Crosby
LegalDirect Ashby career site

Founding Account Executive

Location
New York City, NY · On-site
Job type
Full-time
Level
Senior
Experience
3+ years
Listed
30 days ago

Skills & highlights for this role

  • B2B SaaS go-to-market
  • enterprise sales
  • pipeline building
  • contract negotiation

Also useful

  • sales playbook development
  • PLG
  • partnerships

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.

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 10, 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 Founding Account Executive 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.

  • Tailor without inventing

    Every change to your resume is checked against your original. New experience goes in only with your yes—zero fabricated claims.

  • Draft the full kit

    Tailored and Full Match resumes, role-specific cover letters, and answers to employer screening questions are prepared in seconds.

  • 1-Click Extension Autofill

    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 Founding Account Executive job at Crosby located?

This Founding Account Executive position at Crosby is located in New York City, NY (On-site). Always check Crosby's application page for specific state eligibility or relocation policies.

What qualifications are required for Founding Account Executive at Crosby?

For the Founding Account Executive role, Crosby highlights 3+ years of relevant experience; experience with B2B SaaS go-to-market, enterprise sales, pipeline building, contract negotiation. Rolev.ai can score your existing resume against these requirements and show any skill gaps before you apply.

How do I apply for the Founding Account Executive 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.