Welcome to Crosby, the next-generation law company! We're a team of technologists and legal experts collaborating closely to reimagine corporate legal services from the ground up. We build proprietary technology and human-in-the-loop workflows to radically enhance the lawyer-machine relationship. Our mission is to review complex documents faster and with higher quality than ever before. Crosby was founded by Ryan (Penn, Stanford Law, ex-Cooley, former GC) and John (Penn M&T, ex-Ramp, ex-Google). We believe: A great legal system is the watermark of a great society. Legal work is art and science. We are discovering the frontier between the two— codifying what can be systematized, and amplifying human expertise where judgment matters most. The right way to deploy AI in law isn’t by selling software. It’s by selling outcomes — higher-quality legal work, delivered faster and more efficiently In an in-person culture at our NYC office.
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. What We’re Looking For: 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. What We Offer Direct collaboration with the founders and the opportunity to shape company strategy . The chance to have outsized impact at an early-stage company.
Why Work at Crosby: Build the Foundation: This is a rare opportunity to build an organization from the ground up. You will shape
the team, its culture, and its processes for years to come Massive Impact: Play a pivotal leadership role in transforming a massive, antiquated industry with technology Complex Challenges: Solve fascinating technical problems at the intersection of AI, NLP, and legal services Competitive salary and significant equity
compensation Comprehensive health, dental, and vision insurance 401k (including employer match on contributions made while employed by Crosby) Flexible PTO In-person team in NYC with a collaborative, high-energy environment Note: 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. Pursuant to New York Labor Law Section 194-b, US Pay Range is $150,000 - $375,000 base plus variable which represents the base salary we reasonably expect to pay for this position at the time of this posting. Final
compensation will be determined based on skills, experience, and
qualifications.
Crosby is an AI-powered law firm that fuses world-class lawyers with purpose-built AI to deliver faster, more consistent, and more transparent legal services. It operates as the law firm itself rather than selling software to other firms, and it is building tools and workflows to define how AI and humans collaborate on complex knowledge work in the legal domain. The founders bring experience from Cooley, Ramp, and Google, and the team includes operators from Stripe, Meta, and Vanta, with a 30-person team that is growing fast. Crosby is backed by Sequoia, Index, BCV, and Elad Gil, serves clients such as Cursor, Clay, Braintrust, Serval, and other fast-growing tech companies, and 10x'd revenue last year with plans to do so again.
Salary
$150,000 - $375,000
Location
New York City, New York, United States
Total raised
$65.8M
Last stage
Growth
Investors
Ryan Daniels
Co-founder
John Sarihan
Co-founder, CTO
No applications, no recruiter spam. Just the intro.
A few questions to make sure this role is the right shape for you. Two minutes.
I write the intro, send it to the founder, and handle the back-and-forth.
If they’re a yes, I book the chat. You show up — that’s the whole job-hunt.