Controller
San Francisco, CA - USA
Job Summary
The Role
Pilot just shipped Meridian the AI platform that closes the books end to end. We built it and ran it across 8000 businesses and 187000 months of close before we sold it to anyone. As our Controller youll run accounting at the company defining what AI-native finance & accounting looks like.
AI handles the number-crunching now. Your domain is the plumbing underneath it: the registers the syncs between systems the close process itself. AI is only as good as the process it runs on and youll own that process.With a small team this is a player-coach role. Youll own accounting operations and develop the team designing the close controls and systems a modern finance org runs on and youll be hands-on in the close itself down to completing reconciliations and posting journal entries if necessary while you set the direction. Youre the accounting expert leadership trusts to make the call and the partner other teams come to when they need finance to move with them. You will report to the CFO.
Key Responsibilities
- Own the monthly close compliance audit revenue AP/AR treasury and payroll. You are accountable for getting it right and on time.
- Lead the existing accounting team and grow it. Youll develop the people here shape who we hire and how the team works. Youre in the details: completing reconciliations posting journal entries and managing the close itself alongside the people you lead.
- As tools automate the manual work youll rethink what your team does and how its structured and move their time toward judgment and strategy.
- Build the controls and policies that let us scale then automate them. Youll be an early internal power user of Meridian and set the bar for AI-assisted close at a high-growth company.
- Lead major projects: ERP and billing system implementation running Pilots own finance stack on Pilot and supporting the executive team through fundraising and diligence.
- Translate complex accounting into plain language so people understand the reasoning behind the numbers.
- Be the accounting partner the rest of the company wants in the room. FP&A RevOps and department leaders should leave your conversations unblocked and better informed.
- Default to how might we over no. Find the path that protects the books and unblocks the business. Youre energized by changing how things have always been done.
- Take a proactive roll-up-your-sleeves approach to problem solving and execution.
About You
- 10 years of accounting experience including time as a Controller or equivalent scope.
- Startup experience required. Youve built and operated in a resource-constrained fast-moving environment.
- A builder with a bias for improving over preserving. You treat manual or outdated processes as a problem to solve and you rally the team around the solution.
- Deep US GAAP knowledge with hands-on ASC 606 ideally in SaaS or subscription businesses.
- Fluency with modern accounting tools (QuickBooks NetSuite or similar ERP) and real enthusiasm for adopting AI in the accounting function.
- Strong communicator who builds relationships and gets people aligned in a remote or hybrid setting.
Nice to Have
- Big 4 or public accounting background.
- CPA certification
- ASC 718 stock based compensation accounting.
- ASC 842 lease accounting.
- Fintech bookkeeping or B2B SaaS experience.
- ERP / financial system implementation experience.
- Fundraise or investor diligence support.
About Pilot
Pilot launched in 2017 to bring the back office into the modern era.
Youd join at a real inflection point. On June 16 2026 Pilot launchedMeridian an AI platform that fully closes the books and produces review-ready financials for accounting firms. We built it inside our own accounting operation and refined it across 8000 businesses and 187000 months of books before offering it to the market. As Controller youll run a finance function that uses this technology first and helps shape where it goes next. Few accounting leaders get to operate at this edge.
A few more reasons people join and stay:
- A seasoned founding team that has built and exited two prior startups (acquired by Oracle and Dropbox).
- 3500 customers and $170M raised from Sequoia Index Ventures Stripe Bezos Expeditions and Whale Rock; our most recent round doubled our valuation to $1.2B (Meet Fintechs Newest Unicorn).
- Investors who are world-class operators: Patrick and John Collison Drew Houston and Diane Greene.
- Flexible time off all federal holidays observed competitive benefits with added wellness perks 401(k) and 12 weeks of fully paid parental leave for birthing and non-birthing parents.
Why Pilot
- We invest in our employees development and happiness because our employees are the keys to our success and ensuring happy customers
- The opportunity to join a seasoned founding team that has led companies through two prior successful startups and acquisitions (by Oracle and Dropbox).
- Flexible vacation/time-off policy
- All federal holidays are observed
- Competitive benefits package including additional wellness benefits
- Parental leave for birthing or non-birthing parents 100% pay for 12 weeks
- 401(k) plan
The base pay range target for the role seniority described in this job description is between $210000 - $300000 in San Francisco CA. Final offer amounts depend on multiple factors such as candidate experience and expertise geographic location total compensation and market addition to cash pay full-time regular positions are eligible for equity 401(k) health benefits and other benefits; some of these benefits may be available for part-time or temporary positions.
Pilot commits to provide a work environment free of discrimination and harassment as well as equal employment opportunity regardless of race color ancestry religion sex national origin sexual orientation age citizenship marital status disability gender identity or Veteran status. We also consider qualified applicants regardless of criminal histories consistent with legal requirements. You may view all of Pilots recruiting notices here including our EEO policy information about requesting a reasonable accommodation in the job application process recruitment agency policy recruitment scam notice and important E-Verify information. You may view our job candidate privacy policy here.
About Company
One team for all your accounting needs. Pilot handles your bookkeeping, taxes, forecasting and more. See why thousands of businesses trust Pilot.