Senior Program Manager – Insurance Transformation
$101,920–$112,320 year
HybridWaterloo, Ontario, Canada
Job Summary
Lead and coordinate multiple concurrent workstreams covering technology, operations, communications, and vendor delivery activities. Manage the integrated program delivery plan, track dependencies, and ensure transparency of status, risks, and mitigation strategies. Act as the primary interface with the external vendor, translating contractual commitments into execution plans and measurable deliverables. Facilitate governance forums, decision-making processes, and readiness assessments while driving cross-functional alignment across internal stakeholders and vendor teams. Oversee operational readiness, including claims process implementation and go-live execution, preparing executive-level updates and dashboards for senior leadership. This role supports a 9-month contract with potential permanent employment, offering a salary of $49-54 per hour or incorporated rate of $57-63 per hour for a full-time position with a 37.5-hour weekday schedule and hybrid work arrangement.
Required Qualifications
- Bachelor's degree in Business, Technology, Engineering, or a related field
- PMP certification or an equivalent project or program management certification
- 9 years of project and/or program management experience
- Proven experience delivering complex, multi-workstream implementations involving external vendors
- Experience working within vendor-led delivery models and managing third-party accountability
- Experience leading cross-functional programs involving operations, technology, and customer or communication functions
- Proven experience delivering end-to-end program lifecycles from discovery through go-live and stabilization
- Strong expertise in end-to-end program delivery management across multi-workstream initiatives
- Strong vendor management experience
- Expertise in program governance, including risk management, issue management, dependency tracking, executive reporting, and escalation management
- Experience leading operational build and implementation initiatives in addition to technology delivery
- Strong execution focus with the ability to drive delivery outcomes
- Deep capability in risk management, issue resolution, and escalation management
- Strong vendor management and negotiation capability
- Ability to align strategy with execution across multiple delivery streams
- Strong leadership skills and the ability to drive execution in complex environments
- Excellent stakeholder management skills
- Excellent executive communication skills
- Strong problem-solving skills
- Ability to manage ambiguity and shifting priorities in a fast-paced environment
Desired Qualifications
- Experience in insurance, claims, or financial services operations
- Experience supporting claims operations setup, transformation, or outsourcing models
- Exposure to assistance or case management operations
- Experience supporting go-live readiness, production launches, and operational stabilization
- Experience with customer communication channels, including telephony, digital, and chatbot solutions
- Consulting experience within a Big 4 environment or equivalent
- Experience in large-scale transformation programs
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