What we’re building

Pilot is a tech company building the bookkeeping firm you wish existed. We deliver books and a customer experience of unparalleled quality by automating the boring stuff and equipping a team of finance experts with software superpowers to deftly handle the rest.

The Role

Pilot's Finance Operations team delivers bookkeeping of unparalleled quality to a portfolio of customers across a range of industries. But bookkeeping at Pilot doesn't look like bookkeeping anywhere else! Imagine a world where we've automated away all the repetitive parts, letting you focus on the customer, quality, and new ideas for how to make our tools better and our processes more efficient.
 
In a nutshell, our Finance Operations team consists of accounting and finance experts with software superpowers who:
 
  • Deliver high-quality books efficiently to our customers 
  • Delight customers with expert guidance and support
  • Manage customer deadlines and expectations in a fast-paced, collaborative environment
  • Work with our product and engineering teams to define and evolve our bookkeeping processes
 
As a Senior Manager on our Finance Operations team, you’ll focus your time on:
 
  • Developing members of your team to become highly effective people managers and individual contributors
  • Taking complete ownership over your team’s portfolio of customers, ensuring that your team delivers high quality financial statements on time every month
  • Engaging and improving in our recruiting processes to attract high-quality candidates to sustain Pilot’s continued growth and operations
  • Cultivating an environment of growth and mentorship to develop the leadership skills of senior team members and prepare them for people management or technical lead roles
  • Working with current managers to help maximize their abilities to drive positive outcomes and meet Company goals and objectives 
  • Working cross-functionally with other Operations leaders to ensure a cohesive customer experience and helping your team build strong relationships across other Ops functions
  • Using your industry expertise to recommend process improvements to maximize accuracy and efficiency within our financial statement close process
  • Investigating accounting issues and collaborating with our Controller Services function to develop methodology based upon accounting principles
  • Setting clear expectations, providing continuous feedback, addressing underperformance, and recognizing the individual strengths and contributions of your team members
  • Developing a strategy and goals for your team. We are building for Pilot’s future accelerated growth and need someone who will set us up to scale
  • Monitoring changes in the standard operating procedures and updating documentation as needed
  • Implementing the standard operating procedures to ensure they are executed by staff at all levels

Role requirements

Our ideal candidate is a highly motivated self-starter with a passion for and ability to grow and develop team members. Senior Managers on our Finance Operations team possess all of the following:
 
  • B.S. or M.S. in Accounting or equivalent
  • Required: 2+ years in public accounting and 10+ total years of work experience
  • A minimum of 5 years of experience in a management role 
  • Exceptional time management skills
  • Excellent written and oral communication skills
  • Excellent attention to detail
  • A love of problem solving and making teams and processes more efficient
  • Delight in providing an exceptional customer experience
  • Preferred: Experience working in a service delivery model or organization
  • Proven experience in developing, mentoring, and leading managers

About Pilot

Pilot launched in 2017 to bring the back office into the modern era. Pilot provides small businesses with dedicated finance experts - which Pilot hires as full-time, U.S.-based employees - who learn the ins-and-outs of their business. Pilot integrates directly with the billing, banking, expense, and payroll systems customers already use. With a special blend of custom software and expert bookkeepers, Pilot delivers accurate, consistent bookkeeping and financial management and tax services that give entrepreneurs the freedom to focus on their business.

Pilot has over 1,000 customers and has raised over $170 million in financing from Sequoia, Index Ventures, Stripe, Bezos Expeditions, and Whale Rock.  Our investors also include a long list of world-class entrepreneurs, including Patrick and John Collison, Drew Houston, and Diane Greene.  Our most recent funding round doubled our valuation to $1.2 billion – Meet Fintech’s Newest Unicorn.

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 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

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 Pilot’s recruiting notices here, including our EEO policy, recruitment agency policy, recruitment scam notice, and important E-Verify information.

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