Senior Project Manager to lead large scale migration/implementation and transformation projects with a major financial services client- 16477

Senior Project Manager to lead large scale migration/implementation and transformation projects with a major financial services client- 16477

Desired Location: Remote - Toronto (although one day a week is desired)

Estimated Start Date: 18 Months with potential for extension

Hours: 37.5 Hours Per Week

The project manager is accountable for planning, coordinating, and executing a rollout of digital experience to 17,000 clients. This role provides end-to-end leadership across readiness, dependency management, risk mitigation, and transparent reporting with executive-quality dashboards and narratives.

Key Accountabilities

Rollout Strategy & Planning

• Drive tracking and prioritization of technology / build scope to align with rollout strategy
• Develop the overall client migration strategy and multi-wave roadmap
• Define sequencing, readiness criteria, and go/no-go decision points
• Establish standardized playbooks, tools, and migration governance.

Execution Oversight & Governance

• Provide day-to-day leadership for a newly resourced migration team
• Manage cross-functional dependencies (Technology, Operations, Claims, Client Experience, communications, and vendors)
• Lead migration governance forums with clear escalation paths.

Reporting & Risk Management

• Own integrated Gantt plans, dependency maps, and milestone tracking.
• Maintain RAID logs with proactive mitigation strategies.
• Deliver concise executive reporting on progress, risks, decisions, and impacts.

Stakeholder & Partner Management

• Primary coordination point for internal stakeholders and external partners.
• Align migration timing with adoption/readiness activities with Change Management and Communications.
• Support client-facing teams with clear plans, timelines, and issue management processes.

Quality, Compliance & Client Experience

• Ensure migrations meet standards for quality, security, accessibility, and compliance.
• Identify and mitigate client experience risks tied to timing, data, or process changes.
• Drive continuous improvement via lessons learned and post-migration reviews.

Required Qualifications:

• 8+ years leading large-scale migration/implementation/transformation initiatives
• Expertise in program planning, Gantt scheduling, RAID management, and executive reporting
• Proven ability to lead agile execution and drive successful project outcomes
• Experience delivering technology and business initiatives
• Demonstrated matrix leadership, communication, and problem-solving skills

Preferred Qualifications:

• SAFe Certification
• PMP or PMI certification
• Experience in regulated environments (financial services or insurance)
• Digital platform/portal migration experience (group benefits or disability)
• Change management/adoption familiarity
• Experience operating within or establishing a PMO model
• Knowledge of accessibility standards and client experience best practices

Education:

• Bachelor’s degree in business or technical field