Insurance Litigation Associate (2+ Years) | Toronto, Ontario
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.
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
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
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
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
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.
Ben Higham
Managing Partner | Cartel Inc.
First Canadian Place, Suite 2550
Toronto, Ontario
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What is it about Cartel that makes us different?
We have been successfully placing candidates with the leading law firms in the Greater Toronto Area since 1975, which means that we have 34 years of experience in the legal industry. This in turn has allowed Cartel to build and develop close and meaningful relationships with Toronto's most prestigious legal organizations, many of which have become trusted friends and partners over time.
Our consultants have been with us for 10 to 20 years and are among the most experienced and dedicated in the legal field today. Their expertise and commitment are a key element in establishing our reputation as Toronto's most trusted legal authority.
At Cartel, our relationship with our candidates is based on a foundation of trust and mutual respect. We'll take the time to really talk about what's important to you and not just what's available. Our consultants will personally assess your strengths and abilities to quickly identify which positions you would be ideally suited for. We will prepare you thoroughly for your interviews and provide you with honest and detailed information regarding our clients. All the information you give us about yourself remains strictly confidential. Our commitment to you is one hundred percent.
These are but a few of the reasons, which distinguish us from the competition. We're good listeners, just ask your friends - they'll tell you.
Cartel. We're good at what we do.
Toronto's Most Trusted Authority in Legal Personnel.