Join the Legal Tech Revolution at Litera. Litera is on a mission to Raise The Bar™ for the legal profession by delivering transformational, trusted solutions to law firms and corporate legal teams worldwide. As a leader in legal technology and AI innovation, Litera helps legal professionals work more efficiently, reduce risk, and deliver better outcomes for their clients.Where You’ll Work This is a hybrid role based in Toronto with expectations to be in office at least 3 days a week for collaboration and connection.

Overview As a Senior Director, Product Management at Litera, you will be part of a agile team that is passionate about driving innovation in the legal technology space. You will have the opportunity to work with cutting‑edge tools and collaborate with industry experts to deliver solutions that make a real difference in the legal profession.

The Senior

Director, Product for Lito & Platform is responsible for setting and executing the product strategy for Lito – Litera’s GenAI platform. This role owns the evolution of Lito from a chat‑based agent into a Litera‑wide AI intelligence layer that supercharges every legal and business workflow across the Litera product ecosystem. it is the platform thatwill connect and amplify Litera’s entire suite of solutions, from document drafting and redlining to matter management, firm intelligence, and beyond. This role operates at the intersection of generative AI innovation, legal technology, and enterprise platform strategy.

The Senior

Director will work closely with customers, go‑to‑market teams, engineering, design, and executive stakeholders to deliver an AI experience that meets legal and business professionals where they work and elevates what they can accomplish. This is a highly visible leadership role that requires credibility with law firm leaders and the ability to balance strategic thinking with practical execution. Define and own the long‑term product vision and strategy for Lito, Litera’s GenAI platform and AI intelligence layer and the Litera One Web experience.

Translate firm‑level business needs into a clear, prioritized roadmap aligned with Litera’s platform direction. Identify market opportunities and shape product roadmaps for competitive advantage in the legal AI space. Leverage generative AI and LLM capabilities to deliver meaningful workflow automation and intelligence,



not just chat interfaces.

Balance near‑term customer value with long‑term architectural and platform investments. Optimize the Product Management Machine to empower your team. Bring deep expertise in generative AI and Large Language Model (LLM) technologies, including hands‑on experience shipping AI‑powered products to enterprise customers.

Drive the evolution of Lito as an ecosystem platform, ensuring interoperability across Litera’s suite of legal tools. Partner with Engineering, Design, and AI/ML teams to ensure high‑quality, reliable, and performant AI experiences.

Legal Industry

Expertise A Plus Bring strong understanding of how law firms operate across practice management, document workflows, matter management, and business development. Understand how legal professionals evaluate, buy, implement, and adopt AI‑powered software, including change management and adoption dynamics. Act as a trusted product advisor to law firm partners, CIOs, legal operations leaders, and end users.

Translate firm strategy, competitive pressures, and regulatory or compliance needs into AI product direction.

Customer

Engagement and Market Insight Engage directly with customers to validate problems, test concepts, and refine AI solutions.

Represent

Lito and Litera One Web in customer briefings, roadmap discussions, and industry forums. Use data, customer feedback, and competitive analysis to continuously guide product decisions. Go‑to‑Market and Commercial Impact Partner closely with product marketing, sales, customer success, and skilled services to shape go‑to‑market strategies for Lito.

Support sales and account teams with clear product narratives and value articulation. Lead and develop a team of product managers across the Lito platform. Foster strong collaboration with engineering, design, data, and AI teams.

Empower your product managers to lead cross‑functional teams through product development cycles and successful launches.



Ensure high‑quality delivery through clear priorities, strong execution discipline, and customer validation. Influence without authority across senior stakeholders and partner teams.

Help shape broader company AI strategy through insight‑driven product leadership. Significant experience in product leadership roles within B2B SaaS, enterprise software, or legal technology. Demonstrable expertise with generative AI and Large Language Model (LLM) technologies, including experience shipping AI‑powered products to enterprise customers.

Strong people leadership skills with experience building and mentoring product teams. Exceptional communication skills with the ability to engage both technical and non‑technical audiences.

Experience in the legal technology market or a closely related professional services industry strongly preferred.

Experience working within a Microsoft 365 / Azure ecosystem is a plus. Advanced degrees such as MBA, JD, or equivalent experience is a plus. We emphasize helping each other grow, doing the right thing always, and being part of a journey to amplify impact, creating an exciting and fulfilling work environment.

Commitment to Employees: Our people commitment is based on what employees love most about being part of the team, focusing on tools that matter to the difference‑makers in the legal world and amplifying their impact.

Experience peace of mind with our health insurance, retirement savings plans, generous paid time off, and a supportive work‑life balance.

Career Growth and Development: We provide career paths and opportunities for professional development, allowing employees to progress through various technical and leadership roles.

Salary Range (Ontario Applicants) This position has a base salary range of $200,000 to $225,000 CAD, with additional eligibility for a discretionary annual bonus and perks. The final offer will depend on experience, qualifications, and internal equity.

Recruitment Process

Litera may use artificial intelligence and automated tools as part of the recruitment and hiring process to support activities such as resume review, candidate matching, and workflow efficiency. These tools are designed to assist, not replace, human decision‑making. We celebrate diversity and are committed to creating an inclusive environment for all employees. #

📌 Senior Director, Product Management - Lito Platform (Toronto)
🏢 Litera
📍 Toronto