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Director, Engagement - Canada

legora

OnSite Toronto
Social Media IT Governance Advertising

Job Score

100 pts
On-site model (+70) Social Media (+10) IT Governance (+10) Advertising (+10)

About Us

Legora is redefining how legal work gets done. Not built for lawyers, built with them. We work alongside the world’s best legal teams, who expect excellence, precision, and speed, and we hold ourselves to the same bar.

Our AI-native workspace lets legal professionals move faster, think more clearly, and operate with sharper precision. By analysing thousands of documents in minutes and powering end-to-end workflows, we cut through complexity, teams can focus on what matters: judgment, strategy, and outcomes.

1,000+ customers across 50+ countries trust us, including Cleary Gottlieb, Goodwin, Linklaters, White & Case, Dentons, and Barclays. We’ve scaled to $100M+ in ARR, with teams across Europe, North America and APAC, and continue to expand through acquisitions including Qura, Walter AI and Graceview.

We partner with world-class performers: including Aaron Judge and the New York Yankees, Ludvig Åberg (and his caddie), and campaigns featuring Jude Law.

Joining Legora means three things.

  • We lean in: ownership over titles, outcomes over intentions.

  • We fight for excellence: high standards, direct, ego-free feedback.

  • We grow together: as a team and with our customers.

Mission before ego. Everyone contributes. No one coasts.

If you’re driven by impact, pace, and raising the bar. This is the place.

About the Role

The way legal work gets done is changing, and Engagement is at the center of that transformation. We're looking for an experienced, strategic Engagement Director to build and lead a multi-layered team within our growing Engagement org that helps the world's top law firms and corporations fundamentally change the way they work with Legora.

This is a role for someone who has led change inside large, complex organizations and built and scaled the teams — and the leaders — that deliver it, and knows that real transformation is designed and managed. You will own the adoption and long-term success of an entire vertical (e.g., Enterprise Firms, East or Mid-Market Corps, West) — leading a team of Engagement Associates, Managers, and Senior Managers who build the relationships and define the outcomes, while you reserve yourself for the most strategic accounts and C-suite relationships as the senior strategic advisor who ensures Legora becomes an embedded part of how legal teams operate.

At the heart of the role is defining the engagement model for your vertical and building the frameworks and standards your team uses to design each client's adoption playbook and deliver multi-year change-management programs that transform how they work. Across the portfolios in your vertical you'll set the bar for how a tailored roadmap is built, how initiatives are sequenced from initial rollout through firm-wide scaled adoption, how measurable outcomes and ROI are defined, and how the program evolves as new AI capabilities and use cases emerge.

You will be critical as we continue to build a best-in-class adoption program at Legora, partnering with Leadership to scale the teams, leaders, and standards that help clients realize measurable ROI, expand successful use cases and transform the way their teams work.

What You’ll Do

You'll lead the post-sale customer experience for a vertical (e.g., Enterprise Firms, East or Enterprise Corporates, East) — owning onboarding, adoption and long-term value realization across every account in it, through the teams and leaders you build. Specifically, you will:

  • Define the engagement model for your vertical, setting the standard for how your team designs each client's adoption playbook: the tailored change-management approach, stakeholder map and target outcomes for how that customer adopts Legora and transforms the way they work.

  • Build the operating rhythms — portfolio and pipeline reviews, health inspection, coaching cadences — that keep the team executing against those playbooks at scale, sequencing initiatives from initial rollout to firm-wide scaled adoption and adapting as clients' needs and Legora's capabilities evolve.

  • Coach the team — including other people managers — to act as strategic advisors who deeply understand client goals and legal workflows, reserving yourself for the most strategic accounts and C-suite relationships, to engage executive sponsors, surface high-impact opportunities, and guide clients toward maximum value from Legora.

  • Set the standard for how the team drives sustained value through a structured operating cadence: success plans, enablement, stakeholder check-ins, training and value reviews — turning what works across portfolios into repeatable, scalable motions the whole vertical adopts.

