Pilot.com

Controller

Pilot.com$200K — $250K *
Finance & Insurance
11 - 15 years of experience
Job Overview by Ladders

Qualifications

  • 15+ years of accounting experience including Controller or equivalent roles.
  • Experience in startup environments with resource constraints.
  • Proven ability to innovate and improve processes rather than maintain the status quo.
  • In-depth knowledge of US GAAP and ASC 606, especially in SaaS or subscription models.
  • Proficiency in modern accounting software and a keen interest in AI applications in finance.
  • Excellent communication skills with the ability to foster relationships in remote settings.

Responsibilities

  • Own and oversee the monthly close, compliance, audit, revenue, accounts payable/receivable, treasury, and payroll processes.
  • Lead, grow, and develop the accounting team, engaging in hands-on tasks like reconciliations and journal entries.
  • Reevaluate and restructure the team’s roles as tools automate manual tasks to focus on strategy.
  • Develop scalable controls and policies, leveraging AI-driven tools while setting high standards for financial processes.
  • Manage major projects related to ERP and billing system implementations and support executive fundraising efforts.
  • Simplify complex accounting information to enhance understanding across the organization.
  • Act as a collaborative finance partner, solving problems and ensuring teams leave informed and confident.

Benefits

  • Equity opportunities for eligible positions.
  • 401(k) plan.
  • Health benefits.
  • Flexible work options available for some roles.
Full Job Description
The Role

Pilot just shipped Meridian, the AI platform that closes the books end to end. We built it and ran it across 8,000+ businesses and 187,000+ months of close before we sold it to anyone. As our Controller, you'll 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 you'll own that process.

With a small team, this is a player-coach role. You'll own accounting operations and develop the team, designing the close, controls, and systems a modern finance org runs on, and you'll be hands-on in the close itself, down to completing reconciliations and posting journal entries if necessary, while you set the direction. You're 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. You'll develop the people here, shape who we hire and how the team works. You're in the details: completing reconciliations, posting journal entries, and managing the close itself, alongside the people you lead.
  • As tools automate the manual work, you'll rethink what your team does and how it's structured, and move their time toward judgment and strategy.
  • Build the controls and policies that let us scale, then automate them. You'll 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 Pilot's 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. You're energized by changing how things have always been done.
  • Take a proactive, roll-up-your-sleeves approach to problem solving and execution.

About You

  • 15+ years of accounting experience, including time as a Controller or equivalent scope.
  • Startup experience required. You've 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.

The base pay range target for the role seniority described in this job description is between $200,000 - $250,000 in San Francisco, CA. Final offer amounts depend on multiple factors such as candidate experience and expertise, geographic location, total compensation, and market data. In 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.

About Pilot.com

Pilot is a financial services company that provides online bookkeeping, tax, and CFO services to startups and small businesses. The company was founded in 2017 and is headquartered in San Francisco, California. Pilot's mission is to help businesses focus on their core competencies by taking care of their financial needs. The company's services include bookkeeping, tax preparation, and CFO services. Pilot's bookkeeping service is powered by proprietary software that automates many of the tasks associated with bookkeeping, such as data entry and reconciliation. The company's tax preparation service is designed to help businesses save money on taxes by identifying deductions and credits that they may be eligible for. Pilot's CFO service provides businesses with financial planning and analysis, budgeting, and forecasting.
Learn more about Pilot.com
Size
200 employees
Industry

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