R&D Attorney, Transactional
GC AI - San Mateo, CA
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LocationWe 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 RoleAs 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 HaveShape 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 DoDesign 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 ExperienceLaw 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 HaveYou 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.CompensationGC AI's compensation package includes a competitive base salary benchmarked against real-time market data, as well as meaningful equity and excellent benefits for all full-time roles.US-based compensation range for this role: $150,000 - $240,000.Canadian-based compensation range for this role: CAD $165,000 - CAD $260,000.This range spans multiple levels. Final compensation will vary based on leveling, market conditions, geographic location, and candidate qualifications, including relevant knowledge, skills, and experience assessed during the interview process.These compensation bands are just the starting point. After someone joins and proves they're an exceptional performer, we adjust quickly to ensure their compensation aligns with their impact.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. #LI-GCAIFraud Notice to GC AI ApplicantsTo protect yourself against phishing and recruitment fraud, please note that GC AI only accepts job applications through our official careers page at and through sponsored jobs on LinkedIn. All legitimate communication from our team regarding job opportunities will come from a GC AI team member with a @gc.ai or @getgc.ai email address.GC AI will never:Refer you to external websites to applyConduct interviews over email, chat platforms, or messaging appsAsk you to provide payment or purchase equipmentRequest personal or financial information such as your mailing address, social security number, credit card numbers, or banking information during the application processExamples of fraudulent email addresses:@@Any email address ending in @, @, or other free email servicesIf you are contacted by someone claiming to be from GC AI via an unofficial channel or from a suspicious email address, please do not share any information. Mark the communication as "phishing" or "spam" and do not respond.
Created: 2026-04-02