  • Partner with Leadership and orchestrate engagement from cross-functional teams across your vertical to accelerate client success (GTM, Product, Legal Engineering, Engineering, Marketing, Support), maintaining end-to-end context across your portfolio and shaping how Legora delivers value.

  • Partner with GTM leadership on key commercial moments across the vertical to ensure seamless handoffs, continuity, and a great customer experience, and to identify and realize expansion opportunities — coaching the team to lead these conversations and stepping in on the most complex or strategic renewals and expansions.

  • Translate vertical-level feedback into action by collaborating closely with Leadership, Product, Engineering, and Marketing to shape roadmap, positioning, and enablement.

What You Bring

You care deeply about customer outcomes and you know that transformation has to be designed and led — and that scaling it across a vertical takes a high-performing team and the leaders to run it. You're proactive, strategic and comfortable steering demanding, senior stakeholders and executive sponsors through significant change. You take pride in being the reason customers — and the teams behind them — adopt, grow and succeed.

We're looking for:

  • A consulting or transformation background, with a demonstrated track record of designing and delivering change-management programs inside large, complex organizations — and building and leading the teams — and leaders — that deliver them at scale.

  • Experience building the standards and operating rhythms that scale tailored, client-level transformation roadmaps and adoption plans across a vertical and steering them to measurable outcomes.

  • 10+ years in management consulting, customer success, account management, or a related field, with 5+ years managing client-facing teams — including other managers and team leads — ideally with exposure to high-growth B2B SaaS or Legal Tech.

  • A track record of owning adoption, retention, and satisfaction across a vertical of enterprise clients and senior stakeholders — and of developing the people and leaders who deliver those outcomes.

  • Experience working with legal, compliance, or other regulated and complex industries or the ability to learn a complex domain exceptionally fast.

  • Strong operational discipline; you build inspection frameworks and run tight rhythms that keep multi-workstream initiatives moving across multiple teams and your clients confident.

  • Excellent communication skills and strong executive presence — written, verbal, and interpersonal. You are trusted in the boardroom with C-suite and legal leaders, coach your team and leaders through them, and roll up your sleeves with hands-on teams.

  • High EQ: you know when to listen, when to advise, when to coach and when to act — and when to step in versus let your team and leaders lead.

  • A love of fast-paced, early-stage environments where you build the playbook, the team and the function, not just build for yourself.

  • Deep data fluency; you read portfolio metrics and account health with rigor and use them to drive decisions across the vertical.

What’s In It For You

  • Global collaboration: Partner with teams and clients domestic and internationally.

  • Competitive package: Comprehensive salary, benefits, and tools for success.

  • Meaningful work: Your efforts shape how thousands of lawyers use AI daily.

  • In-person environment: Toronto office designed for ambitious builders.

Legora is an Equal Opportunity Employer

At Legora, we believe great teams are built on diversity of thought and experience. We’re proud to be an equal opportunity employer and committed to creating an inclusive, high-performance culture where everyone can do their best work. We welcome people of all backgrounds and don’t discriminate based on race, color, religion, national origin, gender, gender identity or expression, sexual orientation, age, disability, veteran status, or any other characteristic protected by law.

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About Social Media

The Social Media area is one of the most dynamic and constantly evolving fields in digital marketing. Social media professionals are responsible for creating, managing, and optimizing brand presence on digital platforms, building engagement and community with the target audience.

Key skills include social media management (Instagram, TikTok, LinkedIn, Facebook, YouTube), social media content creation, community management, paid social media (Meta Ads, LinkedIn Ads, TikTok Ads), metrics analysis, and strategic planning. Tools like Hootsuite, Sprout Social, Buffer, Later, and analytics platforms are essential.

Social media professionals in technology companies are highly valued, especially those who master paid social, social media analytics, and content strategies for different platforms. The field offers opportunities from analyst to head of social media, with a focus on growth, engagement, and return on investment.

