Member of Technical Staff, Founding Forward Deployed Engineer

GC AI; Chicago (IL); Hybrid; USD 165,000 - 350,000; Full time

Benefits offered by this job

Medical, Dental & Vision

Life & Disability Insurance

Retirement Plan

Parental Leave

Continuous Development — up to $3,000/

In-Office Meals

Paid Time Off

Company Holidays

Home Office Setup

Cell Phone Reimbursement

Relocation Support

Job summary

GC AI, the leading legal AI platform, is seeking a forward-deployed engineer to embed with customers, understand their workflows, and deliver production-grade integrations across procurement, contract review, and compliance. You will influence product direction while shipping practical solutions in fast-paced deployments.

You will collaborate across Product and Engineering, write code, and help optimize platform capabilities, all while traveling to customer sites up to 25% as required.

Qualifications

• 5+ years of experience building and shipping production software.
• 3+ years in Forward Deployed Engineer roles with direct customer interaction.
• Strong programming skills in TypeScript or Python, and knowledge of additional languages.

Responsibilities

• Work directly with customers to understand technical requirements and business workflows.
• Design and build integrations using the GC AI API, from prototype to production.
• Help customers deploy GC AI into critical business processes such as contract review and procurement.
• Troubleshoot and debug customer integrations in real time.
• Identify repeatable deployment patterns and contribute them to Product and Engineering.

Skills

TypeScript

Python

APIs

Integrations

Webhooks

Platform products

Tools

APIs

Integrations

Webhooks

SDKs

Job description

GC AI is the legal intelligence platform built for in-house legal teams and companies. Your decisions shape the product, your impact is immediate, and you own your work from day one.

More than 2,100 companies run their legal work on GC AI, including 300+ public companies, 75+ unicorns, and teams at Nestlé, Hitachi Digital, Lockheed Martin, Miro, Bass Pro Shops, Riot Games, SKIMS, Liquid Death, Vercel, TIME, and Post Holdings. The platform holds an 80 NPS, more than double the B2B SaaS industry average, reinforcing GC AI as the leading legal AI platform for companies of all sizes.

GC AI has doubled ARR in six months. We won #1 Highest Customer Satisfaction at the 2026 SaaS Awards. Our investors include Scale Venture Partners, Northzone, Sound Ventures, and Guillermo Rauch, CEO of Vercel.

You’ll define how things get built, not follow someone else’s playbook. Six principles guide how the team works:

• 1% Better Every Day: small, compounding improvements across everything you ship.
• Customer Obsession: start with the customer and work backward.
• Ship Today: bias toward action and iteration over perfection.
• Find a Way: resourcefulness and ambition over constraint.
• Care: be direct, like an honest friend, even when it’s uncomfortable.
• Own It: full accountability, proactive communication, and attention to detail.

About The Role

You’ll be the first forward-deployed engineer, which means you help define the function. You’ll embed directly with customers to help them integrate GC AI into the workflows where legal work actually happens: contract review during procurement, compliance checks in vendor onboarding, automatic redlining before a deal goes out the door.

The work looks different every week. One customer might need a production integration that routes inbound contracts through GC AI before they hit the legal team’s queue. Another might need a workflow that flags non-standard terms across hundreds of vendor agreements. You’ll spend your time understanding how these organizations operate, writing code, building integrations, debugging issues, and getting customers to production.

You’ll shape the platform itself. As you work across deployments, you’ll spot patterns, friction points, and missing capabilities that no one inside the building can see. You’ll bring those insights back to Product and Engineering, and early on, you may build some of those improvements yourself.

Why This Role Matters

This is a founding role. You’ll have the ownership and ambiguity of an early-stage company, and you’ll be building the playbook for how GC AI deploys with customers, not following one someone else wrote.

