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Engagement Associate - Chicago

legora

OnSite Chicago
Information Security Social Media Cloud Solutions

Job Score

100 pts
On-site model (+70) Information Security (+10) Social Media (+10) Cloud Solutions (+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 Engagement Associate to join our growing team and support the world's top law firms and corporations as they fundamentally change the way they work with Legora.

This is a role for someone eager to learn how change is led inside large, complex organizations and who understands that real transformation is designed and managed. You'll support the Engagement Managers and Directors who own the adoption and long-term success of their accounts — taking ownership of discrete workstreams that keep adoption on track, building the relationships, and learning what turns Legora into an embedded part of how legal teams operate.

At the heart of the role is helping execute each client's adoption playbook and supporting the change-management programs that transform how they work. For every account you will contribute to the roadmap, help sequence initiatives from initial rollout through firm-wide scaled adoption, and prepare the materials that track measurable outcomes and ROI as the program evolves with new AI capabilities and use cases.

You will be a key part of the team as we continue to build a best-in-class adoption program at Legora, helping clients realize measurable ROI, expand successful use cases and transform the way their teams work. It's a fast-track role: as you build that foundation, you'll grow toward owning an account book of your own.

What You’ll Do

You'll support the post-sale customer experience, contributing to onboarding, adoption and long-term value realization across Legora's strategic and enterprise accounts. Specifically, you will:

  • Contribute to each client's adoption playbook: supporting the tailored change-management approach, stakeholder map and target outcomes for how that firm adopts Legora and transforms the way they work.

  • Help execute against that playbook, owning discrete workstreams from initial rollout to firm-wide scaled adoption and adapting as the client's needs and Legora's capabilities evolve.

  • Build product fluency and a feel for client goals and legal workflows, surfacing opportunities to the leads you support and helping guide client teams toward value from Legora.

  • Support a structured operating cadence: preparing success plans and training resources, running enablement sessions, and helping with stakeholder check-ins and value reviews.

  • Coordinate with cross-functional teams to accelerate client success (GTM, Product, Legal Engineering, Engineering, Marketing, Support), helping maintain end-to-end account context and coordination.

  • Support the team on key commercial moments to help ensure seamless handoffs, continuity, and a great customer experience, and to flag expansion signals to the account lead.

  • Channel customer feedback to Product, Engineering, and Marketing to help inform roadmap, positioning, and enablement.

  • Track account health and usage in our tools, surfacing early signals of risk or opportunity to the leads you support.

  • Learn the craft fast — observing how senior Engagement Managers operate, seeking feedback, and applying it as you grow toward owning accounts of your own.

What You Bring

You care deeply about customer outcomes and you're eager to learn how transformation is designed and led. You're proactive, organized and energized by supporting demanding, senior stakeholders through significant change. You take pride in helping customers adopt, grow and succeed.

We're looking for:

  • A foundation in management consulting, client advisory, a customer-facing role in B2B SaaS, or the legal field, ideally with exposure to large, complex organizations.

  • Experience supporting client-level projects and helping drive them toward measurable outcomes.

  • 1+ years in management consulting, customer success, account management, or a related field, ideally with exposure to high-growth B2B SaaS or Legal Tech.

  • Exposure to supporting adoption, retention, and satisfaction with enterprise clients and senior stakeholders.

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

  • Strong organizational and project management instincts; you juggle multiple workstreams without dropping detail.

  • Clear, confident communication skills — written, verbal, and interpersonal. You're comfortable running client calls and supporting senior and hands-on stakeholders alike.

  • High EQ: you know when to listen, when to ask and when to act.

  • A love of fast-paced, early-stage environments where you are eager to learn the playbook and contribute to building it.

  • Comfort with metrics and driven by data, customer health, and outcomes over process.

  • An appetite for AI — eager to automate your own work and pick up the tools the team uses to create leverage.

  • Curiosity and a growth mindset — you learn complex products and industries fast and want to grow toward owning accounts of your own.

What's In It For You

  • Global collaboration: Partner with teams and clients across Stockholm, New York, London, and Sydney.

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

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

  • In-person environment: Chicago office designed for ambitious builders and company provided lunch daily.

