Founder in Residence, Pilot

$159-215k

+ Equity

Senior level
San Francisco Bay Area
Pilot

Bookkeeping services for startups

Open for applications

Pilot

Bookkeeping services for startups

201-500 employees

FintechB2BBookkeepingAccounting

Open for applications

$159-215k

+ Equity

Senior level
San Francisco Bay Area

201-500 employees

FintechB2BBookkeepingAccounting

Company mission

To help small businesses and startups to achieve their commercial goals by taking care of the CFO services, tax preparation and bookkeeping.

Role

Who you are

  • You’re a formidable former startup founder
  • You’re scrappy, high-grit, hands-on—you’re not afraid to roll up your sleeves (no job too small), and not afraid of ambiguity
  • You’re data-driven and analytical: you’ll be able to tell what’s working (and what should receive further investment) and what isn’t
  • You have exceptional communication and presentation skills
  • You viscerally understand the startup founder experience, which is why you can speak to founders credibly
  • You previously went through YC
  • Huge bonus points if you’re technical

What the job involves

  • You’ll work closely with other teams at Pilot—specifically, other folks on our marketing and partnerships teams—but this is also very much initially a green-field “roll up your sleeves and get your hands dirty” project
  • Do things that are useful to startup founders, in a way that reflects well on the Pilot brand—with a particular focus on working with startup accelerators
  • Creatively think of, and execute on, initiatives that appeal to this audience that also demonstrate strong ROI
  • Provide clear and organized reporting around the impact and ROI of our initiatives

Our take

Back office operations such as bookkeeping are an unwelcome distraction and expense for businesses, but they don't have to be. Pilot is the largest provider of back office services for startups and small businesses in the US, aiming to take care of a company's back office so they can focus on their core activities.

Founded in 2016. Pilot has attracted an impressive range of customers including Bolt, r2c and Pathrise. The company's proposition is more than just bookkeeping software, providing services that would ordinarily be provided by a fractional chief financial officer. This empowers small businesses and startups to make better budgeting and spending decisions without the need of an expensive finance department hire.

The company's commitment to providing the best customer experience is a particular strength. Over 80% of the company’s business is driven by customer referrals and organic interest. It has also established a number of strategic partnerships with companies such as American Express, bill.com, Stripe and SVB, allowing it to offer a great deal of flexibility in supporting its customers whatever payment methods they use.

Going forward Pilot aims to be to startups and medium-sized firms what AWS is to cloud computing - a comprehensive, easily scalable solution that prevents the need to reinvent a necessary but non-core function from scratch. With rapid revenue growth and significant financial backing from investors, it is well poised to achieve this.

Kirsty headshot

Kirsty

Company Specialist

Insights

Led by a woman
Top investors

Few candidates hear
back within 2 weeks

-4% employee growth in 12 months

Company

Funding (last 2 of 5 rounds)

Mar 2021

$40m

SERIES C

Jan 2021

$60m

SERIES C

Total funding: $158.3m

Company benefits

  • 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 wellness benefits such as Modern Health, Headscape, One Medical, Aaptiv and Rightway
  • Parental leave for birthing or non-birthing parents – 100% pay for 12 weeks
  • 401(k) plan

Company values

  • Care more than they expect - Create delight through care. Build trust through effort. Get the details right. Do the right thing, every time. Own it
  • Do it well or don't do it - Focus. Maximize velocity on what matters most. Follow through. Build it well
  • Fix the systematic issue - Every failure is an opportunity, but only if we take the time to learn from it. Be rigorous in our root cause analysis. Build resilient systems. Make it easy to do the right thing
  • Share the work and the win - It’s only a success if we get there together. Have each other’s backs. Be a helper. Take the time to celebrate together
  • Seek justice - Use Pilot as a platform to actively correct injustice in the world
  • Always be closing - Fight for every customer, every candidate. Hustle. Find the path to yes. Recognize the full value of every opportunity

Company HQ

Financial District, San Francisco, CA

Leadership

They studied at MIT before founding Ksplice, where they spent 3 years as COO, and working at Oracle and Dropbox. Having founded Zulip in August 2012, they co-founded Pilot in January 2017.

Previously, they were the founder and the VP of Engineering for a real-time collaboration startup acquired by Dropbox, where they then served as a Director of Engineering.

Formerly the Senior Director of Software Development at Oracle and Head of Product at Dropbox.

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