Director, Product Operations (Product Operating Model + Leadership)

Toronto, ON
Hybrid
Posted Sep 2, 2026
1 position

US$125,000–US$160,000 / year

Opens an external site

Employment type: Full-time
Experience level: Lead · 10+ years
Posting language: English
Working hours: 40 hours per week
Office presence: 3 days per week

Job summary

The Director of Product Operations will lead the operational backbone of the product organization by establishing a unified product playbook and high-performing operating cadence. They will partner with cross-functional leaders to align product strategy with business priorities and drive scalable, data-driven product execution.

Job details

Where You’ll Work This is a hybrid role based in Denver, Toronto, Philadelphia, New Jersey or Raleigh with the expectations to be in office at least 3 days a week for collaboration and connection. Responsibilities * 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 are 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. Requirements Must-Haves: * 3+ years leading teams or programs at scale * 10+ years in Product Operations, Product Management, or Program Management within technology or SaaS organizations * 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. Pay Transparency for Ontario Applicants The base salary range for this role is $125,000 to $150,000 CAD. Final compensation will be determined based on experience, skills, education, and other relevant qualifications. This role is also eligible to earn commission based on performance. 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. Pay Transparency for Colorado Applicants The base salary range for this role is $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. Litera is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees.

What you’ll do

Requirements

Candidates must have 10+ years of experience in Product Operations, Product Management, or Program Management within SaaS organizations, including 3+ years in leadership. Strong systems-thinking, executive communication skills, and proficiency in product lifecycle tools like Jira and Pendo are required.