About IT Governance

IT Governance is the area responsible for ensuring that information technology resources are used strategically, efficiently, and in compliance with standards and regulations. IT governance professionals ensure that technology supports business objectives in a secure and reliable manner.

Key skills include IT service management (ITIL), IT audit and compliance, risk management, business continuity, disaster recovery, metrics and indicators (SLAs, KPIs), and strategic alignment between IT and business. Frameworks like COBIT, ITIL, ISO 27001, and compliance standards are essential.

IT Governance professionals in technology companies are highly valued, especially those who master ITSM, IT audit, and risk management. The field offers opportunities from governance analyst to CIO/CTO, with a focus on efficiency, compliance, security, and business value.

About Advertising

The Advertising area is aimed at the planning, creation, and delivery of communication campaigns to promote brands, products, ideas, or services. Professionals in the sector work in advertising agencies or in-house marketing departments in creative fields (art direction, copywriting), strategic planning, account management, and media buying.

Discover Other Areas

Understand the scope of work, key skills, and tools used in different career areas.

About Blockchain

The Blockchain area involves the development and implementation of secure and distributed transaction ledgers. Professionals in this field work with smart contract development, cryptography, consensus algorithms, and platforms such as Ethereum, Hyperledger, and Solana, ensuring security and decentralization for various types of applications.

About Frontend

The Frontend area is responsible for creating the visual interfaces that users interact with on websites and web applications. Frontend professionals combine technical skills with design to deliver intuitive, responsive, and accessible digital experiences.

Key skills include HTML, CSS, JavaScript/TypeScript, frameworks like React, Angular, and Vue, build tools (Webpack, Vite), CSS (Tailwind, Sass), testing (Jest, Cypress), and knowledge of web performance and accessibility (WCAG). Familiarity with design systems and reusable components is a differentiator.

Frontend developers in technology companies are highly valued, especially those who master React, Next.js, web performance, and accessibility. The field offers opportunities from junior developer to frontend architect, with a focus on user experience, performance, and code quality.

About Automation Engineer

The Automation Engineer is the professional responsible for designing, developing, and implementing solutions that automate manual and repetitive processes in IT, infrastructure, testing, and operations. They combine programming knowledge with DevOps and SRE vision to eliminate manual tasks and increase operational efficiency.

Key skills include Infrastructure as Code (Terraform, Ansible, Pulumi), CI/CD (Jenkins, GitHub Actions, GitLab CI), test automation (Selenium, Cypress, Playwright), network automation (Netconf, SDN), RPA (UiPath, Power Automate), and scripting (Python, Bash, PowerShell). Knowledge of Kubernetes, GitOps (ArgoCD, Flux), and automation platforms is a differentiator.

Automation Engineers in technology companies are highly valued, especially those who can create automated deployment pipelines, self-healing infrastructure, and internal developer platforms (IDP). The field offers opportunities from junior automation engineer to automation architect and head of automation.

About Customer Service

The Customer Service / Client Relations area is essential for ensuring customer satisfaction, retention, and a good relationship. Professionals in this field are the primary interface for communication, handling inquiries, requests, feedback, and ensuring a high-quality day-to-day experience. Skills in communication, problem-solving, empathy, and patience are indispensable.

About Product Management

Product Management is one of the most strategically relevant areas in technology organizations. The Product Manager is responsible for defining product vision, prioritizing features, and coordinating multidisciplinary teams to deliver value to users.

Essential skills include strategic thinking, data analysis, communication, leadership, and technical knowledge. Tools like Jira, Confluence, Miro, and analytics platforms are fundamental in daily work.

Salaries for PMs range from entry-level to senior positions at major tech companies, with growing opportunities for international remote work.

Career Guides

Technology Career Guide

Planning, skills, interviews, and professional growth in IT, Data Science, DevOps, and Product.

Read full guide →

Design Career Guide

UX/UI, Graphic Design, Product Design. Portfolio, tools, interviews, and growth in the Design field.