What You’ll Do

• Work directly with customers to understand their legal and business workflows, systems, and technical requirements.
• Design and build integrations using the GC AI API, from prototype through production deployment.
• Help customers deploy GC AI into critical business processes, including contract review, procurement, vendor management, and compliance.
• Troubleshoot and debug customer integrations in real time.
• Identify repeatable deployment patterns and contribute them back to Product and Engineering as reusable platform capabilities.
• Create reference implementations, documentation, and best practices that help future customers move faster.
• Travel to customer sites as needed (up to 25%).

Impact You’ll Have

• You’ll shape the platform itself. As you work across deployments, you’ll spot patterns, friction points, and missing capabilities that no one inside the building can see. You’ll bring those insights back to Product and Engineering, and early on, you may build some of those improvements yourself.

Required Experience

• 5+ years of experience building and shipping production software.
• 3+ years of experience working directly with customers as a Forward Deployed Engineer, users, or stakeholders to design and deliver technical solutions (FDE, solutions engineering, consulting, or technical founder backgrounds all count).
• Strong programming skills in TypeScript or Python and ideally one or more additional languages.
• Hands-on experience with APIs, integrations, webhooks, or platform products.
• Ability to lead technical projects with a high degree of ownership and ambiguity.
• Clear communication of technical concepts to both technical and non-technical audiences.

Nice to Have

• Experience building workflow automation systems.
• Experience working on APIs, SDKs, or developer platforms.
• Experience with AI products or LLM-powered applications.
• Experience in legal technology, compliance, procurement, or enterprise software.
• Startup experience.
• Experience designing systems that connect multiple products, services, or internal tools.

The Mindset

• High agency. You operate autonomously, figure things out without a roadmap, and thrive when the path isn’t clear.
• High cooperation. You work well across teams of technical and non-technical people, balancing competing priorities without losing momentum.
• Product instinct. You can tell the difference between a one-off customer request and a pattern that should become a platform feature.
• Solving real problems, not building demos. You care about whether the integration actually works in production on Monday morning, not whether the architecture diagram looks elegant.

A Note On Pace

We’re building something new in a once-in-a-generation shift in technology and the legal industry, so we move at a relentless pace. We expect urgency, ownership, and good judgment even when things aren’t perfectly clear. If you need structure and consensus to do your best work, this isn’t the right place for you. If you thrive in ambiguity and growth, work with intensity, and want real responsibility, keep reading. We’re excited to meet you.

How We Work Together

GC AI is a distributed company with team members across North America, and soon Europe. We believe that because our business is AI, human connection matters more, not less. We invest in bringing people together through our hub model: regular coworking sessions, customer dinners, team and company offsites. If you’re in a location without an office, expect up to 10% travel (and more for customer‑facing roles).

Team members in the San Francisco Bay Area and Provo, UT (within 50 miles of the office) work together on Tuesdays, Wednesdays, and Thursdays. As we grow, we plan to establish permanent offices in more hub cities, and we will look to our team members to help build that in‑person culture. We currently hire across the United States and Canada.

Perks & Benefits

• Medical, Dental & Vision — Comprehensive coverage for you and your family
• Life & Disability Insurance — Added protection when you need it most
• Retirement Plan — Plan and save for your future
• Parental Leave — Time to focus on what matters most
• Continuous Development — Up to $3,000/year for job-related learning & development
• In-Office Meals — DoorDash credits for breakfast, lunch & dinner
• Paid Time Off — 15 PTO days + 5 sick days, with opportunities to accrue more
• Company Holidays — 15 company holidays + 3 additional “Me Days”
• Home Office Setup — $500 for new hires to build out their workspace
• Cell Phone Reimbursement — $50/month toward your phone bill
• Relocation Support — Assistance to help make your move easier

Equal Opportunity Employment

GC AI is an equal opportunity employer that supports workplace diversity and does not discriminate on the basis of race, color, religion, gender identity/expression, national origin, age, military service eligibility, veteran status, sexual orientation, marital status, physical or mental disability, or any other protected class. GC AI is committed to working with and providing reasonable accommodation to applicants with physical and mental disabilities.

Compensation Range: $165K - $350K