Job Description
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.
This Senior Product Manager role sits at the heart of Litera’s strategy to modernize how contracts are drafted, negotiated, and finalized. The position can be based in our Toronto office, following our hybrid working model of 3 days a week in the office.
Role Overview
As a Senior Product Manager focused on contract drafting and negotiation, you will own one of Litera’s most strategically important lawyer workflows and be accountable for meaningful business outcomes, including adoption, retention, and revenue impact.
You will lead the evolution of an end‑to‑end workflow that spans precedent discovery, clause assembly, collaboration, redlining, and clause‑level negotiation. Your role is to transform how legal teams work—helping them draft faster, negotiate more consistently, reduce risk, and close matters more efficiently—by applying innovative, AI‑powered approaches that lawyers trust and adopt at scale.
This is a senior‑level role with significant autonomy and influence. Success is measured not by feature delivery, but by customer impact and commercial results.
Business Outcomes You Will Drive
In this role, you will be directly accountable for:
Increased product adoption and engagement among lawyers involved in contract drafting and negotiation
Reduced time and effort to draft and negotiate contracts, driving clear productivity gains for customers
Greater consistency and reuse of approved clauses, helping firms manage risk and institutional knowledge
Improved customer retention and expansion, supported by workflows that become critical to daily legal work
Stronger competitive differentiation through AI‑enabled drafting and negotiation experiences that competitors cannot easily replicate
Core Product Focus
You will lead strategy and execution for an end‑to‑end contract drafting and negotiation workflow, including:
Precedent document and template discovery
Clause‑level drafting, insertion, replacement, and standardization
Multi‑party collaboration through comments and review cycles
Redlining and comparison across negotiation iterations
Clause‑level tracking of accepted, rejected, and substituted language
AI is a central lever in this role, but always applied in service of outcomes: faster drafting, better decisions, and higher lawyer confidence. You will across the full product management stack ensuring deep understanding of:
The Customer – Clearly articulating who our customers are and the problems they face in their workflow. You’ll engage directly with customers to learn about their needs and concerns. You’ll present and gather feedback on the roadmap. You’re skilled at synthesizing, understanding, and tracking customer data and use it to help prioritize engineering efforts.
The Competition – Be the expert on what the competition is doing as well as where the market is heading from a trends perspective. You’ll be responsible for a deep understanding of how we differentiate, but not just for difference's sake, but to support our position in the market.
The Requirements – You’ll define engineering efforts by authoring Epics and Stories that clearly define WHO the feature or experience is for, written in the user voice and WHY this effort is valuable. Clear prioritization is critical with a rolling monthly updated roadmap modified and refreshed based on the latest data and customer information.
The Story, The Vision – Everyone from engineering, QA, user experience, marketing and customer facing teams need to know what story we’re trying to tell with the work we’re doing. Not the “What” but the “Why” it matters. A coherent vision told as a story in the user voice is critical for aligning all disciplines to the same goal.
The Roadmap – What is coming next? When is it coming? You’ll drive the beating heart of the Product Development organization. You’ll adjust the prioritization based on customer data, engineering team status and latest strategic priorities. You’ll balance short term tactical delivery-focused monthly releases with longer term strategic approaches to winning in the market. This role will have a specific focus on Kira’s path forward as AI technologies continue to advance.
The User Experience – You’ll partner with the Litera Design team to ensure the user experience is a first-class citizen in our product development efforts. While the Product Manager does not own the design direction in isolation, they must be passionate about the end user experience and advocate for the various personas.
The End-To-End – Your job is to shepherd the development of the product and to enable the Go-To-Market teams so they’re armed to tell the right story and can support our customers with confidence.
Key Responsibilities
Product Strategy & Commercial Impact
Define and own the product vision and roadmap for contract drafting and negotiation, aligned to Litera’s growth and revenue goals.
Identify opportunities where improved workflows and AI‑assisted experiences can drive higher adoption, retention, and expansion.
Make clear trade‑offs based on business impact, customer value, and delivery cost.
Adoption & Customer Value
Treat adoption as a first‑class product outcome, designing workflows that lawyers want to use repeatedly.
Partner with customer success and sales to understand why customers buy, expand, or churn and translate those insights into product decisions.
Establish and track success metrics tied to usage, workflow completion, and customer outcomes, not just feature delivery.
AI‑Enabled Workflow Ownership
Lead the delivery of AI‑assisted capabilities that help lawyers draft, review, and negotiate contracts more effectively.
Ensure AI features are trusted, explainable, and controllable, driving confidence rather than resistance among legal users.
Balance innovation with reliability in a domain where accuracy and risk management are critical.
Go‑to‑Market Enablement
Work with marketing and sales to clearly articulate the value of contract drafting and negotiation capabilities in commercial terms.
Support sales enablement by translating product capabilities into customer‑relevant outcomes, use cases, and ROI narratives.
Inform pricing, packaging, and positioning decisions based on customer value and competitive dynamics.
Cross‑Functional Leadership
Partner closely with engineering, design, data science, and domain experts to deliver high‑impact solutions efficiently.
Communicate product priorities, outcomes, and performance clearly to executive stakeholders.
Champion an outcome‑driven product culture focused on customer value and business results.
Mentor and influence other product managers, contributing to a strong, outcome‑driven product culture.
Qualifications
5+ years of experience in product management, with ownership of meaningful customer‑facing workflows
Strong business acumen, with the ability to connect product decisions to adoption, revenue, and retention outcomes
Demonstrable familiarity with AI and technology shifts
Experience driving user adoption for complex, workflow‑heavy products
Excellent communication and stakeholder management skills
Experience as a Transactional Lawyer or in legal technology or adjacent professional services markets is preferred
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: Our 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 $140,000 to $175,000 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.