Legal Staff
Job Description
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 X employees at Ramp). We work together, in person, in New York City — because the best ideas still happen in the same room. Help us transform one of society's most important industries.
About the role
This role is for an attorney eager to be at the cutting edge of the AI legal era. You feel like things are broken and inefficient in law. In this role, you will fix them.
You will be a part of the legal function of our business -- what we imagine as becoming the best legal team, ever. A law firm that experiments with technology to ruthlessly eliminate grunt work and deliver tremendous value to clients.
You will provide (sometimes, old-fashioned) commercial legal services to our clients while using our AI tools. This means reviewing commercial contracts and devising ideas for our engineering team to improve these tools. You will come up with your own creative ways to use our AI in your legal work, and then we will productize it.
You will test the limits of generative AI with prompting, fine tuning, and data labeling. You will ensure all out clients' contracts get reviewed with excellent quality and unmatched speed.
We're looking for lawyers who equally love crisp writing and tinkering with ChatGPT late into the night. We're still small. We're prioritizing people who think big, love being part of a team, and thrive in fast-moving, high-agency environments.
What you'll do
Run commercial deals. Redline commercial contracts under tight deadlines for high-growth technology companies, turning drafts fast.
Own client onboarding. Lead kickoff calls, capture each client's risk profile, and translate it into living playbooks and knowledge bases for the team, and our AI, to follow.
Productize your expertise. Document reasoning in prompts, checklists, and datasets. Partner with engineers to convert your knowledge into product features that remove grunt work for everyone.
Stress-test our AI stack. Design test sets, label edge cases, and push releases until the models outperform your own redlines.
Scale the team. Coach and quality-control a team of lawyers and paralegals to perform near-perfect contract review faster than anyone thinks is possible.
Drive adoption. Show clients--and our own lawyers--how to squeeze time and risk out of each review with our software and tools.
Who you are
3-8 years in biglaw, or a few years in biglaw with some in-house experience. Top tech-transactions/IP practice preferred, but ECVC or general corporate can work. Strong familiarity with SaaS, data, and licensing deals is valuable.
Client ready. Comfortable advising founders, GTM teams, product leads, and GCs; can unpack indemnities and data-use rights without jargon.
Systems thinker. If you solve a problem twice, you codify it so no one has to repeat the work.
AI-curious. Not necessarily technical, but speak the language of agents, embeddings, inference, reasoning models, and "Cursor for legal."
Energized by a fast pace. You would thrive in-person in our NYC office and embrace intense work when you're excited by the challenge in front of you.
Bonus: startup experience & experience building a team.
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.