Pilot is building a first-of-its-kind, hybrid software/service solution to tackle the financial back office (bookkeeping, tax, CFO, etc.) so that founders and business owners can focus on building and running their businesses. We already work with 1700+ customers in the tech startup and SMB sectors, and we are expanding rapidly.

We are looking to hire our first finance hire who will work closely with the VP of Finance on a range of finance and strategy efforts. You will support key business leaders to run company-wide planning, forecasting, and reporting processes for our organization. You will collaborate cross-functionally to manage our overall budget and monthly forecasts, and report on budget vs. actuals. You will also manage various strategic finance projects based on the company’s key growth initiatives.

Key Responsibilities

Run the annual budgeting process and develop rolling forecasts to support business operations.
Build and maintain complex financial models for both short-term forecasting and long-term strategic planning.
Perform variance analysis and provide actionable insights to improve financial performance
Develop and track KPIs aligned with the company's strategic objectives.
Support strategic initiatives, including marketing campaign payback periods, fundraising, and pricing analyses.
Collaborate with department heads to optimize resource allocation and drive financial efficiency.
Prepare financial analyses and presentations for the leadership team.

About You

5+ years of progressive experience in finance, with a mix of FP&A and strategic finance exposure.
Strong knowledge of accounting principles and corporate finance.
Strong understanding of SaaS and Professional Services business models and relevant metrics (e.g.: ARR, CAC, LTV, Utilization).
Advanced financial modeling and data analysis skills.
Experience developing FP&A financial models, management reports, variance analysis, and financial research.
Excellent communication skills with the ability to translate complex financial concepts to non-finance stakeholders.
Strategic mindset with strong analytical and problem-solving abilities.
Experience in Quickbooks, Looker, and Salesforce is a plus.
This position is only available for remote employment in the United States in the following states: CA, GA, NY, NC, TN, TX, and WA

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 and One Medical
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 $145,600 - $247,000 in most remote locations, and between $182,000 - $247,000 in San Francisco, CA and New York City, NY. 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.

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