Senior Litigation Advisor

Jobtailor; Toronto; On-site; CAD 120,000 - 180,000; Full time

Job summary

Jobtailor is seeking an experienced insurance defence litigator in Ontario to manage complex files from intake through resolution. You will lead strategy, oversee pleadings and trial materials, and advise on liability and settlement opportunities.

The role requires nine years of relevant experience, strong advocacy, and ability to mentor junior lawyers, with a focus on civil procedure and insurance litigation principles.

Qualifications

• Earned law degree (Juris Doctor) or equivalent.
• Must be in good standing with provincial law society.
• Extensive trial and hearings experience required.

Responsibilities

• Manage complex insurance defence litigation files (bodily injury, commercial liability, subrogation).
• Develop and lead litigation strategy from intake to resolution.
• Represent clients in trials, arbitrations, mediations, motions, applications, and pre-trials.
• Prepare pleadings, motion materials, mediation briefs, and trial records.
• Provide strategic legal advice on liability, damages, coverage, causation, and settlement opportunities.

Skills

Litigation strategy

Pleadings preparation

Mediation arbitration

Trial conducting

Complex litigation management

Legal research & analysis

Digital evidence management

Negotiation skills

Persuasive written analysis

Insurance litigation principles

Education

Juris Doctor

Ontario bar admission

Tools

Litigation technology

Electronic evidence management

Virtual hearing platforms

Job description

• Manage complex insurance defence litigation files, including bodily injury, commercial liability, and subrogation matters


• Develop and lead litigation strategy from initial assessment through discovery, mediation, arbitration, trial, and resolution


• Represent clients in trials, arbitrations, mediations, motions, applications, discoveries, and pre-trials


• Prepare and review pleadings, motion materials, mediation briefs, trial records, and other advocacy documents


• Provide strategic legal advice and opinions on liability, damages, coverage, causation, litigation risk, and settlement opportunities


• Leverage litigation technology and effectively manage electronic evidence, digital hearing materials, and virtual or hybrid proceedings


• Support, mentor, and train junior counsel while providing guidance on litigation strategy, advocacy, trial preparation, and best practices


• Contribute to team excellence through knowledge sharing, legal education, precedent development, and assistance with high-priority matters requiring senior trial expertise

Requirements

• Bachelor's degree in Juris Doctor, Laws or in a related field


• A minimum of nine years of relevant experience


• Other combinations of qualifications and relevant experience may be considered


• Trial experience, including the ability to independently conduct trials or arbitrations


• Insurance defence experience in bodily injury, commercial liability and/or subrogation matters


• Experience managing complex litigation files from intake through resolution or trial


• Experience in completing trials and complex hearings


• Experience coaching, mentoring or supervising junior and intermediate lawyers


• Experience developing or delivering legal training, trial preparation support or litigation best practices


• Experience across multiple lines of insurance business


• Member in good standing with the law society of Ontario


• Advanced oral and written advocacy skills, including courtroom advocacy, negotiation and persuasive written analysis


• Advanced knowledge of civil litigation procedure, trial practice, evidence and insurance defence strategy


• Advanced knowledge of the Rules of Civil Procedure, the Insurance Act and related insurance litigation principles


• Advanced knowledge of accident benefits, bodily injury, commercial liability, property loss and/or subrogation litigation

Core Competencies

Demonstrates advanced knowledge of civil litigation procedures, trial practices, and insurance defense strategies, with a strong focus on managing complex litigation files and providing strategic legal advice. Proven ability to mentor junior counsel and lead litigation strategies through all phases of trial and resolution.

Highest-signal resume keywords

• Trial Experience


• Insurance Defence Experience


• Advanced Oral And Written Advocacy Skills


• Mentoring And Coaching


• Knowledge Of Civil Litigation Procedure

Hard Skills

• Litigation Strategy Development


• Pleadings Preparation


• Mediation And Arbitration


• Trial Conducting


• Complex Litigation Management


• Legal Research And Analysis


• Digital Evidence Management


• Negotiation Skills


• Persuasive Written Analysis


• Insurance Litigation Principles

Soft Skills

• Team Collaboration


• Knowledge Sharing


• Leadership


• Communication Skills


• Mentoring

Certifications & Qualifications

• Juris Doctor


• Member In Good Standing With The Law Society Of Ontario

Industry Keywords

• Bodily Injury


• Commercial Liability


• Subrogation


• Rules Of Civil Procedure


• Insurance Act


• Accident Benefits


• Trial Practice


• Civil Litigation


• Litigation Risk


• Settlement Opportunities

Tools & Technologies

• Litigation Technology


• Electronic Evidence Management


• Virtual Hearing Platforms