Crosby
Direct Ashby career site

Commercial Counsel

Location
Remote (US)
Job type
Full-time
Level
Senior
Experience
4+ years
Education
Doctorate
Listed
18 days ago

Skills & highlights for this role

  • Commercial contract review
  • Contract negotiation
  • Risk identification
  • Legal analysis
  • Written communication
  • Verbal communication

Also useful

  • Generative AI tools
  • Legal technology
  • Playbook development
  • Process improvement

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.
  • Own outcomes end-to-end and chase the small touches that turn a closed deal into one a client can’t help but tell others about at dinner.
  • This is a high-impact role for a lawyer excited to apply AI to their own practice, obsessive about quality execution, and drawn to leverage over billable hours.

What You'll Do

  • Review and negotiate commercial contracts with speed and precision, catching the obligations, risks, and off-market terms that matter.
  • Collaborate with other Crosby legal team members to interpret contract terms and surface the anomalies and edge cases that need an expert’s read.
  • Spot inefficiencies and recurring patterns in how contracts get reviewed, and turn them into improvements that sharpen how the whole team works.
  • Help standardize and codify recurring contract types and playbooks so the team’s judgment compounds instead of resetting on every deal.
  • Partner with engineering and operations to evolve our legal service delivery model.

Who You Are

  • 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.

Benefits & Perks

  • Equity and bonus compensation
  • Flexible, generous PTO
  • 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

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.

Read the original posting

From Crosby's careers page, first listed on Rolev.ai on October 23, 2026. Rolev.ai is not the employer.

How Rolev.ai helps with this application

Rolev.ai is a job search and application tool for US job seekers. For this Commercial Counsel role at Crosby, it shows how your resume fits, tailors your resume to the posting, and prepares the application for you to review.

  • See how you fit

    Openings from employer career sites are ranked against your whole resume—and searchable inside Claude, ChatGPT, and Cursor via Rolev.ai MCP.

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    The Chrome extension fills the employer's Greenhouse, Workday, Lever, or Ashby form in 1 click. You review it and press Submit.

Common questions

Where is the Commercial Counsel job at Crosby located?

Yes, this Commercial Counsel opening at Crosby is listed as Remote (US). Always check Crosby's application page for specific state eligibility or relocation policies.

What qualifications are required for Commercial Counsel at Crosby?

For the Commercial Counsel role, Crosby highlights 4+ years of relevant experience; a doctorate; experience with Commercial contract review, Contract negotiation, Risk identification, Legal analysis, Written communication, Verbal communication. Rolev.ai can score your existing resume against these requirements and show any skill gaps before you apply.

How do I apply for the Commercial Counsel position at Crosby?

This listing links directly to Crosby's Ashby application page. You can apply directly on Crosby's site, or use Rolev.ai to check your resume fit, generate a zero-hallucination tailored resume and cover letter for this posting, and autofill the Ashby application form in 1 click with the Rolev.ai Chrome extension. You always review the form and press Submit yourself.