Senior Program Manager – Operations Transformation

Recrute ActionWoolwich, ON
CA$46 - CA$58Hybrid

About The Position

Drive impactful transformation in the insurance sector by leading strategic initiatives, coordinating cross-functional teams, and supporting automation and operational change. This hybrid opportunity offers exposure to senior leadership, dynamic projects, and a fast-evolving environment with strong growth potential.

Requirements

  • 6+ years of relevant professional experience.
  • Insurance domain knowledge.
  • Operations experience.
  • Experience supporting large-scale operational or organizational transformation.
  • Strong end-to-end project delivery and roadmap ownership.
  • Experience assessing and preparing organizational readiness across people, processes, and tools.
  • Exposure to automation initiatives and process transitions.
  • Strong stakeholder management skills with senior-level communication, alignment, and influence.
  • Experience with governance, executive reporting, and decision frameworks.
  • Ability to facilitate workshops and planning sessions.
  • Strong presentation and storytelling skills, including PowerPoint.
  • Experience with target operating model design or implementation.
  • Adaptability and comfort working in fast-changing and ambiguous environments.

Nice To Haves

  • PMP, Prosci, or similar certifications are considered an asset.

Responsibilities

  • Develop and maintain integrated project plans and roadmaps that align automation efforts, new services, and operating model changes.
  • Track milestones, dependencies, risks, and issues while proactively identifying and resolving blockers.
  • Serve as a single point of coordination across various sub-teams.
  • Partner with operations and technology teams to ensure understanding of technology and change readiness.
  • Ensure operational impacts of automation are clearly understood, documented, and addressed.
  • Define future-state processes and transition plans from manual or legacy approaches to automated solutions.
  • 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, tools, and ways of working.
  • Develop readiness plans addressing training needs, role clarity, capacity impacts, and sequencing of change.
  • Partner with leadership to prepare teams for new services, new ways of working, and increased scale.
  • Work closely with senior leadership to translate strategic objectives into executable plans.
  • Facilitate workshops, planning sessions, 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.
  • Establish governance forums, status reporting, and decision-making frameworks.
  • Provide concise, action-oriented updates to senior leadership on delivery status, risks, and readiness.
  • Ensure documentation, including roadmaps and process artifacts, remains current and accessible.

Benefits

  • Salaried: $46-50 per hour.
  • Incorporated Business Rate: $53-58 per hour.
  • 6-month contract.
  • Full-time position: 37.50 hours per week.
  • Schedule from 9 am to 5 pm.
  • Hybrid: 3 days/week in Toronto office.
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