Applied AI Engineer

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...