About Crosby

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). We work together, in person, in New York City — because the best ideas still happen in the same room. Help us transform one of society's most important industries.

About the role

As an Infrastructure Engineer at Crosby, you'll play a critical role in building and scaling the systems that power our platform. You’ll be responsible for designing and maintaining reliable, scalable infrastructure across compute, storage, and deployment systems.

You’ll work closely with backend, AI, and product engineers to ensure our systems are performant, observable, and easy to operate. This role is for someone who cares deeply about reliability and developer velocity — building infrastructure that enables teams to ship quickly and confidently.

What you'll do

• Build and scale infrastructure: Design and maintain cloud infrastructure across compute, storage, and networking.

• Own deployment systems: Develop and improve CI/CD pipelines and deployment workflows to enable fast, reliable releases.

• Ensure reliability and performance: Implement monitoring, alerting, and observability systems to maintain high uptime and performance.

• Support AI and data workloads: Optimize infrastructure for ML/AI systems, including batch processing, inference workloads, and data pipelines.

• Improve developer velocity: Build tooling and systems that make it easier for engineers to build, test, and deploy software.

• Collaborate across teams: Partner with engineering teams to ensure infrastructure supports product and system requirements.

Who you are

• 4+ years of experience in infrastructure engineering, SRE, or backend systems

• Strong experience with cloud platforms (e.g., AWS, GCP) and modern infrastructure tooling

• Proficient in at least one programming language (e.g., Python, Go) and comfortable building internal tools

• Experience with containerization and orchestration (e.g., Docker, Kubernetes)

• Strong understanding of CI/CD systems, monitoring, and observability

• Highly pragmatic with strong judgment around reliability vs speed trade-offs

• Ownership mindset — you take responsibility for systems end-to-end

• Comfortable operating in fast-paced, ambiguous environments

Benefits & Perks

• Unlimited PTO

• Lunch & dinner in the office every day

• Medical insurance (multiple plan options through Anthem & Cigna)

• HSA or FSA, depending on your plan choice

• Dental insurance

• Vision insurance

• One Medical membership

• 401(k) match

• In-office desk setup stipend
  

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 in the job post. Final compensation will be determined based on skills, experience, and qualifications.