Startups · AI

Commercial Counsel

Crosby · Remote (US) · Remote

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About Crosby

Backed by Index, Sequoia and Lux.

About the role

Sit at the center of modern deal-making. You’ll review and negotiate the commercial contracts that get deals to signature for companies like Cursor, Ramp, and Cognition. Direct AI, don’t babysit it. You’ll orchestrate Crosby’s tooling over a contract and spend your judgment where it counts.

What they're looking for

  • 4+ years reviewing commercial contracts in private practice or in-house
  • You have impeccable attention to detail, and sound, commercial judgment. You catch buried clauses, the wrong cross-reference, and can distinguish signal from noise
  • You hold a high bar for your own work and get restless when something could be better
  • You embrace change and move confidently in a fast-paced, sometimes ambiguous environment
  • You write and speak clearly, and can explain a hard call simply
  • You’re already tinkering with AI, or excited to, and drawn to the frontier of legal work
More about this role

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.

Sit at the center of modern deal-making. You’ll review and negotiate the commercial contracts that get deals to signature for companies like Cursor, Ramp, and Cognition.

Direct AI, don’t babysit it. You’ll orchestrate Crosby’s...

Read the full posting on Crosby's site ↗

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