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Personal Injury Content Lead

Leap - Toronto, ON, Canada - Hybrid - posted 2026-10-23

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Salary: CAD 130,000 - 140,000 / annual

LEAP Legal Software is seeking a Personal Injury Content Lead to shape how their cloud-based legal practice management platform empowers personal injury lawyers and practitioners across Canada. This role combines deep litigation expertise with product innovation, requiring a practicing personal injury lawyer with extensive tort and Accident Benefits (AB) experience. You will leverage your experience running files from intake through Superior Court of Justice trials and Licence Appeal Tribunal (LAT) hearings to develop and refine automated matter types, documents, and workflows that reflect how PI lawyers and support staff actually work. Your responsibilities include conducting legal research to identify content enhancement opportunities, engaging with PI clients to gather feedback, overseeing and improving LEAP's Personal Injury matter types, and curating the library of automated forms and documents for LAT and Superior Court materials. A key aspect of this role involves working with AI tools to develop intelligent prompt templates and leverage LEAP's AI capabilities to generate draft affidavits, demand letters, AB correspondence, and other documents. You will present LEAP's PI-specific tools at conferences, CLEs, and industry events, building relationships with the PI and insurance bar. You'll also support strategic content initiatives through research, analysis, and project management. The role is hybrid, requiring 3 days per week in LEAP's downtown Toronto office. LEAP is a global leader in cloud-based legal practice management software, serving over 100,000 lawyers and their staff across Australia, Canada, the United States, the United Kingdom, the Republic of Ireland, Poland, and New Zealand. REQUIREMENTS: - LL.B. or J.D. degree with active membership in good standing with the Law Society of Ontario or another Canadian Law Society - Minimum 4+ years of extensive tort and AB experience - Experience appearing at LAT case conferences and hearings - Has run files from intake through Superior Court of Justice trials and LAT hearings - Has instructed clerks and associates on records and deadline management - Strong legal research, drafting, and analytical skills - Genuine passion for legal technology and innovation; experience with practice management or document automation software is an asset - Excellent communication and collaboration skills with comfort presenting to external audiences - Strong organizational and project management abilities with focus on quality and detail - Proactive, curious mindset with ability to travel occasionally for conferences - Preferably, exposure to appeals of LAT decisions at the appellate court level

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