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

  • Cartel inc.
  • Toronto, Ontario, Canada
  • Jun 25, 2026
Full time Lawyer (Private Practice)

Job Description

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

Build Your Practice with a Leading Insurance and Civil Litigation Team

An established Ontario law firm recognized for its litigation practice is seeking an Insurance Litigation Associate to join its Toronto office. This opportunity is ideal for a lawyer who enjoys advocacy, client interaction, and managing complex dispute files while working alongside experienced litigators in a supportive and growth-oriented environment.

The successful candidate will represent insurers, businesses, and institutional clients in a wide variety of contentious matters, gaining hands-on experience with sophisticated litigation files and meaningful courtroom exposure.

Position Overview

Associates are actively involved in all aspects of litigation, from file inception through resolution. The role offers direct responsibility for client communication, legal strategy development, discoveries, mediations, motions, and trial preparation.

The practice includes work involving:

  • Insurance Defence Matters

  • Bodily Injury and Tort Litigation

  • Automobile Liability Claims

  • Statutory Accident Benefits Proceedings

  • Occupiers' Liability Cases

  • Property Damage and Recovery Actions

  • Professional Liability Defence

  • Product Liability Claims

  • Insurance Coverage Opinions

  • Coverage and Indemnity Disputes

  • Subrogation Matters

  • Commercial and General Liability Litigation

  • Complex Civil Disputes

Core Responsibilities

The lawyer selected for this position will:

  • Handle litigation matters from intake through final resolution

  • Prepare pleadings, affidavits, motion records, legal opinions, and mediation materials

  • Conduct examinations for discovery and witness interviews

  • Attend mediations, pre-trials, case conferences, motions, and court appearances

  • Analyze liability, damages, and insurance coverage issues

  • Advise insurer and corporate clients regarding litigation strategy

  • Work closely with adjusters, experts, investigators, and opposing counsel

  • Conduct legal research and prepare written submissions

  • Negotiate settlements and participate in alternative dispute resolution processes

  • Assist with trial planning, preparation, and advocacy

Qualifications

Applicants should possess:

  • Membership in good standing with the Law Society of Ontario

  • At least two years of post-call litigation experience

  • Experience in insurance defence, civil litigation, personal injury, or related practice areas

  • Strong understanding of Ontario court procedures and litigation rules

  • Ability to independently manage assigned files

  • Excellent drafting, analytical, and problem-solving skills

  • Strong oral advocacy and client communication abilities

  • Effective file management and organizational skills

  • Commitment to high-quality client service

Why Join This Firm?

The firm offers a collegial culture where associates receive mentorship, practical experience, and opportunities for long-term advancement.

Highlights include:

  • Well-established insurance litigation practice

  • Meaningful courtroom and advocacy experience

  • Ongoing mentorship from senior litigators

  • Competitive compensation structure

  • Annual performance incentives

  • Comprehensive health and benefits program

  • Hybrid work arrangement

  • Continuing legal education and professional development support

  • Defined advancement opportunities for ambitious lawyers

Career Development Opportunity

This position is well suited to a litigation associate seeking greater responsibility and exposure to complex insurance disputes. The successful candidate will continue to develop advocacy skills, strengthen client relationships, and build expertise across multiple areas of insurance and civil litigation while working within a respected legal practice.

Confidential Inquiries

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

ben@cartelinc.com

Search Terms

Insurance Litigation Associate Toronto, Insurance Defence Lawyer Ontario, Civil Litigation Lawyer Toronto, Litigation Associate Jobs Ontario, Insurance Coverage Counsel, Tort Defence Lawyer Toronto, Personal Injury Defence Associate, Insurance Claims Litigation, Accident Benefits Lawyer Ontario, Liability Defence Counsel, Professional Negligence Litigation, Product Liability Lawyer Toronto, Coverage Dispute Counsel, Subrogation Lawyer Ontario, Commercial Liability Litigation, Insurance Law Careers Toronto, Litigation Recruitment Ontario, Defence Litigation Associate, Insurance Legal Careers Canada, Toronto Insurance Defence Jobs.