Senior Project Manager
Senior Project Manager
The Senior Project Manager is responsible for the successful delivery of strategic modernization initiatives, with a primary focus on transforming legacy systems and processes to support organizational growth and efficiency. This role will lead the establishment and ongoing development of the internal Project Management Office (PMO), ensuring the implementation of standardized project management methodologies, governance frameworks, and best practices across the organization and in alignment with the core values of the organization.
The Senior Project Manager will oversee complex, cross-functional projects, providing leadership, direction, and mentorship to project teams. The incumbent will collaborate with executive leadership and key stakeholders to define project objectives, scope, and deliverables, ensuring alignment with business goals and regulatory requirements, particularly within the group benefits domain.
*This position is a full time role based out of our Winnipeg, Manitoba office.
Key Responsibilities
- Lead the planning, execution, and delivery of modernization projects for legacy systems, ensuring alignment with organizational goals
- Establish and operationalize the internal PMO, including developing standards, processes, and governance frameworks
- Oversee multiple cross-functional project teams, providing direction, coaching, and support to ensure successful project outcomes
- Manage project budgets, timelines, and resources, proactively identifying and mitigating risks
- Facilitate effective communication and collaboration between departments, stakeholders, and external partners
- Develop and maintain comprehensive project documentation, including charters, plans, status reports, and post-implementation reviews
- Implement best practices in project management, leveraging industry standards and continuous improvement methodologies
- Ensure compliance with relevant regulations and standards, particularly within the group benefits domain
- Track and report on project progress, KPIs, and PMO performance to executive Leadership
- Champion change management initiatives to support adoption of new systems and processes
- Mentor and develop project management talent within the organization
Qualifications
Required:
- Bachelor’s degree in Business, Project Management, Information Technology, or related field
- Extensive experience (7+ years) managing complex projects
- Experience in Group benefits or Insurance
- Proven track record in leading modernization or digital transformation initiatives
- Strong leadership, organizational, and strategic planning skills
- Advanced proficiency in project management software and tools
- Excellent communication, negotiation, and stakeholder management abilities
- PMP, PRINCE2, or equivalent project management certification
- Experience in establishing or maturing a PMO
- Knowledge of legacy system modernization strategies and technologies
- Familiarity with regulatory requirements in group benefits or insurance