  • Benefits & Perks: We invest in our people with a comprehensive, thoughtfully designed benefits package:
    Medical, Dental & Vision

    • Multiple medical plan options via Aetna and Kaiser Permanente

    • HSA or Healthcare FSA (based on plan selection)

    • Dental plans via MetLife

    • Vision plans via Vision Care

    Family Support

    • Generous parental leave

    • Free access to Maven Clinic

    • Dependent Care FSA

    • Free One Medical membership for employees and dependents

    Additional Perks

    • Pre-tax commuter benefits

    • Life Insurance + STD/LTD

    • 401(K) with generous company match

    • Unlimited PTO

    • Robust voluntary benefits, including identity protection (via Aura), legal coverage via MetLife, pet savings programs, and more

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 Information Security

The Information Security area is one of the most strategic and in-demand fields in the technology market. With the rise of cyberattacks, data breaches, and regulations like LGPD and GDPR, companies of all sizes invest heavily in professionals who can protect their digital assets.

Key specializations include Network Security, Cloud Security (AWS, Azure, GCP), Offensive Security (Penetration Testing, Red Team), Defensive Security (SOC, Blue Team), AppSec, and Security Governance. Tools like SIEM (Splunk, QRadar), firewalls, EDR, and Vulnerability Management platforms are essential.

Certifications like CISSP, CEH, OSCP, CompTIA Security+, and AWS Security Specialty are important differentiators. Information security professionals are among the highest-paid in the sector, with growing demand especially in fintechs, healthtechs, and large enterprises.

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 Cloud Solutions

The Cloud Solutions area is responsible for designing, implementing, and managing cloud infrastructure and services (AWS, Azure, GCP) for companies. Cloud professionals architect scalable, secure, and cost-optimized solutions, from data center migrations to serverless and multi-cloud architectures.

Key skills include IaC (Terraform, CloudFormation), containers (Docker, Kubernetes), serverless (Lambda, Cloud Functions), managed databases (RDS, DynamoDB, BigQuery), cloud networking (VPC, CDN, load balancer), and security (IAM, WAF, KMS). Knowledge of FinOps, cloud governance, and AWS/Azure/GCP certifications is a differentiator.

Cloud Solutions professionals in technology companies are highly valued, especially those who master multi-cloud architectures, FinOps, and can optimize costs while maintaining performance and security. The field offers opportunities from cloud engineer to cloud solutions architect, head of cloud, and chief cloud architect.

Discover Other Areas

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

About Web Master

The Web Master is the professional responsible for maintaining, securing, and ensuring the technical performance of websites and web applications. They manage servers, hosting infrastructure, uptime monitoring, and ensure everything runs fast and reliably.

Key skills include server management (Apache, Nginx), hosting (AWS, Google Cloud, Azure), CDN (Cloudflare), SSL, DNS, web security (WAF, firewall), performance (Core Web Vitals, cache, compression), and versioning (Git, CI/CD). Knowledge of Docker, WordPress, cPanel, and monitoring (Sentry, New Relic) is a differentiator.

Web Masters in technology companies are highly valued, especially those who master DevOps, SRE, and can guarantee uptime and performance at scale. The field offers opportunities from junior webmaster to SRE and infrastructure engineer, with a focus on reliability, security, and speed.

About Web3

The Web3 area represents the new phase of the decentralized internet, built on blockchain technology. Web3 professionals create decentralized applications (dApps), interact with smart contracts, manage digital assets (cryptocurrencies and NFTs), and utilize DeFi (Decentralized Finance) protocols, revolutionizing how data, ownership, and finance are managed online.

About Agile

The Agile and Digital Transformation area is fundamental for organizations seeking efficiency and rapid adaptation. Agile professionals facilitate processes, eliminate bottlenecks, and promote a culture of continuous improvement.

Key certifications include CSM, PSM, SAFe, ICP, and Kanban. Knowledge of Scrum, Kanban, XP, and agile frameworks is essential, as are leadership and facilitation soft skills.

Senior Agile coaches and Scrum Masters are highly valued, especially in technology companies that adopt agile methodologies at scale.

About Scrum Master

The Scrum Master is the professional responsible for facilitating the adoption of Scrum and agile practices within development teams. They act as servant leaders, removing impediments, promoting continuous improvement, and ensuring Scrum events and ceremonies happen in the best possible way.

