Insurance Defense Associate (2–4 Years) | Almost Fullly Remote Downtown Toronto

Cartel Inc.; Toronto; Hybrid; CAD 80,000 - 110,000; Full time

Benefits offered by this job

Mentorship from senior partners

Flexible remote work policy

Competitive billing structure

Job summary

Cartel Inc. is seeking an Insurance Defense Associate with 2–4 years of experience to join their elite practice in Downtown Toronto. The firm offers a unique opportunity to take a lead role in litigation, providing front-line courtroom access, a competitive billing structure, and mentorship from leading partners. Ideal candidates should possess strong case management skills, proactive litigation strategies, and effective communication abilities. The role supports a hybrid work environment, balancing professional development with work-life integration.

Qualifications

• 2–4 years of post-call experience in insurance defense, either in a law firm or in-house.
• Ability to manage a diverse portfolio of MVA and tort claims.
• Proactive mindset in litigation with strong communication skills.

Responsibilities

• Lead examinations for discovery and contested motions.
• Assist on complex trials and manage cases with minimal supervision.

Skills

Post-call experience in insurance defense

Case management skills

Proactive litigation approach

Sharp drafting skills

Job description

Insurance Defense Associate (2–4 Years) | Downtown Toronto

The Opportunity: Elevate Your Advocacy

A premier Ontario-based boutique is seeking a Litigation Associate to join their elite insurance defense practice in the heart of Toronto’s financial district. This firm is widely recognized for its sophisticated approach to complex advocacy and a firm culture that balances high-stakes performance with genuine professional development.

Why This Role?

This is a strategic move for an ambitious lawyer ready to graduate from a "processing" role to a "lead" role. You won’t just be summarizing files; you will be driving them.

• Front-Line Courtroom Access: Frequent opportunities to lead examinations for discovery, contested motions, and assist on complex trials.
• Sustainable Performance: A competitive billing structure designed for high achievers who value a respected life-work balance.
• Hybrid Ecosystem: A progressive policy that offers the flexibility of remote work alongside the collaborative energy of a downtown office.
• Mentorship from the Best: Work directly with senior partners who are among the most respected names in the Ontario defense bar.

The Ideal Candidate

• Experience: 2–4 years of post-call experience in insurance defense (law firm or in-house).
• Case Management: Proven ability to manage a diverse portfolio, including MVA and tort claims, with minimal supervision.
• Strategic Mindset: A proactive litigator who looks beyond the next deadline to find creative paths toward resolution.
• Communication: Sharp drafting skills and the executive presence required to counsel sophisticated institutional clients.

Taking the Next Step

Opportunities to join a group of this pedigree in a mentorship-heavy environment are rare. If you are looking for a platform that offers a true career trajectory and consistent courtroom exposure, this is the transition you’ve been waiting for.