Legal Engineer, Transactional

Legal Engineer, Transactional — GC AI

GC AI is the trusted AI platform for in‑house legal teams. We help lawyers draft, review, and analyze with precision and confidence. More than 1,000 companies use GC AI to move faster and work smarter across their legal teams, including 50+ public companies, 25+ unicorns, and brands such as News Corp, Skims, Zip, Miro, Snyk, Liquid Death, Vercel, Zscaler, TIME Inc.,

and more.

We’ve 10x'd revenue in the past 12 months, raised a $60 million Series B ($555 million valuation), and are growing faster than ever. We’re backed by top investors, including Scale Venture Partners, Northzone, Sound Ventures, and Guillermo Rauch, CEO of Vercel. Come build the future of legal AI with us!

As a Legal Engineer, you’ll be instrumental in measuring and continually improving the substantive accuracy and quality of the legal information we provide. We’re delivering a product that legal teams love, and in this role, you’ll leverage your corporate‑commercial/transactional legal experience to guide our AI toward practical excellence. You’ll set the bar for how legal AI behaves—optimizing system prompts, designing evaluations, and ensuring every output aligns with real‑world legal standards.

At a fast‑moving, product‑market‑fit stage startup, your contributions won’t just be meaningful, they’ll help define our trajectory.

• Shape the accuracy, reliability, and overall quality of AI outputs that hundreds of legal teams trust in their daily work.
• Lead the development of cutting‑edge legal evaluations that set new standards for assessing AI in practice.
• Drive product enhancements by translating substantive expertise into features that improve usability, confidence, and outcomes for users.
• Help build the leading legal AI platform for in‑house teams.

• Design and run rigorous evaluations measuring the quality of our AI‑generated outputs to ensure they meet the high standards expected by top‑tier legal professionals.
• Review and validate product outputs for accuracy, relevance, comprehensiveness, helpfulness, etc.
• Collaborate closely with the engineering and GTM teams to identify performance gaps, diagnose causes, and develop solutions.
• Translate nuanced, real‑world legal expectations into concrete, testable prompts and evaluation criteria.
• Draft and iterate on system prompts for our various AI systems.
• Assess foundational model performance and suitability for different legal tasks.
• Build and annotate complex legal datasets and document collections.
• Serve as the legal voice of quality, advocating for precision, consistency, and clarity in AI outputs.
• Act as the bridge between technical teams and legal domain expertise, translating complex legal concepts into clear product requirements and vice versa.
• Provide domain‑specific legal expertise that guides feature development and product roadmap decisions.
• Ideate new products based on your deep understanding of legal teams’ pain points.
• Participate in customer calls and feedback sessions.
• Proactively develop and continually learn new technical skills.
• Take on additional projects and tasks as needed in response to the evolving needs of a fast‑growing startup.

• Law degree with 3+ years of corporate‑commercial/transactional legal experience, ideally gained in an in‑house environment.
• Deep familiarity with drafting, review, and negotiating of contracts.
• Experience using generative AI for legal work.
• Experience conducting evaluations of generative AI outputs.
• Strong quantitative and analytical skills.
• Ability to design and interpret evaluation metrics and to abstract legal reasoning and processes into logical and repeatable steps.
• Exceptional cross‑disciplinary communication and collaboration skills.
• Technologically curious with an aptitude for learning new tools, software, and skills.
• Meticulous attention to detail.
• Ability to work cross‑functionally with both GTM and engineering/product teams.

• You are already a GC AI user.
• You’re nerdy about legal tech, especially in areas like prompt engineering and quality assurance.
• You care about user experience, especially how legal professionals interact…