Job Description

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 the 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 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.

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. Lito is not simply a feature; it is the platform that will 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.

Key Responsibilities:

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

Qualifications:

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

Why Join Litera?

The company culture: 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
Global, Dynamic, and Diverse Team: Litera is a global company with ambitious goals and unlimited opportunities, offering a dynamic and diverse work environment where employees can grow, listen, empathize, and problem-solve together
Comprehensive Benefits Package: Experience peace of mind with our health insurance, retirement savings plans, generous paid time off, and a supportive work-life balance. We invest in your well-being and future, ensuring a rewarding career journey
Career Growth and Development: We provide career paths and opportunities for professional development, allowing employees to progress through various technical and leadership roles

#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.

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 benefits. The final offer will depend on experience, qualifications, and internal equity.

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.

Senior Director, Product Management – Lito Platform