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// POSTED: Apr 13, 2026

R&D Attorney, Transactional

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Location We are hiring for this role to be based in the United States or Canada. This is a remote role unless you fall within the following parameters. If you live within approximately 50 miles of our San Mateo, CA or Provo, UT office, the position follows a hybrid schedule with in-office days on Mondays, Wednesdays, and Fridays. About The Role As an R&D Attorney, 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. The Impact You Will Have • 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. 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. Required Experience • 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. Nice To Have • 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 with and trust AI assistants. • You’ve worked closely with software engineers before.
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