Revenue Operations Lead

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.

Build the systems behind Crosby’s next stage of growth.

You’ll own the processes, data, and tools that help us turn demand into lasting client relationships. Working closely with the COO and leaders across Sales, Growth, Finance, and Legal Operations, you’ll bring clarity to how we acquire clients, convert pilots, grow accounts, and plan for what comes next.

Our business requires understanding both what clients commit to and how they actually use Crosby. You’ll connect pipeline, commercial terms, client activity, and revenue so we can make better decisions about where to invest and how to scale.

This is a hands-on role with broad ownership. You should be equally comfortable building a forecast, configuring a CRM workflow, and helping a sales leader understand why conversion changed.

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  Leadership has a clear, trusted view of pipeline and revenue. Salespeople spend less time on administrative work. Pilots, onboarding, and expansion have clear owners and measurable outcomes. Hiring and capacity decisions are grounded in data. The systems you build help Crosby grow while keeping the team fast.
  
  Benefits & Perks

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    Unlimited PTO

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    Lunch & dinner in the office every day

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    Medical insurance (multiple plan options through Anthem & Cigna)

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    HSA or FSA, depending on your plan choice

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    Dental insurance

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    Vision insurance

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    One Medical membership

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    401(k) match

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    In-office desk setup stipend

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.