[All remote jobs](https://jobicy.com/jobs.md)[![Lightspeed Commerce logo](https://jobicy.com/data/server-nyc0409/galaxy/mercury/2025/09/3d38005a-221.png)](https://jobicy.com/company/lightspeed-commerce.md)[Lightspeed Commerce](https://jobicy.com/company/lightspeed-commerce.md) # Director, Product Management (Instore Selling) Review the role, location requirements, compensation details, and application process before deciding whether this opportunity fits your next career move. [Apply for this job](#job-application)[View company](https://jobicy.com/company/lightspeed-commerce.md)ShareRemote from[Canada](https://jobicy.com/job-region/canada.md)SalaryCAD 220k–250k / yrDepartment[Product & Operations](https://jobicy.com/categories/management.md)EmploymentFull TimeExperienceDirectorPublished28 Oct 2026Apply before27 Nov 2026Listing views41Application actions3Application toolkit ## Make your next move. Prepare your resume, explore your fit, and draft a cover letter for this opportunity. AI Summary ## The role, at a glance. Lightspeed is seeking a senior product executive to define and execute a multi-year strategy for its Instore Selling portfolio. The role owns portfolio-level prioritization, investment decisions, measurable business outcomes, and alignment across product areas. It leads product leaders and managers while strengthening product operating models, discovery, experimentation, and outcome-based planning. Success requires deep SaaS product leadership, retailer empathy, executive influence, and the ability to connect customer insight with revenue, growth, and operational goals. ## Role DNA A quick view of the complexity, pace, ownership and collaboration implied by the job description. ### Job Complexity 5/5EasyHard ### Pace & Pressure 5/5RelaxedFast-paced ### Autonomy Level 5/5GuidedFull ownership ### Communication Load 5/5IndependentCollaborative AI insightThis is a director-level portfolio role with responsibility for strategy, organizational leadership, and outcomes across multiple product domains. It requires making high-stakes trade-offs and aligning senior stakeholders across many functions in a fast-moving commerce environment. ## Salary analysis Estimated compensation compared with the broader CA market for similar roles. Estimated job median (per year)Highly competitiveC$235,000CA market range (per year)C$190k–C$270k0C$297k AI insightThe employer discloses total compensation of CAD 220,000–250,000 per year for candidates hired in Ontario, with a midpoint of CAD 235,000 annually. The estimated Canadian annual market range for a director-level software product management role is CAD 190,000–270,000; estimates are AI-generated and not verified salary research. ## Core skills Skills and capabilities most closely associated with this opportunity. [Product strategy](https://jobicy.com/jobs?search_keywords=Product%20strategy.md)[Portfolio management](https://jobicy.com/jobs?search_keywords=Portfolio%20management.md)[Product leadership](https://jobicy.com/jobs?search_keywords=Product%20leadership.md)[SaaS product management](https://jobicy.com/jobs?search_keywords=SaaS%20product%20management.md)[Retail technology](https://jobicy.com/jobs?search_keywords=Retail%20technology.md)[Roadmap prioritization](https://jobicy.com/jobs?search_keywords=Roadmap%20prioritization.md)[Customer discovery](https://jobicy.com/jobs?search_keywords=Customer%20discovery.md)[Product experimentation](https://jobicy.com/jobs?search_keywords=Product%20experimentation.md)[Outcome-based planning](https://jobicy.com/jobs?search_keywords=Outcome-based%20planning.md)[Executive stakeholder management](https://jobicy.com/jobs?search_keywords=Executive%20stakeholder%20management.md)[Cross-functional leadership](https://jobicy.com/jobs?search_keywords=Cross-functional%20leadership.md)[Market analysis](https://jobicy.com/jobs?search_keywords=Market%20analysis.md)[Competitive intelligence](https://jobicy.com/jobs?search_keywords=Competitive%20intelligence.md)[Team development](https://jobicy.com/jobs?search_keywords=Team%20development.md) Sample interview questionsHow have you developed and executed a multi-year product strategy across a portfolio rather than a single product?I start by synthesizing customer needs, market trends, company goals, product performance, and technical constraints into a clear strategic narrative. I translate that narrative into portfolio themes, measurable outcomes, investment choices, and quarterly planning mechanisms, then revisit assumptions regularly as evidence changes. Describe a high-stakes product investment trade-off you made across multiple teams. I make trade-offs using expected customer value, strategic differentiation, revenue or retention impact, delivery risk, and opportunity cost. I communicate the decision criteria transparently, document what we are deprioritizing and why, and establish leading indicators so the organization can validate the decision quickly. How would you improve the product management operating model for an Instore Selling portfolio? I would assess decision rights, discovery quality, roadmap governance, product analytics, and dependencies across teams. I would then introduce consistent outcome framing, lightweight portfolio