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

We’re looking for a Founding Account Executive to build and own the commercial side of our business. As one of the first hires, you’ll partner closely with the founders to define our positioning, acquire early customers, and lay the foundation for scalable growth.

This role is ideal for a builder who thrives in ambiguity, can wear multiple hats, and is excited to create a playbook for sales and growth.

What you’ll do

• Build and execute the end-to-end sales motion: sourcing leads, running discovery, managing demos, negotiating contracts, and closing deals.

• Develop our early marketing strategy: content, campaigns, events, and thought leadership.

• Establish and manage our customer success approach to ensure adoption, retention, and advocacy.

• Collect feedback from customers and the market to influence product roadmap and strategy.

• Lay the foundation for a future sales teams by building processes, playbooks, and metrics.

Who you are

• 3–8+ years in sales, business development or growth roles at high-growth startups (bonus if you’ve been an early hire).

• Track record of closing enterprise or mid-market deals and building pipeline from scratch.

• Strong understanding of B2B SaaS go-to-market motions (sales-led, PLG, partnerships).

• Data-driven, but willing to experiment and move fast.

• Excited about being a founding team member, with the associated risk/reward, ownership, and impact.

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.