Job Description
Senior Project Manager – Digital Migration (Client Rollout)
A great opportunity in the insurance industry to lead a large digital rollout impacting thousands of clients. Play a key role in planning, coordination, and delivery while working with multiple teams in a dynamic and collaborative environment.
What is in it for you:
• Hourly salary of $110-120, based on experience.
• Incorporated Business Rate: $128-138 per hour.
• Full-time position: 37.50 hours per week.
• The mandate is planned for an 18-month duration.
• The role is hybrid and requires 1 day per week in-office in Toronto.
Responsibilities:
• Lead the end-to-end planning, coordination, and execution of a large-scale digital client rollout impacting approximately 17,000 users.
• Develop and manage a comprehensive migration strategy, including roadmap, sequencing, readiness criteria, and decision checkpoints.
• Oversee execution by coordinating cross-functional teams across technology, operations, client experience, communications, and external partners.
• Establish governance frameworks, including standardized tools, playbooks, and escalation paths.
• Manage integrated project plans, including Gantt charts, dependency tracking, milestones, and RAID logs with proactive mitigation strategies.
• Deliver clear, concise executive reporting on progress, risks, and key decisions.
• Align rollout activities with change management and communication strategies to support adoption and readiness.
• Ensure compliance with quality, security, accessibility, and regulatory standards.
• Identify and mitigate risks affecting client experience, including data integrity and process transitions.
• Drive continuous improvement through post-migration reviews and lessons learned.
What you will need to succeed:
• Bachelor’s degree in business, technology, or a related field.
• PMP, PMI, or SAFe certification is considered an asset.
• 8 years of experience leading large-scale transformation, migration, or implementation initiatives.
• Proven expertise in program planning, Gantt scheduling, RAID management, and executive-level reporting.
• Demonstrated ability to lead both business and technology-driven initiatives.
• Experience working in regulated environments such as insurance or financial services.
• Strong leadership skills with experience managing cross-functional and matrixed teams.
• Excellent communication and stakeholder management skills with the ability to influence at all organizational levels.
• Strong analytical thinking and problem-solving capabilities in complex project environments.
• Ability to adapt quickly, manage competing priorities, and operate effectively in changing conditions.
• Familiarity with digital platform or portal migrations and client experience best practices.
• Knowledge of change management principles and adoption strategies.
Why Recruit Action?
Recruit Action (agency permit: AP-2504511) provides recruitment services through quality support and a personalized approach. As part of the screening process, some applications may be reviewed using artificial intelligence tools. Only candidates who meet the hiring criteria will be contacted.
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