Crosby
LegalDirect Ashby career site

Controller

Location
New York City, NY · On-site
Job type
Full-time
Level
Director
Experience
6+ years
Education
Bachelor's degree
Listed
30 days ago

Skills & highlights for this role

  • CPA
  • US GAAP
  • monthly and annual close
  • internal controls
  • audit management

Also useful

  • ERP systems
  • financial reporting automation

About the Role

We’re hiring our first Controller to build and own Crosby’s accounting and financial operations function from the ground up.

This is not a maintenance role - it’s a systems-building role. You’ll design the financial infrastructure of an AI-native company from first principles, ensuring our accounting, reporting, and controls scale with the business.

You’ll partner closely with the leadership team, and investors to deliver accurate, timely financials while building the processes and systems that support rapid growth. The right candidate is both deeply technical and highly pragmatic - someone who can operate at startup speed while maintaining institutional-grade rigor.

What You'll Do

  • Oversee and execute all core accounting activities across the business
  • Lead the monthly and annual close processes, including review/approval of journal entries, account reconciliations, flux analysis, and financial statement tie-outs to ensure accurate, timely, and decision-useful reporting
  • Drive audit readiness and execution by serving as the primary point of contact for external auditors and ensuring timely, high-quality completion of all deliverables
  • Design, implement, and enforce internal controls, policies, and standard operating procedures that strengthen risk management and support operational scale
  • Partner closely with leadership on fundraising initiatives, diligence processes, and financial storytelling

Who You Are

  • Bachelor’s degree in Accounting, Finance, or related field
  • CPA certification required
  • 6+ years of progressive accounting experience, including 2+ years in high-growth startups or tech companies
  • Deep accounting expertise with a strong command of current US GAAP standards
  • Demonstrated experience building and scaling financial operations in a high-growth or “0>1” environment
  • Proficiency with modern accounting systems (experience with AI-native or automation-forward ERPs is a plus) and broader financial tooling
  • Strong cross-functional collaborator; able to clearly communicate complex accounting and financial concepts to non-finance stakeholders
  • High attention to detail paired with strong operational judgment
  • A builder’s mindset - you operate with high ownership, move quickly, and proactively create structure where it doesn’t exist

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). Help us transform one of society's most important industries.

Read the original posting

From Crosby's careers page, first listed on Rolev.ai on October 10, 2026. Rolev.ai is not the employer.

How Rolev.ai helps with this application

Rolev.ai is a job search and application tool for US job seekers. For this Controller role at Crosby, it shows how your resume fits, tailors your resume to the posting, and prepares the application for you to review.

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Common questions

Where is the Controller job at Crosby located?

This Controller position at Crosby is located in New York City, NY (On-site). Always check Crosby's application page for specific state eligibility or relocation policies.

What qualifications are required for Controller at Crosby?

For the Controller role, Crosby highlights 6+ years of relevant experience; a bachelor's degree; experience with US GAAP, monthly and annual close, internal controls, audit management. Rolev.ai can score your existing resume against these requirements and show any skill gaps before you apply.

How do I apply for the Controller position at Crosby?

This listing links directly to Crosby's Ashby application page. You can apply directly on Crosby's site, or use Rolev.ai to check your resume fit, generate a zero-hallucination tailored resume and cover letter for this posting, and autofill the Ashby application form in 1 click with the Rolev.ai Chrome extension. You always review the form and press Submit yourself.