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). 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

• Serve as Commercial Counsel to help us scale our contract review and legal service operations.

• You’ll work closely with both our legal and technical team to ensure commercial contracts are processed efficiently and accurately.

• This is a high-responsibility, detail-oriented role for someone energized by complex systems, quality execution, and working at the intersection of law and technology.

What you'll do

• Review and negotiate commercial contracts and other legal documents with speed and precision.

• Collaborate with legal team members to interpret contract terms and identify key obligations, risks, and anomalies.

• Operate Crosby’s internal tooling and workflows to streamline document review processes.

• Identify inefficiencies or patterns in the review process and suggest improvements.

• Help standardize and codify recurring contract types and playbooks.

• Partner cross-functionally with engineering and operations teams to evolve our legal service delivery model.

Who you are

• 5+ years of experience as a practicing lawyer reviewing commercial contracts in private practice or in-house as a commercial counsel.

• Impeccable attention to detail, you spot the small stuff others miss. Experience with or excitement about technology-enhanced legal services.

• A strong process mindset, you’re always thinking about how to do something faster, better, or with more consistency.

• Comfort working in a fast-paced, sometimes ambiguous, high-ownership environment.

• Excellent written and verbal communication skills.

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.