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About the Role

The VP, Product will provide senior product leadership across GreenShield’s portfolio of payer and provider solutions, focusing on strengthening product strategy, portfolio management, digital transformation, and scaled product practices. This role is accountable for leading new product development and the evolution of existing products to be customer-centered, commercially disciplined, operationally scalable, and clearly positioned in the market.

Responsibilities

Set the product vision, portfolio strategy, investment priorities, and roadmap, ensuring clear alignment to enterprise objectives and business performance goals.
Translate customer, client, partner, and market insights into portfolio choices that improve relevance, usability, value, and competitive positioning.
Strengthen product portfolio management discipline, including prioritization, business cases, lifecycle management, modernization, simplification, and product retirement decisions.
Lead digital transformation across the portfolio by advancing scalable digital capabilities, data-informed decision-making, automation, and platform-oriented delivery.
Mature the product operating model by embedding scaled agile ways of working, outcome-based roadmaps, clear decision rights, governance, experimentation, and continuous improvement practices.
Partner across business, technology, customer experience, data, operations, finance, legal, and go-to-market teams to align priorities, manage dependencies, and accelerate execution.
Own product performance management, defining measures for adoption, utilization, commercial performance, operational efficiency, and strategic contribution.
Build and lead a high-performing product organization by aligning skills to portfolio priorities, developing talent, fostering customer obsession, and driving product excellence.
Represent Product in enterprise planning, executive decision-making, investment discussions, strategic partnerships, key client opportunities, and market-facing conversations.

Requirements

15+ years of progressive product management, product strategy, digital transformation, or portfolio leadership experience, including senior accountability for complex, multi-product portfolios.
Proven track record leading both new product development and the transformation of existing products, platforms, and portfolios in complex business environments.
Experience operating in complex industries such as healthcare, benefits, insurance, digital health, financial services, consumer platforms, or other regulated environments.
Strong portfolio and investment judgment, with the ability to balance customer needs, enterprise economics, delivery capacity, risk, and market opportunity.
Deep fluency in digital transformation, platform strategy, scaled agile delivery, product operations, customer discovery, experimentation, and data-driven product management.
Strong commercial judgment, with the ability to assess market dynamics, segmentation, pricing, packaging, adoption drivers, and product-market fit.
Executive-level communication and influencing skills, with the ability to simplify complex tradeoffs, align senior stakeholders, and represent product strategy in leadership, client, partner, and governance discussions.
Proven ability to lead through ambiguity and change while building alignment across business, technology, operations, clinical, regulatory, and go-to-market teams.
Experience building high-performing product teams, strengthening product craft, aligning skills to business needs, and creating a culture of continuous improvement and accountability.
Proficiency in English is required for this position.

Skills

Product Management
Product Strategy
Digital Transformation
Portfolio Leadership
New Product Development
Product Transformation
Healthcare
Benefits Administration
Insurance
Digital Health
Financial Services
Consumer Platforms
Regulated Environments
Portfolio Management
Investment Judgment
Platform Strategy
Scaled Agile Delivery
Product Operations
Customer Discovery
Experimentation
Data-Driven Product Management
Commercial Judgment
Market Dynamics Analysis
Segmentation
Pricing
Packaging
Adoption Drivers
Product-Market Fit
Executive Communication
Influencing Skills
Stakeholder Alignment
Leadership
Change Management
Team Building
Continuous Improvement
Accountability

Experience Level

15+ years of progressive product management, product strategy, digital transformation, or portfolio leadership experience

Education Level

Bachelor’s degree in Business, Computer Science, Engineering, Health Administration, or a related field
MBA or advanced degree is preferred

Salary/Compensations

Base Salary: Range Exempt

About the Company

GreenShield is a proudly Canadian, national non-profit health care and insurance organization, driven by our mission of Better Health for All.
We believe health care is a right, not a privilege, and we are committed to improving health outcomes, advancing health equity, and building a future where every Canadian can reach their full health and well-being potential.
Through our unique integrated payer-provider ("payvider") model, we offer insurance, administer benefits, and pay claims as a ‘payer’ while offering health care services such as mental health, pharmacy, telemedicine, and chronic disease management as a ‘provider’.
As a non-profit social enterprise without shareholders, we reinvest our excess earnings to directly support underserved communities.
Through GreenShield Cares, we positively impacted the health and well-being of over one million Canadians between 2020 and 2025.
What’s driving us now is the commitment to measurably impact an additional three million Canadians by 2030 – across mental health, essential medicines, and chronic disease management – through scalable initiatives that deliver meaningful change in pursuit of our mission of Better Health for All.
At GreenShield, our culture is where purpose meets passion and performance.
Our teams work as one to deliver meaningful, measurable impact for the people and communities we serve.

Equal Opportunity

GS supports diversity, equity and inclusion in our teams and communities, and we value the unique contributions made by all.
Even if your experience doesn’t align perfectly to every requirement, we invite you to apply.
We encourage applications from all candidates and will accommodate needs under human rights legislation throughout all stages of the recruitment and selection process.
Please let us know of any accommodation through requestforaccommodation@greenshield.ca.
Information received relating to accommodation will be addressed confidentially.