Read full guide →

Marketing Career Guide

SEO, Paid Media, Growth, Content Marketing. Certifications, tools, and strategies to grow in Digital Marketing.

Read full guide →

Finance Career Guide

Financial market, investments, corporate finance, certifications, and strategies to grow in the financial field.

Read full guide →

Communication Career Guide

Journalism, PR, Corporate Communication, Content Marketing, and Multimedia Production.

Read full guide →

Administration Career Guide

Business Management, HR, Logistics, Consulting, Project Management, and Entrepreneurship.

Read full guide →

Data Career Guide

Data Science, Data Engineering, BI, Machine Learning, and AI. From training to the job market.

Read full guide →

Product Career Guide

Product Management, Product Ownership, Agile, Scrum, and OKRs. From strategy to execution.

Read full guide →

Tech & Remote Glossary

Stop getting lost in interviews and job descriptions

The job market, especially within tech and global companies, has developed its own dialect. Not understanding these acronyms can make you lose valuable opportunities or poorly negotiate your contract. To end this problem, we created the Definitive Glossary for the Remote Professional.

🏢 Work Models & Routine

Async (Asynchronous Work)
A communication model where responses don't need to be immediate. Instead of back-to-back meetings, the team relies on well-structured documents, threads, and messages. It's the gold standard for global companies spanning multiple time zones.
Sync (Synchronous Work)
The opposite of Async. It requires the team to be online and available at the same time for meetings, live chats, and real-time collaboration.
Daily / Stand-up
A quick daily meeting (usually 15 minutes) common in Agile (Scrum) methodologies. The team answers three questions: What did I do yesterday? What will I do today? Are there any blockers?
All-Hands / Town Hall
A company-wide meeting involving all employees. Usually led by the founders (C-Levels) to present results, new goals, and answer team questions.
1:1 (One-on-One)
A recurring individual meeting between a professional and their direct manager. It is used for career alignment, feedback, and problem-solving, not just for project status updates.

💰 Contracts, Benefits & Compensation

PTO (Paid Time Off)
Instead of strict, categorized leave policies, modern US companies usually offer a flexible pool of days (e.g., 20 days of PTO, or even "Unlimited PTO") that you can use for vacations, sick days, or personal matters, while receiving your regular compensation.
Equity / Stock Options
Company ownership. The startup offers you the right to buy shares at a heavily discounted strike price in the future. If the company grows, goes public, or is acquired, these shares can be highly lucrative.
Vesting (Vesting Schedule)
The rule that controls your Equity. It usually lasts 4 years. You don't get all the shares on day one; you "earn" them gradually as you stay with the company. A "1-year Cliff" means you must stay for at least one year to receive your first batch of shares.
RSUs (Restricted Stock Units)
Unlike Stock Options (where you have the right to buy the stock), RSUs are actual shares the company grants you as a bonus or part of your compensation package, following a strict Vesting schedule.
Independent Contractor (1099 / B2B)
The most common international hiring model for global talent working for US companies. You act as a service provider (business-to-business), receiving the gross salary (often six-figure compensation) without standard local payroll tax deductions at the source.

🤖 Recruitment & Hiring Process

ATS (Applicant Tracking System)
The "robot" that reads your resume. Software like Greenhouse, Ashby, and Workday are used to filter candidates by keywords before a human even looks at the document. (Pro tip: this is why your resume must be clean, semantic, and have the right keywords).
JD (Job Description)
The document that lists the responsibilities, technical requirements, and benefits of the open position.
Cultural Fit
The interview stage that evaluates if your core values, communication style, and worldview align with the company's culture. This is the ultimate test of your Soft Skills.
Onboarding
The integration process. It's the period of your first few weeks at the company, where you get your access credentials, learn about the culture, study the internal documentation, and understand how the product works.

🚀 How to use this to your advantage?

