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Lead Legal Engineer

Job in Chicago, Cook County, Illinois, 60290, USA
Listing for: Menlo Ventures
Full Time position
Listed on 2026-06-18
Job specializations:
  • IT/Tech
    Cybersecurity, IT Support, Systems Engineer, IT Business Analyst
Salary/Wage Range or Industry Benchmark: 285000 - 372000 USD Yearly USD 285000.00 372000.00 YEAR
Job Description & How to Apply Below

Location

Chicago

Employment Type

Full time

Location Type

On-site

Department

Growth;
Legal Engineering

Compensation
  • OTE $285K – $372K
    • Offers Equity
    • Offers Bonus
The Role

Lead Legal Engineer: operate as a player-coach, leading Legora’s most complex and high-impact client engagements while managing and developing a team of Legal Engineers. Combine deep legal knowledge, product expertise, and people leadership to drive adoption, accelerate time-to-value, and deliver measurable outcomes across clients and the 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 domestically 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:
    Medical, Dental, Vision; family support; pre-tax benefits; life insurance; retirement plan; unlimited PTO; and more.

Legora is an Equal Opportunity Employer. We are committed to creating an inclusive, high-performance culture where everyone can do their best work and we do not discriminate based on protected status.

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