Senior Project Manager – Digital Migration (Client Rollout)
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- Toronto, ON
- Permanent
- Full-time
- 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.
- 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.
- 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.