Pilot.com
Pilot (legal name Pilot.com, Inc.) is a U.S. company founded in 2017 that provides bookkeeping, tax preparation and chief financial officer services to startups and small businesses.
Contents6 sections
Key facts
2017Founding
According to Sequoia CapitalSequoia CapitalSequoia Capital is a venture capital firm founded by Don Valentine in 1972, investing from the seed stage through the growth stage. Its historical investments include Apple, Cisco, Google, YouTube, Airbnb, and Stripe; in 2021 it introduced the Sequoia Capital Fund structure, which can continue to hold public securities, and in 2023 its regional businesses became independent brands and partnerships.Open the full entry’s portfolio page, Pilot was founded in 2017 by Jeff Arnold, Waseem Daher and Jessica McKellar; Sequoia has been an investor since 2020.[1]
December 9, 2025Launch of the Local Partner Program
Pilot launched the Pilot Local Partner Program, giving independent bookkeepers and accounting firms access to its platform, automation and sales tools.[2]
February 4, 2026Unveiling of the AI Accountant
Pilot unveiled what it calls the “AI Accountant,” an automated system it says can handle bookkeeping from onboarding through the monthly close; the company said it had served more than 7,000 startups and small businesses over the past decade.[3]
As of October 2026: Business, Offices and Investors
Pilot provides bookkeeping, tax preparation and CFO services to startups and small businesses; its website lists headquarters in San Francisco and Nashville and states that it is not a public accounting firm. Jessica McKellar is its founder and chief executive officer.[4][5][3]
The website says the company has raised more than $150 million across its Series A, B and C rounds, from investors including Sequoia, Index Ventures, Stripe, Bezos ExpeditionsBezos ExpeditionsBezos Expeditions is Jeff Bezos’s personal investment platform, whose public portfolio spans the internet, enterprise software, life sciences, artificial intelligence, and robotics. Its investment activity is separate from Amazon’s corporate investments, and disclosed holdings include Business Insider, Skild AI, and Generalist.Open the full entry (Jeff Bezos’s investment company) and Whale Rock.[4]
Related Organizations, Websites, and Public Accounts
Pilot: Official website: https://pilot.com/ (opens in a new window)[5]
Sources
- Pilot | Sequoia Capital (opens in a new window)
- Pilot Launches Local Partner Program to Empower Bookkeepers and Strengthen Small Businesses Nationwide (opens in a new window)
- Pilot Unveils AI Accountant: A Major Leap Toward Artificial General Intelligence in Accounting (opens in a new window)
- About Pilot | Bookkeeping, tax, & CFO services for startups & small businesses (opens in a new window)
- Pilot (opens in a new window)