Senior Director, Product Management – Lito Platform

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

What You’ll Experience

A t ea m that shows up. Work alongside people who collaborate, support one another, and lead with integrity.

Global Reach. Partner with teams around the world to solve complex challenges that matter.

Real opportunity for growth. Expand your impact through meaningful stretch opportunities, visibility and career development.

AI-driven innovation. Work at the intersection of legal technology, customer outcomes, and cutting-edge AI.

• 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.