Lead Legal Engineer

Menlo Ventures; Chicago (IL); On-site; USD 285,000 - 372,000; Full time

Benefits offered by this job

Medical, Dental, Vision

Unlimited PTO

Retirement Plan

Job summary

Menlo Ventures is hiring a Lead Legal Engineer in Chicago to oversee complex client engagements and manage a team of Legal Engineers. This role requires a blend of legal expertise, product knowledge, and leadership skills to drive successful outcomes and influence internal teams.

Key responsibilities include leading implementations, coaching team members, and developing scalable processes. The position offers a competitive compensation package with equity and bonuses, as well as comprehensive benefits.

Qualifications

• Experience at a top-tier law firm, in-house legal team, or legal tech.
• Direct people management experience in a client-facing role.
• Experience delivering complex client implementations.

Responsibilities

• Lead enterprise-level pilots and implementations across multiple stakeholders.
• Own priority client use cases end-to-end.
• Act as a senior thought partner to clients.

Skills

Law background

People management

Client implementation

Stakeholder management

Product-savvy

Communication skills

Job description

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.