Why we need you

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 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.

What you’ll do

Design and run rigorous evaluations measuring the quality of our AI-generated outputs in order 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 their 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

You need these qualifications

Law degree with 3+ years of transactional legal experience, ideally gained in an in-house environment
Deep familiarity with drafting, review, and negotiation of contracts
Experience using generative AI for legal work
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

It would be nice if

You are already a GC AI user
You have experience evaluating generative AI tools or outputs
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 with and trust AI assistants
You’ve worked closely with engineers or other non-lawyer professionals before

GC AI

Legal Engineer (Transactional)

Hybrid (SF) or Remote (Canada or US)$150K to $180Kfull-time