Interim Lead, Operational Risk & Insurance at Wilson · Toronto

Overview

Location: North York, Ontario, Canada

Date published: 09-Nov-2026

Job ID: 181937

Description and Requirements

Work Location: Hybrid (3 days onsite)

Position Type: 3-months Contract (high possibility of conversion to permanent)

Location: North York, ON

Compensation Range: $50/hr - $58/hr

Our client, a national charity which provides a wide range of services to people with disabilities, is seeking a hands-on, senior contract leader engaged for a three-month term to provide immediate leadership as an Interim Lead, Operational Risk & Insurance.

The Interim Lead is expected to step in quickly, establish credibility with senior leaders, the insurance broker and insurers, and work across the programs and shared services to resolve priority issues. The role will link operational risk and insurance activities to the organization’s Risk Appetite Framework (RAF) and enterprise risk management (ERM) practices, and will leave behind documented processes, a clear status of open matters and a practical transition plan.

Key Responsibilities

Insurance Program Leadership

• Leads the Property and Casualty Insurance Program across all lines of coverage, serving as the primary contact for the insurance broker and insurers.
• Leads and manages insurance claims, ensuring timely insurer notification, effective liaison with adjusters and the leaders, and clear tracking of open files to resolution.
• Manages certificates of insurance and insurance requirements for third parties and partners, clarifying where Risk & Resilience provides oversight and where business owners are accountable.
• Supports insurance renewal planning, coverage review and identification of gaps or improvement opportunities.

Operational Risk Leadership

• Leads and advises managers across programs and shared services on identifying, assessing and addressing operational risks, including gaps in existing controls and practical action plans.
• Connects operational risk activity to the RAF and enterprise risk register, supporting consistent escalation of risks that exceed appetite.
• Facilitates root cause analysis and lessons learned on significant losses and events to strengthen loss controls.

Contract Risk Analysis & Incident Reporting

• Leads the contract risk analysis process, providing expert guidance on contractual risk transfer (indemnification and insurance wording) for contracts exceeding value or complexity thresholds, working with senior leaders and external legal counsel as needed.
• Leads and manages the incident reporting process, ensuring incidents across the organization are reported, escalated and tracked consistently and in a timely way.
• Supports managers on critical incidents, including safety and security issues and escalated client matters, working closely with People & Culture, facilities and program leaders.
• Prepares quarterly incident and claims trend reporting, highlighting themes, emerging risks and process improvement opportunities.

Business Continuity Planning

• Acts as interim BCP Program custodian, supporting the BCP response team on escalated events and advancing priority actions from recent exercises and post-incident reviews.
• Ensures emergency contacts, insurer escalation contacts and after-hours notification protocols are current.

Leadership & Knowledge Transfer

• Provides visible, confident leadership in insurance and operational risk, acting as a trusted advisor to senior leaders and the Vice President.
• Coaches and supports Risk & Resilience team members, building internal capability and transferring knowledge throughout the term.
• Documents processes, decisions and open matters to ensure a smooth handover to the permanent Senior Manager.

Qualifications & Skills

• University degree in Business, Risk Management or related field; professional designation in risk or insurance (e.g. CRM, CRIS, CIP/FCIP) required
• Minimum 8 years of progressive experience in insurance and operational risk, including at least 5 years in a leadership role
• Proven experience leading property and casualty insurance programs, broker relationships and complex claims
• Strong working knowledge of contractual risk transfer, incident management and business continuity practices
• Demonstrated ability to step into an interim role and deliver results quickly in a complex, decentralized organization; non-profit or multi-site experience an asset
• Executive presence with excellent communication, relationship-building and influencing skills at all levels
• Strong analytical, process improvement and report-writing skills

The indicated pay range is a good‑faith estimate based on required qualifications, experience, training, and other factors permitted by law. It reflects the pay band established by the client company. Actual offers may vary depending on skills, experience, geographic location, and expected work quality. Most candidates start in the lower half of the range. Pay history is not considered where prohibited by law. This information serves as a general guideline for compensation discussions.

To support a fair and efficient hiring process, we may use artificial intelligence (AI) tools to help review applications. Our team carefully reviews all candidates, and AI is used only as a support tool—never as the sole decision-maker.