Lead Legal Engineer

Legora AB

Chicago (IL)

On-site

USD 150,000 - 230,000

Full time

14 days+

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Benefits offered by this job

Medical, Dental & Vision
401(K) with company match
Unlimited PTO
In-person Chicago office

Job summary

Legora, a Chicago-based AI-powered legal tech company, is hiring a Lead Legal Engineer. You’ll act as a player-coach, leading our most complex client engagements while mentoring a team of Legal Engineers.

Combining deep legal knowledge with product sense, you’ll drive adoption, accelerate time-to-value, and deliver measurable outcomes for clients and the team. Candidates should have a law background, direct people management experience, and a track record delivering large-scale client

Qualifications

  • Background in law, with experience at a top-tier firm, in-house legal team, or legal tech environment.
  • Direct people management experience, including hiring, developing, and performance management in a client-facing or delivery setting.
  • Senior experience delivering complex client implementations or programmes with multiple stakeholders.
  • Product-savvy and tech-curious, with a solid understanding of generative AI and legal workflows.

Responsibilities

  • Lead enterprise-level pilots and implementations across multiple stakeholders and products from discovery to go-live.
  • Own priority client use cases end-to-end, shaping scalable onboarding and implementation frameworks.
  • Serve as a senior thought partner to clients, building trusted relationships with partners and legal ops leaders.
  • Deliver executive demos, workshops, and presentations, articulating value and handling objections.

Skills

Leadership
People management
Stakeholder management
Product mindset
Generative AI
Communication
Delivery leadership
Legal tech

Tools

CRM
Project management

Job description

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.

The Role

As Lead Legal Engineer, you’ll operate as a player-coach: leading Legora’s most complex and high-impact client engagements while managing and developing a team of Legal Engineers. You’ll combine deep legal knowledge, product expertise, and people leadership to drive adoption, accelerate time-to-value, and deliver measurable outcomes across your clients and your team.

What You’ll Do
  • Leading enterprise-level pilots and implementations across multiple stakeholders and products, from discovery through go-live, with clear success metrics.

  • Owning priority client use cases end-to-end, shaping scalable onboarding and implementation frameworks.

  • Acting as a senior thought partner to clients, building trusted relationships with partners, legal ops, and innovation leaders.

  • Delivering executive-level demos, workshops, and presentations, clearly articulating value and handling complex objections.

  • Influencing internal teams (Product, Go-to-Market, Customer Success) on implementation strategy, setup, and handover.

  • Representing the voice of the customer, surfacing product gaps with evidence and driving them through to resolution.

  • Building and refining team processes, systems, and operating rhythms that scale delivery quality and team effectiveness as the Legal Engineering function grows.

  • Providing ongoing coaching, feedback, and career development support to drive individual and team growth.

  • Managing and developing a team of Legal Engineers, setting clear goals, expectations, and performance standards.

  • Leading hiring efforts for the Legal Engineering team, helping to attract and onboard top talent.

What You Bring

You’ve built your career at the intersection of law, technology, delivery, and people leadership, and are comfortable owning complex work, leading senior conversations, and navigating ambiguity.

You’ll thrive in this role if you:

  • Have a background in law, with experience at a top-tier firm, in-house legal team, or legal tech environment.

  • Have direct people management experience, including hiring, developing, and performance-managing a team in a client-facing or delivery environment.

  • Bring senior experience delivering complex client implementations or programmes with multiple stakeholders.

  • Are product-savvy and tech-curious, with a strong grasp of generative AI and legal workflows.

  • Communicate clearly and confidently with both technical and non-technical audiences.

  • Excel at stakeholder and programme management, influencing priorities and navigating high-stakes conversations.

  • Bring experience in legal tech or a technology-driven environment — a strong plus, though not required.

  • Bring structure to complexity, move quickly without sacrificing quality, and focus on outcomes over perfection.

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: Chicago office designed for ambitious builders.

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

    • Multiple medical plan options through 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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