What we’re building

Every company needs to keep track of its finances, and most hire a bookkeeping firm to help do so. But there's no Stripe, Gusto, or Google Apps of this world—no clear best-in-class firm that everyone uses because it delivers a service of unmatched quality and integrates with the tools and workflows to run your business as it grows. Pilot is building a first-of-its-kind, software-centric solution to tackle the financial back office (including bookkeeping, tax, CFO, etc.) so that founders and business owners don't have to.
Our approach is to use software to automate as much of the heavy lifting as possible and giving those software superpowers to a team of finance experts. This means that our customers, business owners across America, can focus on the reasons they started their businesses in the first place, instead of worrying about whether their bookkeeping is being done well.

The role

Pilot is hiring a general counsel to oversee Pilot's legal function and help ensure that the company operates at the highest standards of compliance and ethics.

Role responsibilities

  • Working with outside counsel, oversee all of Pilot's legal work
  • Provide strategic advice to the company's leadership team
  • Oversee internal policies and training relating to compliance and ethics


  • Demonstrable expertise in technology startup legal considerations, drawing upon deep prior experience in the space
  • Consistently excellent judgement even when faced with tight timeframes or limited information
  • High degree of professional ethics 
  • Corporate in-house experience preferred

The team

Pilot is about 160 people and growing quickly.  We plan to be more than 300 people by the end of 2021.

Our seasoned founding team has led companies through two prior successful startups and acquisitions (by Oracle and Dropbox)

Pilot most recently raised around $100M in Series C funding from Sequoia Capital and others at the start of 2021.


Pilot does not accept unsolicited resumes from staffing vendors, recruitment agencies and/or search firms and will not pay any referral or placement fees for such unsolicited resumes or information.


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