Legal Counsel – Remote in Mississauga

Reporting to the General Counsel for Canada, the Legal Counsel provides practical, responsive and business-focused legal support across Canada. The role is primarily responsible for reviewing and negotiating commercial client contracts, managing non-employment civil disputes and litigation, and overseeing errors and omissions (E&O) claims from intake through resolution. The successful candidate will ideally bring experience in insurance, either through commercial contracting or commercial insurance litigation, and will be comfortable working in a fully remote environment while building strong relationships with business teams and external counsel.

Key Responsibilities

• Commercial Contracts
  • Review and negotiate client and vendor commercial agreements primarily supporting the Canadian group's claims adjusting and insurance services related operations.
  • Provide clear and timely advice on contractual risk, obligations and implementation, balancing legal protection with practical business objectives and client relationships.
  • Develop and improve contract templates, playbooks, clause libraries and escalation standards to support consistent and efficient contract review.
  • Partner with sales, operations, finance, risk, privacy, information security and other stakeholders to resolve contract issues and support commercial initiatives.
• Manage non-employment civil disputes and litigation
  • Including early case assessment, strategy, preservation and production of documents, pleadings, examinations, mediation, arbitration, settlement and trial preparation.
  • Assess liability, damages, legal and business exposure, and resolution options; and providing concise recommendations to the business.
  • Select, instruct and oversee external counsel and experts; establish strategy and budgets, review work product and invoices, and promote timely, cost-effective outcomes.
  • Maintain accurate matter files, key dates, status reporting and litigation holds, and promptly escalate material developments.
• Errors & Omissions Claims
  • Receive, review and triage E&O claims, potential claims and incident notifications; and gather and verify information.
  • Manage assigned E&O matters from intake through closure, including group coverage and policy considerations, liability and damages assessment, reserves, defense strategy, negotiation and settlement recommendations.
  • Lead or support settlement discussions, mediations and other resolution processes, and coordinate reporting and approvals with insurers and business stakeholders.
  • Maintain complete and accurate claim files and data; monitor trends, recurring issues and root causes, and recommend practical risk-mitigation measures.
• Legal Advice, Governance & Collaboration
  • Provide practical legal research and advice on commercial, insurance, regulatory and operational matters within the scope of the role.
  • Monitor relevant Canadian legal and industry developments and communicate material impacts to the business.
  • Contribute to policies, procedures, training and legal operations improvements relating to contracts, claims and matter management.
  • Protect privileged, confidential and sensitive information and exercise sound judgement in a remote, collaborative environment.

Qualifications & Experience

• LL.B. or J.D. from an accredited Canadian or U.S. law school; called to the bar in at least one Canadian province or territory and a member in good standing.
• Approximately two to six years of relevant post-call experience gained in a law firm, corporate legal department, insurer, brokerage or a combination of these settings.
• Preference will be given to candidates with experience in commercial insurance, demonstrated through commercial contract work, insurance defense or other commercial insurance litigation, professional liability/E&O claims, or a closely related practice.
• Demonstrated ability to draft, review and negotiate commercial agreements and/or manage civil litigation and disputes.
• Strong legal analysis, drafting, negotiation, organization and communication skills, with the ability to manage multiple priorities and provide clear, practical advice.
• Ability to work independently and collaboratively in a fully remote environment, with reliable follow-through, responsiveness and sound judgement.

Preferred Assets

• Direct relevant experience in insurance.
• Experience managing external counsel, litigation budgets, reserves, claims or matter-management systems, and management reporting.
• Familiarity with privacy, cyber security, third-party risk and regulated financial-services requirements relevant to commercial contracting.
• Professional proficiency in French and the ability to provide legal support in both English and French.

What We Offer

• Competitive Compensation - $116,000 to $150,000 CAD. Compensation is commensurate with experience, qualifications, and internal equity.
• Pay-for-Performance Incentives
• Work-Life Balance & Hybrid/Remote Work Opportunities
• E-flex Benefits Program & Wellness Initiatives
• Registered Retirement Savings Plan (RRSP) with 2% Match
• Training, Career Development, and Employee Recognition Programs
• Reimbursement for Licenses and Dues
• Employee Perks (access to vendor discount programs)

Working Conditions

• Fast-paced, collaborative business environment.
• Some travel is required.
• Successful completion of a background check is a condition of employment.
• We welcome and encourage applications from people with disabilities. Accommodation is available on request throughout the recruitment and assessment process.