Project Manager – Insurance Operations Transformation

Preferred Background: Insurance domain knowledge Operations experience Performance Measurement: Team success measured against target deliverables; performance directly tied to effectiveness of execution Candidate Value Proposition (CVP): Strong growth opportunities MUST-HAVE HARD SKILLS Transformation – Experience supporting large-scale operational or organizational change Delivery – Strong end-to-end project execution and roadmap ownership Readiness – Assessing and preparing people, process, and tooling impacts Automation – Exposure to automation initiatives and process transitions Stakeholder Management – Senior-level communication, alignment, and influence NICE-TO-HAVE SKILLS Governance – Executive reporting, forums, and decision frameworks Facilitation – Leading workshops, working sessions, and planning forums PowerPoint – Strong presentation and storytelling skills Operating Model – Target Operating Model design or implementation Adaptability – Comfort working in ambiguity and fast-changing environments Certification – PMP, Prosci, or similar credentials Role Overview : We are seeking an experienced Project Manager to support the Operations team through a period of significant transformation. The team is undergoing rapid growth, introducing new client services, and executing the final stages of multiple automation initiatives while evolving toward a future-state Target Operating Model. This role will work closely with the AVP of Operations and operations leadership to provide structure, coordination, and momentum across change initiatives. The Project Manager will develop integrated roadmaps, support organizational readiness, ensure clear roles and responsibilities and act as a central “glue” between strategy, delivery, and day-to-day operations to help the team successfully transition from current state to future state. The ideal candidate brings strong operations and organizational readiness experience, comfort working in ambiguity, and the ability to translate strategy into actionable plans while preparing teams for change. Key Responsibilities Project & Delivery Management • Develop and maintain integrated project plans and roadmaps that align automation efforts, new services, and operating model changes. • Track milestones, dependencies, risks, and issues; proactively identify and resolve blockers. • Serve as a single point of coordination across the various sub-teams Automation & Process Enablement • Partner with operations and technology teams to ensure teams understand technology, and all the other aspects of change readiness • Ensure operational impacts of automation are clearly understood, documented, and addressed. • Help define future-state processes and transition plans from manual or legacy approaches to automated solutions. Operating Model & Organizational Readiness • Support the design and implementation of the Target Operating Model, including roles, responsibilities, workflows, and governance. • Assess organizational readiness by identifying impacts to people, processes, tooling, and ways of working. • Develop readiness plans that address training needs, role clarity, capacity impacts, and sequencing of change. • Partner with leaders to prepare teams for new services, new ways of working, and increased scale. Change & Stakeholder Management • Work closely with the AVP of Operations and leadership team to translate strategic objectives into executable plans. • Facilitate working sessions, planning workshops, and leadership discussions to drive alignment and decision-making. • Communicate progress, risks, and key decisions clearly and consistently to stakeholders. • Support change efforts by reinforcing clarity, transparency, and shared understanding across the team. Governance & Reporting • Establish and support appropriate governance forums, status reporting, and decision frameworks. • Provide concise, action-oriented updates to senior leadership on delivery status, risks, and readiness. • Ensure documentation (roadmaps, plans, process artifacts) is current and accessible. Measures of Success • Clear, actionable roadmaps supporting the Operations future state. • Improved organizational readiness for new services, automation, and operating model changes. The expected base salary range for this position is $48 – $50 per hour, depending on experience, skills, and internal equity. The Company offers a total rewards package in accordance with all applicable federal, provincial, and local laws and requirements. Benefit eligibility and offerings vary based on role, employment status, and work location. For contractor positions, benefits are limited to those entitlements and protections required by applicable law, which may include (as applicable) vacation pay, public holidays, leaves of absence, and other legally mandated benefits or payments. We may use AI-enabled and/or automated tools to support parts of our recruitment process, including application screening, interview scheduling, and candidate communications. These tools are used to enhance consistency and efficiency. All hiring decisions involve human review and are not based solely on automated processing.