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About the Role

As a Senior Business Project Manager, you will lead multi-year, high-profile enterprise transformation initiatives within the Enterprise Project Management Office (EPMO). You will play a critical role in delivering strategic projects that shape the future of GreenShield, involving 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.

Responsibilities

Act as a key leader, partnering with programme managers, project sponsors, stakeholders, change management and IT project managers to define scope, develop implementation plans, and deliver successful outcomes.
Build and foster strong, collaborative relationships across business units to drive alignment and project success.
Facilitate problem-solving sessions with cross-functional teams to proactively identify challenges, explore solutions, and achieve consensus on action plans that support business priorities.
Lead ongoing project status updates with workstream leads and Steering Committee meetings with executive level leadership teams.
Take ownership of delivering business-facing project outcomes, including ROI, process implementation, and quality assurance.
Coordinate with IT and operational teams to ensure seamless integration of technology and business processes.
Develop and oversee metrics to track progress, ensuring deliverables meet objectives set at project inception.
Identify, manage, and mitigate risks to maintain momentum and ensure successful execution.
Create and manage KPIs, dashboards, and executive-level presentations to provide transparent updates 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 transparency and accountability.
Coach business resources and other project managers on processes, tools, and responsibilities to enhance delivery capabilities across the organization.
Promote the EPMO’s role by sharing knowledge of projects in flight and best practices in project management.
Travel to Windsor/Toronto quarterly, as needed, to meet with team members and key stakeholders.

Requirements

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 corporate strategy, business transformation, or consulting.
Proficiency in English is required for this position.
Ability to communicate with colleagues or customers who use English as their primary language.

Skills

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 MS Office suite.
Ability to create and deliver high-impact presentations to senior leadership and stakeholders, turning complex project data into actionable insights.
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.
Agile-related certifications (e.g., SAFe Agilist, Certified ScrumMaster) are a nice to have.
Lean Six Sigma (Green or Black Belt) is a nice to have.

Location

Windsor
Toronto

Work Type

Full-time

Experience Level

Senior

Education Level

Bachelor's degree
PMP certification

Salary/Compensations

CAD $94,406.00 - 142,069.00

About the Company

GreenShield is a non-profit social enterprise that brings worlds of coverage and care together, all in one place.
Founded in 1957 by pharmacist William Wilkinson, who introduced North America’s first prepaid drug plan.
Mission: to support better health for all Canadians.
Noble challengers, purposefully building a better way.
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.
We dare to challenge the status quo and are driven by people who have challenged theirs.
We believe that your workplace should empower you to be the best version of yourself.
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.
GreenShield leverages AI to help produce Job Descriptions, and ideate on interview questions. We also leverage AI for interview transcription support.

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.