Key skills include event facilitation (sprint planning, daily, review, retrospective), backlog management, team coaching, conflict resolution, and agile metrics (velocity, burndown, cycle time). Knowledge of Jira, Trello, Azure DevOps, and frameworks like Kanban, XP, and SAFe is a differentiator.

Scrum Masters in technology companies are highly valued, especially those who can promote team autonomy, create psychologically safe environments, and lead agile transformations at scale. The field offers opportunities from junior scrum master to agile coach, head of agile, and director of agile transformation.

About Ecommerce Manager

The Ecommerce Manager is the professional responsible for the entire strategic and operational management of online stores and marketplaces. They lead teams, define pricing, promotion, and catalog strategies, and monitor online sales performance across multiple platforms.

Key skills include catalog management, dynamic pricing, seasonal campaigns (Black Friday, Cyber Monday), marketplace management (Amazon, Mercado Livre, Shopee, Magalu), paid traffic, CRO, and team management. Knowledge of Shopify, VTEX, WooCommerce, Google Ads, Meta Ads, and performance metrics is a differentiator.

Ecommerce Managers in technology companies are highly valued, especially those who master multi-marketplace management, checkout optimization, and mobile commerce strategies. The field offers opportunities from ecommerce manager to head of ecommerce, with a focus on revenue, customer experience, and growth.

Career Guides

Technology Career Guide

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

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Design Career Guide

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Marketing Career Guide

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

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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.

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Data Career Guide

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

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Product Career Guide

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

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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

Agile and Project Management in Today's Market

1. Move Beyond "Doing Agile": Deliver Real Value

One of the biggest mistakes candidates make in interviews for Agile roles is focusing too much on ceremonies (Dailies, Plannings, Retrospectives) and forgetting their actual purpose. Recruiters from global tech companies want to know how you eliminated bottlenecks and boosted team efficiency.

"True Agile success isn't measured by how many practices you implement, but by how much value you deliver to the customer and how quickly you do it."

Instead of writing "facilitated Scrum ceremonies" on your resume, use a results-driven approach: "Reduced team Cycle Time by 20% by identifying and removing bottlenecks in the value stream."

2. Certifications That Actually Bypass the ATS

While practical experience is the ultimate deciding factor, Applicant Tracking Systems (ATS) used by top US companies (like Greenhouse, Ashby, and Workday) filter resumes strictly through keywords. Holding the right certifications ensures you pass this first robotic barrier and get your profile in front of a human recruiter.

  • Professional Scrum Master (PSM I, II) by Scrum.org: Highly respected because it doesn't require renewal and features a rigorous, Scrum Guide-based exam.
  • Project Management Professional (PMP) by PMI: The gold standard for traditional, predictive, and hybrid Project Management.
  • PMI Agile Certified Practitioner (PMI-ACP): Excellent for demonstrating broad knowledge across multiple Agile frameworks (Scrum, Kanban, Lean).
  • SAFe (Scaled Agile Framework): Absolutely essential if you are targeting Enterprise-level corporations that have scaled Agile across thousands of employees.

3. Mastering Flow Metrics and Tools (Hard Skills)

The modern Agile professional must be data-driven. Companies offering six-figure compensation expect you to extract actionable insights from tools like Jira, Confluence, or Azure DevOps.

During technical interviews, be prepared to discuss how you utilize flow metrics, such as:

  • Lead Time and Cycle Time: To measure efficiency and the actual time it takes to deliver requests.
  • Throughput: The number of work items completed in a given timeframe.
  • Cumulative Flow Diagram (CFD): To visually identify bottlenecks in the workflow.
  • OKRs (Objectives and Key Results): To align the development team's daily work with the company's high-level strategic goals.

4. Soft Skills and Conflict Resolution in Async Teams

In global, remote-first, and asynchronous environments, communication is the biggest challenge. A top-tier Project Manager or Scrum Master acts as a shield for the tech team and a bridge for stakeholders.

Demonstrate emotional intelligence, empathy, and negotiation skills. You will often face situational questions like: "How would you handle a Product Owner who constantly changes the Sprint scope mid-cycle?" Your answer should highlight peaceful, data-driven negotiation focused on business impact and team predictability.

Conclusion: Your Competitive Edge

To land premium Project Management and Agile roles, you must position yourself as a strategic business partner, not just a process enforcer. Understand the product, master the metrics, and know how to guide people towards continuous improvement.

References & Useful Links