Posted Oct 1, 2025
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:
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. 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.*
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