About Crosby AI Crosby is an AI-first legal platform reimagining corporate legal services from the ground up. We are a team of technologists and legal experts who build proprietary technology and human-in-the-loop workflows that meaningfully improve how lawyers and machines work together — delivering speed, consistency, and quality across high-stakes work. Our systems review complex documents faster and with exceptional accuracy, combining advanced AI with structured legal expertise. Clients receive AI-powered redlines, commentary, and negotiation guidance within hours, at a predictable, volume-based price. Backed by Sequoia, Index Ventures, and Bain Capital Ventures, we're building the end-to-end contracting platform for the next generation of fast-growing companies.
The Team The Engineering team builds the core systems, infrastructure, and developer tooling that power Crosby’s AI-first platform. We work across backend, frontend, and AI systems to enable fast iteration, high-quality outputs, and reliable production systems. We prioritize speed, leverage, and strong engineering foundations — investing in systems that make the entire team more effective.
The Role As an AI Developer Experience Engineer at Crosby, you'll play a critical role in building the internal systems that enable our team to develop, evaluate, and ship AI features quickly and reliably. You’ll focus on improving the developer experience around LLMs, data, and experimentation — creating tools and infrastructure that accelerate iteration while maintaining quality. You’ll partner closely with engineers, data scientists, and researchers to streamline workflows across prompting, evaluation, fine-tuning, and deployment. This role is for someone who is obsessed with leverage — building systems that make other engineers dramatically more productive.
Responsibilities Build AI developer tooling: Design and implement internal tools for prompt management, evaluation, experimentation, and model iteration. Improve iteration speed: Create systems that enable rapid testing, debugging, and comparison of model outputs across different approaches. Own evaluation infrastructure: Develop frameworks for benchmarking, regression testing, and monitoring AI system performance. Streamline data workflows: Build pipelines and tooling to support data collection, labeling, and feedback loops for model improvement. Support production systems: Partner with engineering teams to ensure AI features are reliable, observable, and easy to maintain in production. Enable
the team: Identify bottlenecks in the development process and build systems that increase developer velocity and confidence.
Who You Are 3–7+ years of software engineering experience, ideally working on developer tools, infrastructure, or platform teams Strong proficiency in Python and experience building backend systems and internal tooling Hands-on experience working with LLMs, APIs (e.g., OpenAI, Anthropic), and modern AI workflows Experience building systems for experimentation, evaluation, or data pipelines Strong systems thinking with the ability to design tools that scale across teams Highly pragmatic with a focus on improving developer velocity and real-world outcomes Strong communicator who can work closely with engineers, researchers, and product teams Proactive, resourceful, and excited about building foundational systems in a fast-moving environment Equal Opportunity 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. Background checks for applicants will be administered in accordance with applicable law, and qualified applicants with arrest or conviction records will be considered for employment consistent with those laws, including the New York City Fair Chance Act. Pursuant to New York Labor Law Section 194-b, the US Pay Range for this position is listed below. Final
compensation will be determined based on skills, experience, and
qualifications.
Compensation Range: $180k–$250k
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
$180,000 - $250,000
Location
New York City, New York, United States
Experience
7+ 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.