Insurance Litigation Lawyer (2+ Years) | Toronto, Ontario

  • Cartel inc.
  • Toronto, Ontario, Canada
  • Jun 22, 2026
Full time Lawyer (Private Practice)

Job Description

Insurance Litigation Lawyer (2+ Years) | Toronto, Ontario

Advance Your Career with a Leading Insurance Litigation Practice

An established Toronto-based law firm is seeking a motivated Insurance Litigation Associate to join its growing dispute resolution team. This opportunity is suited to a lawyer with experience in insurance defence, liability claims, or civil litigation who is looking for greater responsibility, hands-on advocacy experience, and exposure to sophisticated litigation files.

Working alongside experienced litigators, you will represent insurers, corporations, and institutional clients in a broad range of contested matters before Ontario courts and tribunals.

The Opportunity

This position offers immediate involvement in all stages of litigation, from initial investigations through trial preparation and resolution. Lawyers in this practice manage substantive legal work, maintain direct client contact, and participate in strategic decision-making on complex claims.

The successful candidate will gain exposure to matters involving:

  • Insurance Defence

  • Bodily Injury Litigation

  • Motor Vehicle Accident Claims

  • Accident Benefits Matters

  • Occupiers' Liability Claims

  • Property Damage and Loss Recovery

  • Professional Liability Defence

  • Product Liability Actions

  • Coverage Opinions and Coverage Litigation

  • Subrogation Proceedings

  • Commercial and General Liability Claims

Primary Responsibilities

  • Conduct carriage of litigation matters from intake through resolution

  • Prepare pleadings, affidavits, motions, mediation briefs, and legal memoranda

  • Attend discoveries, mediations, case conferences, and court appearances

  • Analyze liability, damages, and coverage issues

  • Communicate regularly with insurers, adjusters, experts, and corporate clients

  • Develop litigation strategies and settlement recommendations

  • Conduct legal research and prepare persuasive written submissions

  • Participate in negotiations and alternative dispute resolution proceedings

Qualifications

To be considered, candidates should possess:

  • Membership in good standing with the Law Society of Ontario

  • At least two years of post-call experience in insurance litigation, civil litigation, personal injury, or related dispute resolution practices

  • Working knowledge of Ontario court procedures and litigation processes

  • Experience independently managing active litigation files

  • Strong drafting, advocacy, and legal analysis skills

  • Excellent organizational and file-management abilities

  • Professional client-service orientation

  • Ability to work effectively within a collaborative legal team

Why Lawyers Join This Firm

The firm offers a professional environment where associates are encouraged to take ownership of files, develop advocacy skills, and build long-term careers.

Highlights include:

  • Diverse insurance and liability litigation practice

  • Significant exposure to examinations, mediations, and court appearances

  • Mentorship from experienced litigators

  • Competitive compensation structure

  • Annual performance incentives

  • Extended health and wellness benefits

  • Flexible hybrid work arrangement

  • Clear advancement and partnership-track opportunities

  • Strong commitment to professional development

Career Growth

This role is ideal for a lawyer seeking a long-term platform within a respected litigation practice. The successful candidate will have the opportunity to build expertise in insurance defence while developing strong client relationships and courtroom experience.

Confidential Inquiries

Ben Higham
Managing Partner | Cartel Inc.
First Canadian Place, Suite 2550
Toronto, Ontario

ben@cartelinc.com

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