reviews, customer-feedback loops, and clear accountability while preserving team autonomy in solution discovery. How do you build alignment with senior leaders from Engineering, Sales, Marketing, Finance, and Operations? I tailor communication to each audience while grounding discussions in a shared customer problem, strategic objective, evidence, and explicit decision needed. I involve partners early, surface trade-offs rather than hiding them, and use concise decision documents and regular reviews to maintain alignment. What metrics would you use to evaluate success for an instore commerce product portfolio? I would combine merchant adoption and retention, transaction or payment volume where applicable, feature engagement, customer satisfaction, revenue contribution, operational efficiency, and reliability measures. Metrics would be segmented by customer type and linked to portfolio objectives so teams can distinguish activity from durable business impact. Opportunity details ## About this role. Hi there! Thanks for stopping by 👋 Are you actively looking for a new opportunity? Or just checking the market? Well… you might just be in the right place! As Director, Product Management, you will define strategy and drive execution across Lightspeed’s Instore Selling product portfolio, shaping key differentiators across services, AI-driven insights, and the broader customer experience. You will translate customer and market insights into a compelling, multi-year vision, align senior stakeholders and cross functional teams around strategic priorities, and build capabilities and operating models needed to deliver measurable merchant and business impacts. Beyond leading individual product teams, you will connect strategy across multiple product areas, identify portfolio-wide opportunities and challenges, and make strategic trade-offs that maximize customer and business value. You will bring demonstrated experience setting strategy at a scale materially larger than a single product or team, having shaped direction across a broad portfolio, platform, business unit, or company-level domain. As a passionate advocate for our retailers, you will elevate product thinking across the organization, develop exceptional product leaders and teams, and foster a culture of strategic clarity, collaboration, and accountability to deliver meaningful outcomes at pace. What you’ll be doing: * Set product strategy and vision Define and communicate a multi-year product strategy across a substantial portfolio or business area, aligned with broader company priorities. * Guide investment and prioritization decisions using customer insights, data, market dynamics, competitive intelligence, and business outcomes. * Partner with cross-functional leaders to identify opportunities for growth, revenue, customer satisfaction, and operational efficiency. * Lead portfolio execution and outcomes Own strategy, execution, and measurable outcomes across multiple product areas, platforms, or a substantial portfolio. * Translate strategy into clear objectives, investment priorities, and operating practices that empower teams to discover, test, and deliver impactful solutions. * Address systemic challenges across teams and hold the organization accountable for customer and business outcomes. * Build and lead a high-performing product organization Hire, develop, and retain exceptional product leaders and managers, strengthening strategic thinking, product judgment, and outcome ownership. * Elevate product management practices, organizational capabilities, and operating models across the business. * Foster an inclusive, collaborative culture that empowers teams to make effective decisions and take shared accountability. * Influence and communicate Build executive and cross-functional alignment around product strategy, priorities, and trade-offs. * Communicate complex customer, market, and business challenges clearly to drive decisions and action. * Strengthen customer and retailer empathy across the organization while balancing speed, quality, and long-term value. What you need to bring: * Significant product management experience within software or technology companies, with a proven track record of delivering measurable business and customer impact across multiple product areas. * Demonstrated experience setting and executing strategy at a portfolio, platform, business unit, or organizational level, beyond the scope of a single product or team. * Strong strategic and portfolio management capabilities, with the ability to prioritize investments, navigate trade-offs, and make high-impact decisions across multiple planning horizons. * Experience leading through product leaders and managers, including hiring, developing, coaching, and building high-performing teams and leadership capabilities. * Deep understanding of modern product management practices, including product discovery, delivery, experimentation, and outcome-based planning. * Ability to translate customer insights, market trends, competitive intelligence, and business objectives into clear product strategies and measurable outcomes. * Proven ability to influence and collaborate effectively with stakeholders at all levels, from individual contributors to executive