professional growth through a dedicated talent development program with coaching and career development opportunities. Transparent compensation discussions throughout the hiring process. What you can expect from Jobber : a total compensation package with extended health benefits, retirement plan matching, and stock options; a Talent Development team; support for breaks and time off; and a culture focused on impact in a large, growing industry. 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 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