Insurance & Risk Manager

Location: Toronto preferred; Vancouver-based candidates will also be considered.

The Company

Plenary is a leading specialized developer of long-term Public-Private Partnership (PPP) projects. Since its inception in 2005, we have built a portfolio of 70 projects with more than CAD $60 billion in assets under management across North America. We are determined in our approach to deliver first-class infrastructure, build the right delivery solutions for the projects we work on and inspire people with our vision for transformational spaces.

Why work for Plenary?

Our focus is on empowering our employees, driving results, building strong camaraderie, and celebrating our wins as a team. Our workplace culture is like no other and is our driving force to bring infrastructure to life. Learn more about us by visiting www.plenaryamericas.com

The Role

We’re looking for an experienced Insurance & Risk Manager to take ownership of our corporate and project insurance programs across our portfolio. This role acts as the primary point of contact for all insurance-related matters, ensuring our coverage programs align with our contractual, financial, and operational risk profiles.

You’ll oversee day-to-day insurance management while also making strategic improvements to our overall risk-transfer approach. Day-to-day tasks will include, but are not limited to, collaboration with brokers in the placement and renewals of project and corporate insurance, review of policy documents and certificates of insurance, management of direct relationships with insurers, and claims management. Strategic improvements may involve evaluating opportunities, such as a captive platform, assisting the PSI team with bid agreements, and consideration and analysis of other alternative insurance structures that enhance value, control, and resilience.

This is a pivotal role for an organization scaling in size and complexity. You’ll have the opportunity to strengthen our risk posture, introduce innovative structures, and create value by ensuring every project and corporate entity is appropriately protected, compliant and strategically positioned for the future.

Key Responsibilities

Insurance Program Management

• Manage the full suite of insurance programs across corporate operations, projects, and assets and summarizing placement results with CFO – current portfolio of ~30 Canadian placements and ~15 US placements.
• Manage and facilitate project/corporate specific presentations for the insurers to establish relationships and obtain favourable pricing on placements.
• Review of insurance benchmarking reports prepared by the brokers and assist with client inquires on these reports.
• Lead annual reviews, coverage design, and program structuring in collaboration with brokers and insurers ensuring optimal coverage, cost efficiency and compliance with financing and contract requirements.
• Act as the internal subject matter expert and main contact for all insurance matters across groups and projects.
• Ensure alignment with contract, lender, and partner requirements.
• Maintain centralized records, certificates, and claims documentation for all entities and projects.

Claims & Advisory Support

• Oversee the claims process from notification through resolution, coordinating among internal teams and insurers to ensure timely handling and effective recovery.
• Tracking of subrogation claims and discussion with insurance brokers regarding loss history of the portfolio and impacts on insurance pricing.
• Track claim trends and root causes to recommend proactive mitigation measures.
• Provide insurance and risk advice to project teams during bid, execution, and operations phases, ensuring coverage aligns with obligations and risk allocation.

Strategic Development

• Evaluate and recommend alternative risk-financing strategies, including captive insurance structures, self-insured retentions, or consolidated portfolio structures.
• Conduct feasibility studies, cost-benefit analyses, and benchmarking to inform decision-making.
• Stay ahead of market and regulatory developments that may affect our insurance strategy as well as emerging risks relevant to our portfolio.

Governance & Compliance

• Ensure adherence to internal governance standards and external requirements (including lenders, partners, and client mandates).
• Identify, quantify, and report insurable exposures across the business.
• Prepare concise reports and updates for senior management on coverage adequacy, claims performance and strategic opportunities.

Qualifications

• Bachelor’s degree in Business, Finance, Risk Management, or related discipline.
• Professional designation such as CIP, CRM or ARM strongly preferred.
• 7+ years of relevant experience in insurance or risk management, ideally with exposure to infrastructure, construction, or asset management sectors.
• Deep knowledge of North American commercial insurance markets, program design, and claims handling.
• Demonstrated experience managing complex, multi-entity insurance portfolios.
• Strong analytical and relationship management skills; able to influence internal and external stakeholders.
• Proven ability to balance hands-on administration with strategic program development.

What We Offer

• Competitive salary (CAD $110-140k) with annual bonus potential.

• Comprehensive benefits package including medical, dental and vision, and RRSP plan with employer contribution.

• Four weeks vacation.

• Long-term development opportunities and ability to be part of an exciting and growing industry.

Vacancy Status: This posting relates to a current vacancy.

AI Disclosure: We use artificial intelligence (AI)-enabled tools to support certain recruitment activities, including the review and assessment of applications. These tools do not independently determine candidate suitability or make hiring decisions.

Thank you for your interest in Plenary. Only applicants selected for further consideration will be contacted. Plenary is committed to fostering a diverse, inclusive, and equitable workplace. We are an Equal Employment Opportunity employer, and all employment decisions are based on merit, qualifications, and business needs. Reasonable accommodation is available for qualified individuals with disabilities throughout the recruitment process, upon request.