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South Park Commons Fund
South Park Commons Fund

Controller Services Senior



Accounting & Finance
Nashville, TN, USA
Posted on Wednesday, November 22, 2023

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

In a nutshell, our Controller team consists of accounting and finance experts with software superpowers who:
  • Manage the customer relationship from scoping through onboarding and ultimately into steady state
  • Manage customer deadlines and expectations in a fast-paced, collaborative environment
  • Provide guidance to our internal teams to represent industry best practices based upon accounting principles

Key Responsibilities

  • Lead customer scoping calls and capture the necessary details to ensure a successful customer onboarding
  • Owning your portfolio of customers, ensuring that we deliver a positive customer experience through on-time and high quality monthly financial statements
  • Providing guidance and support to customers and your team on complex accounting issues such as new revenue streams, COGS methodology, due diligence during M&A transactions, and audit preparation
  • Use industry expertise to recommend process improvements to maximize accuracy and efficiency within our financial statement close process
  • Investigate accounting issues to develop methodology based upon accounting principles
  • Delight customers with expert guidance and support
  • Manage customer deadlines and expectations in a fast-paced, collaborative environment
  • Provide guidance to our internal teams to represent industry best practices based upon accounting principles


  • B.S. or M.S. in Accounting or equivalent
  • 5+ years of experience consisting of public, private, or back office accounting required, especially with venture backed start-ups
  • Excellent verbal and written communication skills, including the ability to convey complex accounting concepts to clients
  • Obsessively obsessed with attention to detail
  • Delight in providing an exceptional customer experience
  • Comfortable engaging with C-Suite Executives


  • Experience working in a service delivery model or organization
  • Prior experience in E-commerce, Technology, and Professional Services a plus
  • Start up or small company experience that requires you to roll up your sleeves to build and identify process improvements, create out of the box ideas to meet client needs, and ability to balance many priorities
  • Experience completing financial consolidations and engaging with external auditors
  • Exposure to M&A activity

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 Spring Health, Headspace, One Medical, Aaptiv and Rightway
  • Parental leave for birthing or non-birthing parents – 100% pay for 12 weeks
  • 401(k) plan

The base pay range target for the role seniority described in this job description is $80,000 - $117,000 in Nashville, TN. 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.

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. You may view our job candidate privacy policy here.