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Legal Content Specialist

LEAP Legal Software

Toronto, Ontario, Canada Hybrid permanent

Posted: January 28, 2026

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Quick Summary

The Legal Content Specialist plays a central role in developing, maintaining, and improving the legal content that powers LEAP Canada’s legal software.

Job Description

The Legal Content Specialist plays a central role in developing, maintaining, and improving the legal content that powers LEAP Canada’s legal software. This position combines hands-on legal research with quality assurance and form review responsibilities, ensuring that LEAP’s legal content—including automated court and government forms, AI prompts for drafting, and content tools—is accurate, compliant, and practical for day-to-day use by legal professionals.

A key feature of this role is the opportunity to work directly on emerging legal technology initiatives. Legal Content Specialists contribute to the creation of AI-driven prompts, templates, and tools within LEAP Content, gaining valuable experience at the intersection of law and artificial intelligence. This provides a meaningful edge for candidates looking to build expertise in the rapidly evolving legal technology space.

This is a content-focused, non-firm role that offers an alternative career path for experienced law clerks and paralegals. There are no billable targets or client file pressures—instead, the focus is on delivering high-quality legal content that supports thousands of practitioners across Canada.

The role is ideal for a paralegal or law clerk with 2–4 years of experience who enjoys legal research, document preparation, process improvement, and working closely with technology-driven teams. The Legal Content Specialist will work collaboratively with internal stakeholders and users to translate legal requirements into high-quality, scalable content

About LEAP
LEAP is the leading provider of Legal Practice Productivity Solutions in the world and is part of ATI – one of the largest international LegalTech companies. For more than 30 years, our curiosity and commitment to continual improvement have kept us reimagining productivity tools for lawyers and their staff to support our guiding purpose, which is to ‘Help lawyers who help people.’ The market-leading software we develop, and support is used by more than 100,000 lawyers and their staff in small and medium-sized law firms.

Working alongside our international team of passionate high achievers, you’ll join a fast-growing technology business where things seldom stay the same for long. With more than 1000 smart, caring and ambitious ‘LEAPsters’ working together across Australia, Canada, the United States, the United Kingdom, the Republic of Ireland, Poland and New Zealand, you’ll be in good company here.

KEY RESPONSIBILITIES
Legal Research & Content Development

• Conduct practical legal and procedural research across multiple areas of law and Canadian jurisdictions, focusing on court rules, filing requirements, and commonly used legal documents.
• Review legislation, court rules, practice directions, and procedural materials to ensure content reflects current requirements used in day-to-day legal practice.
• Support new content initiatives by contributing precedent-based research and practical drafting insights commonly applied in paralegal and law clerk work.
• Assist with the development of AI-driven templates and automated documents, such as affidavits, letters, and court forms.
• Help design and refine AI prompts and content tools that streamline drafting and enhance user workflows.

Automated Forms & Quality Assurance

• Review a high volume of automated court and government forms to ensure accuracy, compliance, and adherence to internal quality standards.
• Test automated forms to confirm correct data population and efficient workflows.
• Update existing content to reflect legislative changes, rule amendments, or updated best practices.

Collaboration & Feedback

• Work closely with internal teams to communicate research findings, form requirements, and quality issues.
• Incorporate user and stakeholder feedback into content improvements and enhancements.
• Contribute to documenting and refining internal quality standards and content guidelines.
• Facilitate training sessions on content best practices and updates.

REQUIRED QUALIFICATIONS

• 2–4 years of experience working in the legal industry as a paralegal, law clerk or legal assistant.
• Strong legal research skills and the ability to interpret legislation, court rules, and procedural materials.
• Experience preparing and reviewing court and/or government forms.
• Exceptional attention to detail and commitment to quality.
• Strong written and verbal communication skills.
• Proficiency in Microsoft Word, including advanced formatting.
• Strong organizational and time management skills, with the ability to manage competing priorities.
• Ability to work independently while contributing effectively within a collaborative team environment.

Desirable

• Experience with legal practice management or document automation software.
• Exposure to multiple practice areas or jurisdictions.
• Interest in legal technology, AI-driven drafting tools, and process improvement.
• Experience contributing to large-scale or multi-phase projects.

BENEFITS

What you'll get

Why work at LEAP?

There are endless opportunities within our business to progress and grow your career and full training is provided so an aptitude and hunger to learn is essential. We offer:

• Competitive compensation with a base salary and a bonus structure. The base salary band for this role ranges from: $65,000 CAD - $73,000 CAD annually. Salary will be based on level of experience.
• Excellent group insurance benefits
• RRSP with employer matching
• Generous Paid Time Off (PTO), including starting at 4 weeks’ vacation, sick days, floater/personal days and volunteer days
• Hybrid working model at our beautiful and modern downtown Toronto office as well as work from home days
• Collaborative and inclusive work environment filled with learning and support

At LEAP,

We care about what we do and the people we work with

We continually improve to be the best

We NEVER EVER GIVE UP!

At LEAP we are committed to fostering an inclusive and accessible environment. We are dedicated to building a workforce that reflects the diversity of the community in which we live, including those with disabilities. LEAP is committed to providing accommodations in all parts of the hiring process. If you require accommodation, we will work with you to meet your needs

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