When it comes to health, we’re always looking for ways to push for better. It’s why we were founded in the first place. In 1957, our founder, pharmacist William Wilkinson, witnessed a mother sacrifice her health by forgoing her own medicine to pay for her sick daughter’s prescription. He knew there had to be a better way. So, he introduced North America’s first prepaid drug plan, and GreenShield was born as a not-for-profit with a mission to support better health for all Canadians.

We aren’t just a health and benefits company. We’re the only not-for-profit social enterprise that brings worlds of coverage and care together, all in one place.

We’re noble challengers, purposefully building a better way and we need the best people to help us create a more holistic approach that takes care of the mind and body.

Our mission is to create better health for all Canadians, and we know that starts with our employees.

Base Salary: CAD $94,406.00 - 142,069.00

Are you a driven, results-focused leader ready to take on high-impact projects that redefine the insurance and benefits administration industry? Do you excel in a dynamic, collaborative environment where you can create meaningful change? If so, this is your opportunity to making a meaningful impact as the Senior Business Project Manager of a multi-year, high-profile enterprise transformation initiative.

As a member of the Enterprise Project Management Office (EPMO), you will play a critical role in delivering strategic projects that shape the future of GreenShield. These initiatives can involve digital product launches, changes to operations, programs to meet regulations, redesigning processes across the entire company or specific departments, and many other possibilities. You will lead cross-functional teams, influence stakeholders, and ensure outcomes align with GreenShield’s corporate strategy and vision.

• 1. Strategic Leadership and Collaboration
  • Act as a key leader, collaborating with program managers, project sponsors, stakeholders, and IT project managers to define project scope, build implementation plans, and achieve successful outcomes.
  • Build and foster strong, collaborative relationships with team members, stakeholders, and functional areas to drive project success.
  • Facilitate problem-solving sessions with cross-functional teams to proactively identify challenges, explore solutions, and drive consensus on action plans that align with project goals and business priorities.
  • Lead ongoing project status updates with workstream leads and Steering Committee meetings with executive level leadership teams.
• 2. Project Planning and Execution
  • Take ownership for delivering business-facing project outcomes, including ROI, process implementation, and quality assurance.
  • Coordinate with IT project managers to communicate project status updates, monitor plans (e.g., task tracking, time tracking, and budget), and facilitate workshops and team meetings.
  • Develop and oversee metrics to assess project progression, ensuring deliverables meet ROI objectives set at project inception.
  • Identify, manage, and mitigate risks to maintain project momentum and ensure successful execution.
• 3. Performance Tracking and Reporting
  • Create and manage KPIs, dashboards, and project-related presentations to provide transparent updates to stakeholders and senior leaders on project progress.
  • Create and manage all project artifacts (including the project plan, RAID log, Decision log, RACI chart, etc.)
  • Ensure all project documentation is accurate, complete, and up to date for optimal project transparency and accountability.
• 4. Team Development and Knowledge Sharing
  • Coach business resources and other project managers on processes, tools, and responsibilities to enhance project delivery capabilities across the organization.
  • Promote the PMO’s role within the organization by sharing knowledge of projects in flight and best practices in project management.
• 5. Travel Requirements
  • Travel to Windsor/Toronto quarterly, as needed, to meet with team members and key stakeholder

This role is about Enterprise Transformation. You’ll lead initiatives that impact operational efficiency, customer experience, and technology enablement. If you’re enthusiastic about driving change at scale and influencing the future of an industry leader, this role is for you.

We’re not looking for just anyone. We’re looking for a unique individual with a big brain and a big heart who wants to help us create better health for all Canadians.

• Bachelor’s degree in Business Administration or a related field.
• PMP (Project Management Professional) certification is required.

• 5+ years of project management experience, delivering complex, high-profile projects, ideally in the insurance, group benefits, or benefits administration industries.
• Background in corporat