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GreenShield

Director, Product - Insurance

Toronto, ON, Canada

Full-time

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Job details

Job type: Full-time
Apply by: Dec 5, 2026
Posting language: English
Posted: Nov 5, 2026

Original job description

WHO WE ARE

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.

THE ROLE IN A NUTSHELL

Reporting to the Vice President of Product, you will lead product strategy for our GreenShield’s Insurance product portfolio. You’ll partner with product teams across our Health and Insurance portfolio to drive outcomes that matter and deliver integrated experiences across our products to achieve out payer-provider strategy.

Responsibilities:

Define the strategic direction for our insurance product portfolio comprised of member, employer, advisor and internal stakeholders
Develop the Insurance product roadmap that is consistent with the GreenShield’s overall strategies and maintain a vision for the future of the platform.
Lead and guide the Product Managers in aligning the insurance product development with GreenShield’s vision and strategic goals.
Work with Insurance Product Specialists to ensure seamless information sharing across product functions.
Collaborate with Architecture, Engineering, and Cloud Services teams.
Support operations, marketing and sales with the creation and delivery of product demonstrations, collateral and communication of future vision and roadmap.
Engage with customers, partners, and stakeholders to understand evolving requirements and lead partnership discussions to enhance GreenShield’s product offerings
Lead cross-functional teams through the product lifecycle, balancing speed to market with risk management.
Oversee product-related training, including presentations and demos.

WHO WE'RE LOOKING FOR

10+ years of product management experience; preferably some experience managing mobile products.
2-5+ years of people management experience and leading Product Management teams
Experience working in an Agile environment and a commitment to continuous improvement and learning.
Experience working on a platform product with multiple product integrations. Experience in Health and Dental, Disability Management, Healthcare, or Benefits Administration
Self-motivated with the ability to manage multiple tasks and meet challenging goals.
Able to form strong working relationships with cross-functional teams, thrive in ambiguity.
Comfortable working with all levels of the organization – especially senior executives.
A strong people leader with demonstrated experience motivating and coaching teams.
Exceptional communication and leadership skills, capable of conveying complex issues clearly and influencing cross-functional teams and stakeholders.
Strong influencing skills to engage senior leadership and partners.
Must be able to work independently and in a team environment.
Comprehensive understanding of product management, encompassing operational readiness, customer support, product operations, and analytics.
Strong quantitative and qualitative skills; ability to make data-driven decisions and build strong business cases to drive recommendations for action.
A strong systems thinker with the ability to understand the full customer journey and the integrations required across a product portfolio.
Technical and design knowledge to effectively discuss product solutions with partners.
Ability to build and grow high-performing teams.
Ability to travel (up to 15% of time for client discussion, industry events)

WHAT WE OFFER

Base Salary: Range exempt

Offer positioning: Determined using relevant experience, skills, internal equity and current market data.

Additional compensation: Eligible for a discretionary target bonus.

Total rewards: Health and dental coverage, retirement savings, paid time off and well-being support (up to $10,000 per year for mental health).

Posting disclosures: This is for an existing vacancy.

Work model: Hybrid

THE CULTURE

We believe a career should be meaningful. Not just a means to earn a living. Our culture is one where everyone's voice is heard and valued. Because that’s what it takes to create better health for all. We dare to challenge the status quo. And we’re driven by people who have challenged theirs. We believe that your workplace should empower you to be the best version of yourself. That’s why we provide a place where you can be inspired, challenged, and rewarded.

Where your growth means our growth.

Where your voice is heard and valued.

Where your work has purpose. And purpose matters.

We believe our people are critical to our overall success. Inclusivity makes us a stronger, smarter and more informed organization. Being intentionally inclusive of diverse backgrounds, perspectives and experiences will enhance our company culture to positively impact how we support our communities. A career at GreenShield isn’t just about personal achievements, it's about making a difference together.

Here’s to Better Health for All!

A FEW MORE DETAILS

Proficiency in English is required for this position. As part of this role, you will be required to communicate with colleagues or customers who use English as their primary language. By requiring English proficiency for this position, we aim to ensure that our employees can excel in their roles, collaborate, and communicate effectively, and contribute to the success of our organization.

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.

Providing this information gives GS consent to use your personal information to assess your suitability for specific positions, future opportunities or for your personnel file. Your résumé will be held in strict confidence and will be viewed only by the Organization. Information may be stored outside of Canada and could be used for aggregate statistical purposes (which uses no personal identification).

AI Usage - GreenShield leverages AI to help produce Job Descriptions, and ideate on interview questions. We also leverage AI for interview transcription support.

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More about this job

Responsibilities

Lead the strategy and roadmap for GreenShield’s insurance product portfolio, aligning product development and Product Managers with organizational goals and the payer-provider strategy. Guide cross-functional teams through the product lifecycle, engage customers and partners, and support product demonstrations, communications, training, and integrated product experiences.

Requirements

Requires 10+ years of product management experience and 2–5+ years of people management experience, with experience in Agile environments, platform products, and multiple integrations; experience in health, dental, disability management, healthcare, or benefits administration is relevant. Candidates should demonstrate strong leadership, communication, analytical, stakeholder-influencing, and systems-thinking abilities, and be able to travel up to 15% of the time.

Skills

Product Strategy
Product Roadmapping
Product Management
People Leadership
Agile Methodologies
Platform Product Management
Product Integrations
Cross-Functional Collaboration
Stakeholder Management
Customer Research
Data-Driven Decision-Making
Business Case Development
Product Lifecycle Management
Risk Management
Systems Thinking
Communication

Benefits

Health and Dental Coverage
Retirement Savings
Paid Time Off
Mental Health Support
Discretionary Target Bonus

Visa sponsorship

Not detected in the job text

Keywords

Insurance
Health and Dental
Disability Management
Healthcare
Benefits Administration
Product Strategy
Product Roadmap
Product Management
Product Portfolio
Platform Product
Product Integrations
Agile
Payer-Provider Model
Product Lifecycle
Operational Readiness
Customer Support
Product Operations
Analytics
Data-Driven Decision-Making
Business Cases
Risk Management
Cloud Services
Architecture
Engineering
Customer Journey
Product Demonstrations
Stakeholder Management
People Management
Cross-Functional Teams
Mobile Products

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