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 than ever and with perfect quality 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.
The Role As an Engineer, you will be a full stack owner of the intelligent features that power the Crosby platform. You’ll be responsible for the entire lifecycle of an AI feature—from building the underlying systems to customizing the models that make them run. Your work will involve both robust system design and the pragmatic application of advanced machine learning techniques, including model fine tuning when necessary. This role is for a product minded engineer who knows how to get the most out of modern AI and is obsessed with shipping reliable, high impact features.
What You'll Do Build Core AI Systems: Design, build, and scale our primary AI features, including complex Retrieval Augmented Generation (RAG) pipelines and agentic workflows. Customize Models for Impact: Selectively fine tune and adapt language models to improve their performance on highly specific legal tasks where off the shelf solutions fall short Ensure Production Quality: Develop practical evaluation methods and monitoring systems to ensure the reliability, accuracy, and efficiency of our AI features in production Apply AI Pragmatically: Stay on the frontier of AI research and identify the most effective techniques and tools to solve immediate product challenges Collaborate to Ship: Work closely with product, backend, and our in house legal experts to deliver end to end solutions that make our users more effective
What We're Looking For Experience: 3+ years of professional software engineering experience, with a focus on building and shipping AI/ML powered products. Strong Engineering Foundation: Deep proficiency in Python and a proven ability to build scalable, production grade systems. Practical AI Skills: Hands on experience building with LLM APIs (ex: OpenAI , Anthropic ) and familiarity with the entire ML project lifecycle Analytical and Pragmatic: You have a data driven approach to problem solving and a strong intuition for when to build a complex solution versus when to ship a simple one Product Focused: You are driven by user impact and skilled at making smart technical trade offs to deliver value quickly Ownership: You thrive on taking full responsibility for features, from initial concept through to deployment and iteration Ideal
Qualifications Previous experience in a fast paced, early stage startup environment
Why Work at Crosby Foundational Impact: As a core member of
the team, you will shape the intelligent systems, culture, and technical direction of the entire company Competitive salary and equity
compensation Comprehensive health, dental, and vision insurance Unlimited PTO In person team in NYC with a collaborative, high energy environment. Apply now to join Crosby and be part of transforming the legal landscape 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 $170,000 - $250,000 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
$200,000 - $300,000
Location
New York City, New York, United States
Experience
3+ 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.