Job Description
Ready to Help Shape the Future of Legal Tech?!
At Litera , we don’t just build software, we transform how the world’s top law firms operate. Every day, we Raise The Bar™️ for what’s possible through AI, innovation, and solutions that power millions of legal professionals worldwide. If you’re energized by scale, real impact, and meaningful challenges, you’ll feel right at home here.
Where You’ll Work
This is a hybrid role based in Toronto with the expectations to be in office at least 3 days a week for collaboration and connection.
Why this Role Matters
As a Senior Director, Product Management at Litera, you will be part of a dynamic 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.
What You’ll Deliver
Product Strategy and Leadership
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
Drive platform thinking across products, ensuring Lito delivers consistent, scalable integration across all Litera workflows
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
AI and Platform Expertise
Bring deep expertise in generative AI and Large Language Model (LLM) technologies, including hands-on experience shipping AI-powered products to enterprise customers
Think at both the platform level (architecture, integrations, shared services) and the workflow level (user tasks, friction points, adoption drivers)
Drive the evolution of Lito as an ecosystem platform, ensuring interoperability across Litera’s suite of legal tools
Stay ahead of the AI landscape to ensure Lito maintains a differentiated and forward-looking product position
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
Build strong relationships with key enterprise clients and strategic partners
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 professional services to shape go-to-market strategies for Lito
Drive go-to-market strategies including pricing, positioning, and sales enablement
Influence packaging and positioning decisions for Lito’s AI capabilities across the Litera ecosystem
Support sales and account teams with clear product narratives and value articulation
Monitor market trends and the competitive AI landscape to inform product decisions
Cross-Functional Leadership and Execution
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
Remove obstacles and resolve cross-team dependencies to keep work moving forward
Executive Communication and Influence
Communicate product vision, priorities, and progress clearly to executive leadership
Present product strategies and updates to executives and board members
Connect product strategy to business outcomes in a clear and compelling way
Influence without authority across senior stakeholders and partner teams
Help shape broader company AI strategy through insight-driven product leadership
What You’ll Bring
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
Proven track record of defining and executing product strategy that spans multiple product lines or user personas
Exceptional ability to think at both the platform level (architecture, integrations, shared services) and the workflow level (user tasks, friction points, adoption drivers)
Demonstrated ability to lead platform products and AI-driven solutions at scale
Proven track record of delivering products from concept to market adoption
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
Pay Transparency for Ontario Applicants
This position has a base salary range of $200,000 to $225,000 CAD. Final compensation will be determined based on experience, skills, education, and other relevant qualifications . In addition to base salary, there is additional eligibility for a discretionary annual bonus. Litera offers a comprehensive benefits package, including medical, dental, and vision coverage, retirement savings plan with company match, and incentive and recognition programs. Benefits are subject to eligibility requirements.
#LI-Hybrid
Litera is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees.
Vacancy Status Disclosure: This job posting is for an existing job vacancy.
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. All hiring decisions are ultimately made by qualified Litera professionals.
Litera is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees.
