Job Title: Program Manager – IT IV
Location: Toronto, ON (Remote)
Estimated Duration: 18 Months
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:
- Bachelor’s degree in business or technical field
- 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
Key Skills and Competencies:
- Strong problem-solving and critical-thinking abilities to address project risks and challenges
- Strong communication and stakeholder management skills, with the ability to influence across levels
- Demonstrated ability to be flexible/adaptable in exercising judgment in a changing environment and to manage competing priorities
- Proven ability to learn business processes quickly
- Ability to manage cross-functional dependencies (Technology, Operations, Client Experience, communications, and vendors)
The pay range that the employer reasonably expects to pay for this position is between CA$126.00 and CA$136.00
Our voluntary benefits offering includes medical, dental, vision and retirement benefits.
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Tundra Technical Solutions is a global workforce and technology delivery firm, ranked by Staffing Industry Analysts as one of the largest in North America. At Tundra, we aren't just hiring top talent at the world's most recognizable brands; we are pioneers of social recruitment. We are an equal opportunity employer, and we do not discriminate on the basis of race, religion, color, national origin, sex, sexual orientation, age, veteran status, disability, genetic information, or other legally protected characteristics. We welcome and encourage diversity in the workplace.
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