Apply on Kit Job: kitjob.ca/job/2fsee6

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.
- 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.
- Solid 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- ) 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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Apply on Kit Job: kitjob.ca/job/2fsee6

📌 Senior Project Manager – Digital Migration (Client Rollout) (Toronto)
🏢 Recrute Action
📍 Toronto