Senior Project Manager

Wawanesa Insurance; Winnipeg; Hybrid; CAD 85,000 - 110,000; Full time

Job summary

A leading insurance provider in Canada is seeking a Senior Project Manager to lead complex projects that align with strategic priorities. The ideal candidate will have over 7 years of project management experience and relevant certifications. This role offers opportunities to mentor junior staff and drive project delivery within a collaborative environment.

Qualifications

• 7+ years of experience managing large, complex projects.
• Completion of post-secondary education or equivalent.
• PMP, PgMP or similar project management certification.
• Attention to detail in financial and budget management.
• Experience in the Insurance industry is considered an asset.

Responsibilities

• Lead the delivery of large-scale, strategic projects.
• Develop and manage integrated project plans and budgets.
• Manage project risks, issues, and dependencies.
• Prepare and present project updates to stakeholders.

Skills

Project management

Communication skills

Risk management

Stakeholder engagement

Financial management

Change management

Education

Post-secondary education

PMP certification

Tools

JIRA

Confluence

MS Planner

Job description

Overview

Job Overview

Working under limited supervision, this role plays a critical part in delivering large, complex, and strategic initiatives that support Wawanesa’s strategic priorities. The Senior Project Manager is accountable for managing cross-functional teams, third-party vendors, and internal stakeholders to deliver measurable outcomes and value.

Responsibilities

• Lead the end-to-end delivery of large-scale, strategic projects, ensuring alignment with Life organization and enterprise priorities and the EPMO’s strategic execution framework.
• Develop and manage integrated project plans, schedules, budgets, and resource allocations using approved methodologies and tools.
• Manage project decisions, risks, issues, dependencies, and change requests.
• Collaborate with the Director, Life Transformation and stakeholders to ensure project alignment with capability roadmaps, resource planning, and value architecture.
• Support benefits realization by contributing to the definition of success metrics, tracking KPIs, and contributing to value creation reporting.
• Prepare and present project updates, dashboards, and governance materials.
• Manage vendor relationships and contracts to ensure quality and accountability in third-party delivery.
• Champion change management practices in collaboration with the Enterprise Portfolio Change stakeholders to support adoption and sustainment.
• Drive consistent application of the PM COE methodology and tools resulting in effective and consistent delivery of projects.
• Contribute to continuous improvement of delivery standards and tools.
• Mentor junior Project Managers and contribute to the maturity of project delivery within the Life organization.
• Maintain accurate and transparent project documentation and reporting to stakeholders and governance forums.
• Ensure consistent application of project management methodologies (e.g., PMI, Agile, SAFe) and tools (e.g., JIRA, Confluence, SharePoint, MS Planner).
• Perform other duties as assigned.

Qualifications

• 7+ years of experience managing large, complex, and strategic projects in a matrixed environment.
• Completion of post-secondary education or equivalent combination of education and experience.
• PMP, PgMP or similar project management certification is required.
• Chartered Insurance Professional or Fellow Chartered Insurance Professional is an asset.
• Experience in financial management and budget management, including strong attention to detail.
• Experience using various project management methodologies and project management tools.
• Knowledge and understanding of Information Technology principles (Architecture / Application Development / Quality Assurance / Service Delivery).
• Strong understanding of project planning, risk management, and stakeholder engagement.
• Proven ability to lead cross-functional teams and influence stakeholders at all levels.
• Excellent communication, facilitation, and presentation skills.
• Experience in the Individual Life, Group, Wealth or Property & Casualty Insurance industry is considered an asset.
• Certified Change Management accreditation is an asset (CCMP or PROSCI).

We are committed to Diversity, Equity, Inclusion and Belonging (DEIB) and believe that our strength lies in the diversity of our people. We welcome applications from all qualified candidates and strive to ensure accessibility in our recruitment process.