The secret isn't just knowing what these acronyms mean, but using them actively. If during an interview for a premium tech role you ask, "How does your PTO policy and Vesting schedule work?", the recruiter will immediately perceive you as a high-level professional, familiar with the global market standards.

The remote job market requires preparation. And having the right vocabulary is the first big step to securing six-figure proposals and standing out among thousands of applicants.

Expert Tip

Landing Top-Tier Traffic Analyst and SEO Roles

The New Era of Performance Marketing

The digital marketing landscape has undergone a radical transformation in recent years. The era of the "button pusher" who merely launched Meta Ads campaigns or stuffed keywords into WordPress is officially over. Today, companies—especially top-tier US startups and global tech corporations offering six-figure compensations—are looking for analytical, Growth-focused, and highly Data-Driven professionals.

Whether managing multi-million dollar paid media budgets or optimizing site architecture for the new AI-driven search engines, the Traffic and SEO Analyst has become the engine of predictable revenue for tech companies worldwide.

1. Technical SEO and the AI Revolution (SGE)

With Google's introduction of the Search Generative Experience (SGE), SEO is no longer just about backlinks and search volume. It now requires a deep understanding of search intent and topical authority.

What Tech Recruiters are looking for:

  • Technical SEO Mastery: The ability to analyze Core Web Vitals, manage Crawl Budgets, and optimize JavaScript rendering (a critical factor for modern frameworks like React and Next.js).
  • Advanced Data Analysis: Fluency in enterprise tools such as Screaming Frog, Semrush, Ahrefs, and Google Search Console.
  • Focus on E-E-A-T: Experience, Expertise, Authoritativeness, and Trustworthiness. Understanding how to structure content so that Google's algorithm recognizes it as a reliable primary source.
"Modern SEO success requires you to stop optimizing for algorithms and start optimizing for the user journey, using technical data to remove any friction along the way." — Google Search Central Guidelines

2. Paid Traffic: From Operational to Strategic

In the realm of paid media (Google Ads, Meta Ads, LinkedIn Ads, TikTok Ads), platform automation handles most of the bidding work (Smart Bidding). The modern candidate's competitive edge lies in acquisition strategy and financial viability analysis.

Metrics you must master for your interviews:

  1. CAC (Customer Acquisition Cost): Moving beyond Cost Per Click (CPC). Understanding exactly how much it costs to acquire a paying user.
  2. LTV (Lifetime Value): Knowing how to cross-reference acquisition costs with the value a customer brings to the company over time (LTV:CAC ratio).
  3. ROAS vs. ROI: Grasping the crucial difference between the direct return on ad spend (ROAS) and the actual return on investment for the entire business (ROI).
  4. Server-Side Tracking: With the deprecation of third-party cookies, mastering the Conversions API and Google Tag Manager (GTM) Server-Side is a massive senior requirement.

3. Building an Unbeatable Portfolio

In the global remote market, degrees matter far less than proven results. Your portfolio shouldn't just be a resume; it should be a comprehensive document of Case Studies.

Structure your cases using the STAR method:

  • Situation: What was the baseline? E.g., "The e-commerce brand was burning $10k/month with a 1.2 ROAS."
  • Task: What was the goal? E.g., "Reduce CPA by 30% and increase non-branded organic traffic."
  • Action: What did YOU do technically? E.g., "Audited GTM, restructured PMax campaigns, and applied Schema markup in the HTML."
  • Result: The numerical impact. E.g., "Scaled ROAS to 3.8 and grew organic traffic by 45% in 3 months."

4. Certifications That Actually Open Doors

If you want to bypass strict Applicant Tracking Systems (ATS) like Greenhouse or Workday, ensure your LinkedIn and resume feature official certifications issued by the tech platforms themselves:

References and Must-Reads

To stay relevant in a market that changes weekly, we highly recommend following these official sources:

  1. Official Google Search Central Documentation.
  2. Annual State of Marketing Reports from HubSpot and Semrush.
  3. Technical articles focused on Data-Driven Marketing from the Harvard Business Review.

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