Wills & Estates Content Lead

Are you a Wills & Estates lawyer who loves technology and wants to shape the future of legal practice? Join LEAP Legal Software, where we’re transforming how law firms work through automation, AI, and beautifully designed legal tools.

As our Wills & Estates Content Lead, you’ll use your legal expertise to help design and improve LEAP’s cutting-edge software for estate practitioners across Canada. You’ll work closely with a team of developers, product specialists, and legal professionals to ensure our platform truly meets the needs of lawyers in real-world practice — from estate planning to estate administration.

This is a unique opportunity to combine your legal experience with innovation in AI, automation, and legal content development — all within a collaborative, growth-oriented, and dynamic work environment.

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.

Meet the Content Development team

Our Content Development team consists of local, regional, and global professionals reassuring clients that our software isn’t just cutting edge – it’s world-class, too. Responsible for maintaining LEAP’s global standards of care and expertise, the team harnesses a deep and complex understanding of the intricacies of law across jurisdictions and over time – ensuring LEAP’s output is always current, compliant and appropriate.

From database design to document management and legal research, you’ll turn an encyclopaedic knowledge of the law into a more streamlined and automated global LEAP experience. As a result, LEAP helps law firms help people and make a real difference.

We are seeking an Wills & Estates Content Lead for a highly motivated, high-velocity, and growing team in our offices in Toronto and Poland, who will investigate how to tailor our software to meet the needs of legal professionals working in Wills & Lifetime Planning and Estate administration. The Wills & Estates Content Lead will be a legal expert who is excited about working in a technology company and keen to work in a dynamic, innovative environment outside of a traditional legal career to help shape the future of legal practice. This role will report to the Director of Canadian Content Development.

Key Responsibilities

• Shape the future of legal tech: Leverage your legal expertise to design tools that help firms work smarter and more efficiently.
• Lead content innovation: Conduct legal research across multiple provinces to identify opportunities to enhance LEAP’s Wills & Estates content and automation.
• Client communication and feedback: Engage with clients, gather feedback, and work cross-functionally with our Forms, Development, and Product teams to bring your insights to life.
• Enhance matter types: Oversee and continuously improve LEAP’s Wills & Estates matter types to ensure seamless workflows for our users.
• Modernize estate administration: Curate and expand LEAP’s library of automated forms, ensuring they accurately populate with client data for faster, error-free document creation.
• Work with AI tools: Develop intelligent AI prompt templates and leverage LEAP’s AI capabilities to generate draft affidavits, letters, and other documents — revolutionizing how lawyers prepare materials.
• Drive new projects: Support strategic content initiatives through research, analysis, and project management, helping deliver best-in-class products to our clients.

Required Qualification

• LL.B. or J.D. degree with active membership in good standing with a Canadian Law Society.
• Minimum 3 years’ experience practicing in Wills, Lifetime Planning, and Estate Administration.
• Strong legal research, drafting, and analytical skills.
• A genuine passion for legal technology and innovation — experience using practice management or document automation software is an asset.
• Excellent communication and collaboration skills — you enjoy working across teams and departments.
• Strong organizational and project management abilities with a focus on quality and detail.
• A proactive, curious mindset — you love finding smarter, simpler ways to get things done.

Benefits

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 plus bonus structure. The base salary band for this role ranges from: $100,000 CAD - $140,000 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.