leadership, across Engineering, Design, Sales, Marketing, Operations, Finance, Legal, and other functions. * Exceptional strategic thinking and judgment, with the ability to connect customer needs, market opportunities, product investments, and organizational priorities. * Strong customer advocacy and empathy for the needs and challenges of retailers and other local businesses. * Excellent communication and storytelling skills, with the ability to articulate strategy, build alignment, and adapt messaging to diverse audiences. * A collaborative, low-ego leadership style that builds trust, navigates ambiguity, and drives alignment without relying solely on formal authority. * Resilience, curiosity, and a bias toward action, continuous learning, and measurable impact. * A university degree or equivalent practical experience. We know that people are more than what’s on their CV. If you’re unsure that you have the right profile for the role… hit the ‘Apply’ button and give it a try! You’ll enjoy: * A flexible work environment that empowers you to do your best work * A culture that celebrates performance * The chance to make an impact in a team that’s big enough for career growth, but lean enough to make your voice heard * Career-defining opportunities Plus benefits designed to keep you happy, healthy and fulfilled. * Flexible paid time off and remote work policies * Equity options, because this is your company too * Contributions to your pension plan. Your future matters * Training opportunities to grow your skills and career * Health and wellness credit so you feel your best * Time off to volunteer and give back to your community * Interest groups, employee led networks, social committees to sponsored sports teams * Computer purchase program to get your personal Macbook * Enhanced parental leave to support growing families Fuel your growth. Find your people. At Lightspeed, your growth is our priority. We invest in you with continuous learning opportunities, global mobility and benefits designed to support you—all within a driven, diverse and inclusive team that’s passionate about empowering our communities At Lightspeed, we carefully consider a wide range of factors when determining compensation, including your skill set, qualifications, experience, and market data. These considerations can cause your compensation to vary. We reasonably expect the total compensation for this position to be in the range of $220,000 to $250,000 CAD. Lightspeed also provides a variety of employee benefits including, but not limited to, medical, dental, wellness, life and disability insurance, RRSP plan and match, paid parental leave top-up, and paid time off. Please note that this compensation information is solely for candidates hired to perform work within Ontario and reflects the amount Lightspeed is willing to pay at the time of this posting. This role represents an existing vacancy at Lightspeed. Lightspeed uses artificial intelligence–enabled tools to support certain aspects of the recruitment process; all hiring decisions are made by our recruiting and hiring teams. #LI-DS1 To all recruitment agencies: Lightspeed does not accept unsolicited agency resumes. If we have not directly engaged your company in writing to supply candidates for a specific vacancy, Lightspeed will not be responsible for any fees related to unsolicited resumes. Lightspeed is a proud equal opportunity employer and we are committed to creating an inclusive and barrier-free workplace. Lightspeed welcomes and encourages applications from people with disabilities. Accommodations are available on request for candidates taking part in all aspects of the selection process. ### Where to from here? Obviously, this has to be mutually beneficial: we want you to step into a role you love, and we want to offer you a place you’re proud to come to every day. For a glimpse into our world check out our [career page here](https://www.lightspeedhq.com/careers/). Lightspeed is building communities through commerce, and we need people from all backgrounds and lived experiences to do that. We were founded in 2005, in Montreal’s gay village and our original members were all part of the LGBTQ+ community. The ethos of our business has been about inclusion from the very beginning, and we strive to provide a workplace where everyone belongs. ### Who we are: Powering the businesses that are the backbone of the global economy, Lightspeed’s one-stop commerce platform helps merchants innovate to simplify, scale, and provide exceptional customer experiences. Our cloud commerce solution transforms and unifies online and physical operations, multichannel sales, expansion to new locations, global payments, financial solutions, and connection to supplier networks. Founded in Montréal, Canada in 2005, Lightspeed is dual-listed on the New York Stock Exchange (NYSE: LSPD) and Toronto Stock Exchange (TSX: LSPD). With teams across North America, Europe, and Asia Pacific, the company serves retail, hospitality, and golf businesses in over 100 countries. Lightspeed handles your information in accordance with our [Applicant Privacy Statement](https://www.lightspeedhq.com/legal/applicant-privacy-statement/). 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