Member of Technical Staff, Product

ABOUT CROSBY Crosby is built on a simple conviction: a great legal system is the watermark of a great society — and the best legal work comes from combining human expertise with the right technology, not replacing one with the other. Crosby is the first AI-native law firm, helping ambitious companies like Cursor, Ramp, and Cognition sign commercial contracts faster. Legal work is both art and science, and we're mapping the frontier between the two — codifying what can be systematized, amplifying human judgment where it matters most. That's why the right way to bring AI into law isn't to sell software and walk away. It's to own the outcome together: higher-quality work, delivered faster. We build proprietary tools and human-in-the-loop workflows that change what's possible for corporate legal teams. Crosby was founded by Ryan (Stanford Law, Cooley, startup GC) and John (Penn, first 15 engineers at Ramp). Help us transform one of society's most important industries. ABOUT THE ROLE As a Product Engineer at Crosby, you'll own defined surfaces of the product end to end. You'll work across the stack — data models, backend services, APIs, and the interfaces our users work in every day — and go deep on the complex legal and AI workflows that sit underneath. You'll partner closely with product, design, and our in-house legal team to shape what we build and how it works. Beyond shipping features, you'll set patterns, make foundational technical decisions, and help raise the bar for engineering as we scale. If you want to own real scope and ship fast, this is the role. WHAT YOU'LL DO - Build end to end: Design and ship features across the stack, from Python services and APIs to the React and TypeScript interfaces on top of them - Work on AI workflows: Build and improve the AI systems the product runs on - Design the systems: Model complex legal workflows into the data models, services, and APIs the rest of the team builds on - Prototype and iterate fast: Work closely with product and our in-house legal team to rapidly prototype and iterate on features - Grow the team: Mentor and help recruit world-class engineers WHO YOU ARE - Experience: 5+ years building production software, with real backend depth and enough frontend fluency to ship a polished interface without waiting on a handoff. We work in Python and TypeScript but we care more about judgment than a specific stack - Systems thinking: You're comfortable designing schemas, APIs, and services that other engineers depend on, and you think about failure modes before they reach users - Product sense: You have strong instincts for what to build and a low tolerance for experiences that technically work but feel bad to use - Builder mindset: You're excited to create and scale systems from the ground up and make foundational technical decisions - Ownership: You take full responsibility for projects from ideation through execution and delivery - Collaborative: An effective communicator who works well with product, design, and domain experts - Curiosity: Passionate about learning and experimenting with new technologies to solve hard problems BENEFITS & PERKS - Unlimited PTO - Lunch & dinner in the office every day - Medical insurance (multiple plan options through Anthem & Cigna) - HSA or FSA, depending on your plan choice - Dental insurance - Vision insurance - One Medical membership - 401(k) match - In-office desk setup stipend EQUAL OPPORTUNITY Crosby is an equal opportunity employer. We do not discriminate based upon race, religion, color, national origin, sex (including pregnancy, childbirth, reproductive health decisions, or related medical conditions), sexual orientation, gender identity, gender expression, age, status as a protected veteran, status as an individual with a disability, genetic information, political views or activity, or other applicable legally protected characteristics. Background checks for applicants will be administered in accordance with applicable law, and qualified applicants with arrest or conviction records will be considered for employment consistent with those laws, including the New York City Fair Chance Act. Pursuant to New York Labor Law Section 194-b, the US Pay Range for this position is listed in the job post. Final compensation will be determined based on skills, experience, and qualifications.