Supervisor Insurance & Risk Management

City of Toronto • Union, NJ

3d • Hybrid

About The Position

As part of the Chief Financial Officer's Office, Insurance & Risk Management (IRM) plays an important role in supporting the City through its Insurance & Risk Management and Claims Management functions. The division provides strategic advice, risk management expertise, and insurance services that help safeguard City operations and support informed decision-making across the organization. Reporting to the Director, Insurance & Risk Management, and leading a team of unionized professionals, the Supervisor, Insurance & Risk Management provides leadership and oversight for insurance, risk management, and related claims administration activities. This role is responsible for supervising the delivery of insurance and risk management services, supporting the City's corporate insurance program, coordinating annual insurance renewals, providing expertise on insurance and contractual risk transfer requirements, and advancing loss control and risk mitigation initiatives. The successful candidate will combine strong people leadership skills with sound insurance and risk management knowledge to support organizational priorities and deliver excellent client service.

Requirements

• Post-secondary education in Insurance, Risk Management, Business Administration, Public Administration, or a related discipline, or an equivalent combination of education and experience.
• Considerable experience leading and developing staff, including direct people management responsibilities.
• Considerable experience working in a unionized environment, including supervising staff in a hybrid work setting.
• Considerable experience in insurance, risk management, loss control, or a related field.
• Considerable experience administering corporate insurance programs, including policy review, insurance renewals, and coverage analysis.
• Strong knowledge of insurance principles, risk financing, contractual risk transfer, and insurance compliance requirements.
• Demonstrated experience reviewing and interpreting insurance provisions within contracts, leases, procurement documents, or construction-related agreements.
• Strong ability to build relationships and provide advice to a broad range of internal and external stakeholders.
• Experience developing, implementing, and improving policies, procedures, and operational controls.
• Strong analytical, problem-solving, and decision-making skills with the ability to manage complex issues and competing priorities.
• Excellent communication and presentation skills, including the ability to prepare reports, recommendations, briefing materials, and deliver presentations to diverse audiences.
• Advanced proficiency with Microsoft Office applications, particularly Excel.

Nice To Haves

• Professional designations such as CIP or CRM are preferred.
• Experience with insurance and risk management systems is considered an asset.

Responsibilities

• Supervising the delivery of insurance and risk management services.
• Supporting the City's corporate insurance program.
• Coordinating annual insurance renewals.
• Providing expertise on insurance and contractual risk transfer requirements.
• Advancing loss control and risk mitigation initiatives.
• Providing day-to-day leadership, overseeing workload distribution, setting priorities, monitoring performance, and fostering a positive, productive, and collaborative team environment.
• Overseeing the development and implementation of risk management, insurance, and loss control initiatives.
• Providing specialized guidance to internal stakeholders on insurance programs, contractual insurance requirements, certificates of insurance, risk financing and contractual risk transfer techniques, liability loss control, and insurance compliance matters.
• Ensuring that complex and urgent insurance and risk management matters are addressed effectively and in a timely manner.
• Supervising the annual corporate insurance renewal process.
• Reviewing policy quotations and coverage terms, and providing recommendations to support effective insurance protection and risk transfer strategies.
• Overseeing insurance-related compliance activities, including insurance certificate administration, and regulatory requirements related to regulated objects requiring jurisdictional inspections.
• Supporting procurement activities, contract reviews, policy development, and continuous improvement initiatives that enhance operational effectiveness and risk management practices.
• Overseeing the procurement of service providers, technical solutions and professional services through RFPs and supervising the lead staff in the evaluation, selection and recommendation through report preparation to Bid Committee, Standing Committee and City Council as required.
• Managing vendor service contracts to ensure compliance with contract requirements and service level standards.
• Conducting research and monitoring industry, legislative, regulatory, and municipal peers to support policy recommendations, program improvements, and evolving risk management needs.
• Facilitating presentations, seminars, and training initiatives that promote awareness of insurance, risk management, loss control, and emerging trends across the organization.
• Ensuring that insurance and risk management programs, processes, and controls support the organization's overall risk management objectives.
• Providing strategic and operational advice.
• Contributing to service improvements.
• Providing input into and administer assigned budgets.
• Supporting financial accountability.
• Acting on behalf of the Director when required.

Benefits

• Competitive salaries
• Vacation
• Other unique offerings
• Excellent defined benefit pension plan through OMERS
• Educational opportunities with tuition subsidies
• Opportunities to join and take an active role with City’s Communities of Inclusions

What This Job Offers

• Job Type: Full-time
• Career Level: Manager
• Education Level: Associate degree