Backed by Index, Sequoia and Lux.
About the role
Develop evaluation systems: Build metrics, benchmarks, and experimentation frameworks to measure and improve model performance. Drive data strategy: Partner with legal and product teams to define labeling schemas, curate high-quality datasets, and improve data pipelines.
What they're looking for
- 1–5 years of experience in data science, machine learning, or applied NLP, ideally in a fast-paced startup environment
- Strong foundation in machine learning, statistics, and data analysis, with proficiency in Python
- Hands-on experience working with LLMs, NLP systems, or unstructured text data
- Experience working across the full ML lifecycle — from data curation and experimentation to deployment and monitoring
- Highly analytical with strong problem-solving skills and the ability to translate ambiguous problems into structured solutions
- Strong communicator who can collaborate effectively with both technical and non-technical stakeholders
More about this role
Crosby is built on a simple conviction: a great legal system is the watermark of a great society — and the best legal work comes from combining human expertise with the right technology, not replacing one with the other.
Crosby is the first AI-native law firm, helping ambitious companies like Cursor, Ramp, and Cognition sign commercial contracts faster.
Legal work is both art and science, and we're mapping the frontier between the two — codifying what can be systematized, amplifying human judgment where it matters most. That's why the right way to bring AI into law isn't to sell software and walk away. It's to own the outcome together: higher-quality work, delivered faster. We build proprietary tools and human-in-the-loop workflows that change what's possible for corporate legal teams.
Crosby was founded by Ryan (Stanford Law, Cooley, startup GC) and John (Penn, first 15 engineers at Ramp). Help us transform one of society's most important industries.
About the role
As a Data Scientist at Crosby, you'll play a critical role in developing the models and data systems that power our AI-driven legal platform. You’ll work across the full lifecycle — from data definition and labeling...
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