Director, Product Operations

Legal Tech Consultants LLC; Toronto; Hybrid; CAD 190,000 - 219,000; Full time

Job summary

Litera is seeking a Director of Product Operations, a senior leadership role responsible for the operating backbone of a fast-growing portfolio of legal technology solutions. Based in a hybrid setup with presence in multiple cities, you will translate strategy into a repeatable rhythm across PM, engineering, UX, data, and marketing.

You will lead playbooks, cadence, and data-driven insights to drive adoption and portfolio performance.

Qualifications

• 10+ years in Product Operations, Product Management, or Program Management within technology or SaaS organizations, including 3+ years leading teams or programs at scale.
• Proven experience building and scaling product operating models, playbooks, and planning cadences across complex, multi-product portfolios.
• Track record of leading cross-functional programs and influencing senior stakeholders across product, engineering, UX, customer success, and go-to-market.
• Strong analytical and systems-thinking skills — able to synthesize data, design frameworks, and drive measurable operational improvement.
• Exceptional executive communication and presentation skills — able to craft compelling narratives and translate operational complexity into clear decisions and action.
• Advanced proficiency with product lifecycle and analytics tools such as Jira, Confluence, and Pendo.

Responsibilities

• Lead the operating backbone for a fast-growing portfolio of legal tech solutions.
• Partner with product management, engineering, UX, data, marketing, and GTM to translate strategy into repeatable, high-performing rhythms.
• Build durable systems, playing a key role in planning, execution, and learning across the product function.
• Develop and nurture governance, tooling, and coaching to raise the bar and ensure accountability.
• Adopt AI-enabled capabilities to improve collaboration, forecasting, and execution across the product function.

Job description

Ready to Help Shape the Future of LegalTech?!

At Litera, wedon’tjust buildsoftware,we transform how the world’s top law firmsoperate. Every day, we RaiseTheBar forwhat’spossible through AI, innovation, and solutions that power millions of legal professionals worldwide. Ifyou’reenergized by scale, real impact, and meaningful challenges,you’llfeel right at home here.

WhereYou’llWork

This is a hybrid role based inDenver, Toronto, Philadelphia,New Jerseyor Raleighwith the expectations to be in office at least 3 days a week for collaboration and connection.

Why this Role Matters

The Director of Product Operations is a senior leader responsible for the operational backbone of a complex, fast-growing portfolio of legal technology solutions. Reporting into product leadership, this role sets the operating model for how the product organization plans, executes, and learns while partnering with product management, engineering,UX, data, marketing, and go-to-market leaders to translate strategy into a repeatable, high-performing rhythm. This is a high-influence leadership role for someone who can build durable systems and raise the operational bar across the entire product function.

WhatYou’llDeliver

• A mature, cross-functional go-to-market model that ensures every product launch is strategically sequenced, operationally ready, and set up to drive adoption, retention, and expansion across Litera’s portfolio.
• A unified Product Playbook — the definitive, living standard for how Litera’s product teams roadmap, discover, plan, and launch — continuously refined and embedded into tools and onboarding so quality scales with the organization.
• A high-performing operating cadence that creates a disciplined, recurring rhythm of planning, execution, and review, giving leadership clear visibility and the product organization a shared tempo.
• Strategic roadmap alignment that connects product investment to business priorities, ensuring sequencing is clear, decisions traceable, and the organization moves with intent.
• Data-driven insights and reporting that give senior leaders the visibility they need to make confident decisions on resource allocation, delivery health, and portfolio performance.
• An enabled, high-velocity product organization — through coaching, governance, and tooling — where best practices are the default, accountability is built in, and teams consistently raise their bar.
• Evaluated and adopted AI-enabled capabilities that meaningfully improve collaboration, forecasting, and execution across the product function.
• Executive-ready narratives and communications that translate complex operational detail into clear decisions and actions for senior leadership, board members, and key stakeholders.

We’recommitted to creating an inclusive environment. If you needaccommodationsat any point in the process or in the role,we’rehere to support you.

WhatYou’llBring

Must-Haves:

• 10+ years in Product Operations, Product Management, or Program Management within technology or SaaS organizations, including 3+ years leading teams or programs at scale.
• Proven experience building and scaling product operating models, playbooks, and planning cadences across complex, multi-product portfolios.
• Track record of leading cross-functional programs and influencing senior stakeholders across product, engineering, UX, customer success, and go-to-market.
• Strong analytical and systems-thinking skills — able to synthesize data, design frameworks, and drive measurable operational improvement.
• Exceptional executive communication and presentation skills — able to craft compelling narratives and translate operational complexity into clear decisions and action.
• Advanced proficiency with product lifecycle and analytics tools such as Jira, Confluence, and Pendo.

Nice to Haves:

• Experience in legal technology, compliance, or other regulated industries.
• Background in product management, agile coaching, or UX operations.
• Experience leading change management and scaling organizations through high-growth phases.
• Certification in Agile, Scrum, or program/project management.

We know great candidatesdon’talways check every box. Ifyou’reexcited about this role, we encourage you to apply.

WhatYou’llExperience

• A team 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 Colorado and New Jersey Applicants

The base salary range for this role is $125,000 to $160,000 USD. Final compensation will be determined based on experience, skills, education, and other relevant qualifications. This role is also eligible to participate in a company bonus plan. In addition to base salary, Litera offers a comprehensive benefits package, including medical, dental, and vision coverage, a 401(k) with company match, and incentive and recognition programs. Benefits are subject to eligibility requirements.

Pay Transparency for Ontario Applicants

The base salary range for this role is $190,000 to $219,000 CAD with additional eligibility for a discretionary annual bonus and benefits. Final compensation will be determined based on experience, skills, education, and other relevant qualifications. In addition to base salary, 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.

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.

Litera is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees.