Senior Product Manager - Enterprise AI

Loblaw Digital; Toronto; On-site; CAD 120,000 - 154,000; Full time

Job summary

Loblaw Digital in Downtown Toronto is seeking a Senior Product Manager – Enterprise AI to own the product vision and roadmap for AI experiences across Canada. You will collaborate with business leaders, design, and engineering to deliver impactful solutions for thousands of colleagues.

Ideal candidates will have experience in AI, eCommerce, and cross-functional leadership within a fast-paced, data-driven environment.

Qualifications

• 5+ years of Product Management experience in eCommerce, AI, or related fields.
• Strong ability to set strategy and execute with hands-on involvement.
• Data-driven mindset with ability to translate insights into roadmaps.

Responsibilities

• Lead the product roadmap for your area with cross-functional stakeholders.
• Translate colleague and business needs into clear product requirements and metrics.
• Oversee delivery lifecycle with engineering, design, and other PMs to ship lean, scalable features.
• Own KPIs, track metrics, and iterate based on business priorities.

Skills

Product management

Strategic thinking

Data-driven

Cross-functional leadership

Prioritization

Communication

Empathy

Agile practices

Job description

At Loblaw Digital, we know that our customers expect the best from us. Whether that means building the best, most innovative online shopping experience, or designing an app that will impact the lives of people across the country, we’re up for the challenge. From our office in Downtown Toronto, we’ve created leading eCommerce experiences in the online grocery shopping, beauty, pharmacy, and apparel spaces, and we’re only just getting started.

Why is this role important?

At Loblaw Digital, we’re building the future of work for thousands of colleagues across Canada. Whether that means building an AI sidekick for our in-store colleagues, optimizing our supply chain network, or empowering store support colleagues with best-in-class AI solutions – we’re enabling the future of work across our business.

The Impact You’ll Make:

As a Senior Product Manager – Enterprise AI, you will work closely with cross-functional teams and business stakeholders to build innovative, scalable AI experiences for Loblaw colleagues across Canada. You will help to define and build the future of work at Loblaw by delivering the product vision and strategy for your portfolio and managing the product roadmap in collaboration with business leaders, design, and engineering partners.

We are looking for a candidate who has a proven ability to deliver a colleague‑centric experience at Enterprise scale, showing proven success in ownership, bias for action, and thinking big. As a Sr. Product Manager, you will need to exhibit an ability to make the hard, high‑judgment trade‑offs, and work in a fast‑paced, data‑driven, and experimentation‑driven environment. The right candidate will bring a good mix of experience with a product management skill set, domain knowledge, and a roll‑up‑your‑sleeves, entrepreneurial attitude.

What You’ll Do:

• Lead the product roadmap for your area: Define strategy, priorities, and milestones in collaboration with cross‑functional stakeholders, leveraging a deep understanding of our colleagues, vendors, technology, and business processes, to build alignment with internal business strategy and goals.
• Translate colleague and business needs: Develop clear product requirements, user stories, specs, and metrics.
• Oversee the delivery lifecycle: Collaborate with business leaders, engineering, design, and other product managers to deliver lean and scalable features and improvements, ensuring quality, timeliness, and alignment with business goals. Own the backlog including prioritization, refinement, writing user stories and generally keeping the development team unblocked and delivering value.
• Own KPIs and metrics: Define, track, and report on metrics; iterate based on real business priorities and results.
• Identify opportunities for innovation: Prioritize enhancements that improve our business and increase colleague satisfaction, balancing trade‑offs of cost‑effectiveness and value.
• Perform quantitative and qualitative analysis: Use data insights and colleague feedback to guide product decisions.
• Manage stakeholder relationships: Ensure visibility into roadmap decisions, evaluating rapidly changing priorities with business leaders.
• Ensure compliance and sustainability considerations: Ensure all experiences meet or exceed regulatory requirements, including privacy, security, accessibility, and compliance.

Does This Sound Like You?

• You take ownership and contribute to initiatives from idea to launch, including problem identification and prioritization, data gathering, problem solving, go‑to‑market planning, and driving results within an Agile delivery model.
• You deeply understand AI and its potential to transform the future of work, and you are comfortable translating AI potential and capabilities into roadmaps and features that deliver real value
• You easily build relationships and are excited to be a part of a cross‑functional team working to solve complex problems and build products for thousands of colleagues.
• You have a customer‑first approach to building products, leveraging research and data paired with empathy to build experiences that create deep customer value.
• You have an entrepreneurial spirit and are willing to roll up your sleeves to get the job done.
• You have demonstrated experience with testing and experimentation as part of product development.
• You are comfortable communicating and presenting ideas to senior leaders across the business.

What You’ll Bring

• Experience: 5+ years of Product Management experience; some experience in eCommerce, merchandizing, sourcing, supply chain, or AI.
• Strategic + execution capability: Ability to set long‑term strategy while being hands‑on to drive execution.
• Data‑driven mindset: Comfortable working with large data sets; using insights to guide decisions.
• Cross‑functional leadership: Proven ability to work across business, technology, analytics; strong stakeholder management.
• Prioritization & problem solving: Strong at defining solutions in fast‑paced environments. Ability to work independently and sift through ambiguity.
• Communication skills: Excellent written & verbal communication; ability to present ideas clearly.
• Empathy and Understanding: Ability to deeply understand colleague processes and pain points and work with engineering to design solutions to improve their workday
• Agile / Product practices: Comfortable with agile methodologies; backlog grooming.

What Success Looks Like

• Product roadmap is clearly and strategically defined, aligned with company priorities, and understood by stakeholders plus everyone contributing towards it.
• Key metrics show meaningful improvements in business results and user engagement.
• Stakeholder satisfaction: Internal teams feel collaboration is smooth; priorities are clear.
• The user experience is seamless and engaging for our colleagues.

Nice-to-Have / Additional Assets

• Experience building optimization models or AI powered chat experiences.
• Familiarity with critical parts of retailer business processes (merchandizing, supply chain, sourcing, store operations).
• Experience or interest in AI.

How You’ll Succeed

At Loblaw Digital, we seek great people to continually strengthen our culture. We believe great people model our values, are authentic, build trust and make connections.

We’re able to keep innovating because our colleagues are passionate about their work and excited about the future of eCommerce.

Looking for a challenge? Good. Love an innovative work environment? Even better.

Employment Type:

Full time

Type Of Role:

Regular

Loblaw Digital recognizes Canada’s diversity as a source of national pride and strength. We have made it a priority to reflect our nation’s evolving diversity in the products we sell, the people we hire, and the culture we create in our organization. Accommodation is available upon request for applicants with disabilities in the recruitment and assessment process and when hired.

In addition, we believe that compliance with laws is about doing the right thing. Upholding the law is part of our Code of Conduct – it reinforces what our colleagues and stakeholders expect of us.

Hiring Range / Échelle Salariale à L’embauche :

$120,000.00 - $154,000.00 / 120.000,00$ - 154.000,00$ (per year / par an)

A candidate’s experience and knowledge as well as the geographical region in which the position is located may be factored into the pay a candidate receives for this position. This posting is for an existing vacancy. The Company uses artificial intelligence for the purpose of screening, assessing and/or selecting applicants for this position. / L’expérience et les connaissances d’un candidat ainsi que la région géographique dans laquelle le poste est situé peuvent être prises en compte dans la rémunération qu’un candidat reçoit pour ce poste. Cette offre d’emploi concerne un poste vacant existant. L’entreprise utilise l’intelligence artificielle dans le but de filtrer, d’évaluer et/ou de sélectionner les candidats à ce poste.

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