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: As a Strategic Project Lead, you will be at the cutting edge of innovating on the way legal work gets practiced. You’ll oversee a team of lawyers while driving initiatives to optimize workflows for improved quality and efficiency. You’ll design and run experiments, leverage data to uncover insights, and identify best practices that can be scaled across the company. What you’ll do: Continuously evaluate workflows and processes, running data-driven experiments to improve speed, consistency, and quality. Coordinate team resources to deliver timely, high-quality legal services tailored to client needs. Manage and nurture relationships with existing partners to maximize value. Partner with Product, Technology, Lawyers and Operations teams to implement new tools and processes. Track and report on partnership performance, providing insights and recommendations for optimization. What We’re Looking For: 3-5+ years of experience in operations, strategy consulting, project management, or a related field. Ideally a professional or educational background in law or legal services. Proven ability to lead and develop teams in a client-facing environment. Strong analytical skills with experience using data to drive decision-making. Demonstrated success in process design, workflow optimization, or operational strategy. Excellent communication, relationship-building, and leadership skills.
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 Apply now to join Crosby and build the future of legal services. 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 $140,000 - $185,000 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
$140,000 - $185,000
Location
New York City, New York, United States
Experience
5+ years
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.