Senior Business Project Manager

About

When it comes to health, we’re always looking for ways to push for better. In 1957, our founder, pharmacist William Wilkinson, 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 are the only not‑for‑profit social enterprise that brings worlds of coverage and care together, all in one place. Our mission is to create better health for all Canadians, and we know that starts with our employees.

Role Summary

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

As the Senior Business Project Manager in the Enterprise Project Management Office (EPMO), you will lead a multi‑year, high‑profile enterprise transformation initiative. You will deliver strategic projects that shape the future of GreenShield, including digital product launches, operational changes, regulatory programs, and process redesigns. You will lead cross‑functional teams, influence stakeholders, and ensure outcomes align with GreenShield’s corporate strategy and vision.

Key Responsibilities

• 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.
  • Lead ongoing project status updates with workstream leads and Steering Committee meetings with executive‑level leadership teams.

• Project Planning and Execution

  • Own delivery of business‑facing project outcomes, including ROI, process implementation, and quality assurance.
  • Coordinate with IT project managers to communicate status updates, monitor plans (task tracking, time tracking, 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.

• Performance Tracking and Reporting

  • Create and manage KPIs, dashboards, and project‑related presentations to provide transparent updates to stakeholders and senior leaders.
  • Create and manage all project artifacts (project plan, RAID log, Decision log, RACI chart, etc.).
  • Ensure all project documentation is accurate, complete, and up to date for optimal transparency and accountability.

• Team Development and Knowledge Sharing

  • Coach business resources and other project managers on processes, tools, and responsibilities to enhance delivery capabilities.
  • Promote the PMO’s role by sharing knowledge of projects in flight and best practices in project management.

• Travel Requirements

  • Travel to Windsor/Toronto quarterly, as needed, to meet with team members and key stakeholders.

Who We’re Looking For

Education

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

Experience

• 5+ years of project management experience delivering complex, high‑profile projects, ideally in insurance, group benefits, or benefits administration.
• Background in corporate strategy, business transformation, or consulting.

Skills and Abilities

• Strong problem‑solving, leadership, communication, and organizational skills.
• Ability to influence, motivate, and engage team members effectively.
• Proficient in project management tools and advanced proficiency in the MS Office suite.
• Ability to create and deliver high‑impact presentations to senior leadership and stakeholders.
• Strong business acumen, understanding of business strategy, change‑management frameworks, financial principles, and operational transformation.
• Multi‑tasker with the ability to prioritize work in a fast‑paced environment.

Nice to Haves

• Agile‑related certifications (e.g., SAFe Agilist, Certified ScrumMaster).
• Lean Six Sigma (Green or Black Belt).

Culture

We believe a career should be meaningful, not just a means to earn a living. Our culture values every voice, encourages challenging the status quo, and empowers employees to be the best version of themselves. Inclusivity makes us stronger; we intentionally include diverse backgrounds, perspectives, and experiences to enhance our organization and the communities we serve. A career at GreenShield is about personal achievement and making a difference together.

Additional Information

• English Proficiency: Required for communication with colleagues and customers.
• Diversity, Equity & Inclusion: We support DEI in our teams and communities and welcome applicants from all backgrounds. Accommodations are available upon request.
• Data Consent: Providing your information consents to its use for assessing suitability, future opportunities, and personnel records. Your résumé will be kept confidential.
• AI Usage: GreenShield leverages AI to produce job descriptions, generate interview questions, and support interview transcription.