Head of Strategic Finance and FP&A - Pilot

The Role

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 partner directly with key business leaders to drive company-wide planning, forecasting, and reporting processes for our organization. You will collaborate cross-functionally to manage and own our overall budget and monthly forecasts, report on budget vs. actuals, and provide key inputs and insights to inform decision making. You will also manage various strategic finance projects based on the company’s key growth initiatives.

Key Responsibilities

• Develop and execute the company's budget and forecast model, aligning it with overall business objectives.
• Ensure cross functional alignment on key financial plans and company financial strategy.
• Oversee all aspects of financial planning, budgeting, forecasting, and analysis.
• Serve as a trusted sounding board to the executive team, offering insights and guidance on critical business decisions.
• Lead long-term strategic planning processes, including scenario modeling and sensitivity analyses.
• Drive the evolution of the company's KPI metrics and implement best practices in tracking them.
• Spearhead strategic finance projects and support investor relations reporting activities.
• Provide strategic finance recommendations to department heads on capital allocation, pricing strategies, and growth initiatives.
• Continuously improve Pilot’s internal corporate finance systems and processes, and controls to scale with the company's growth.
• Research market trends and competitive dynamics to inform business strategies.
• Opportunity to hire and develop a high caliber team in the future.

About You

• 10+ years of progressive experience in finance, with a mix of FP&A and strategic finance exposure.
• Strong proficiency in advanced accounting and corporate finance principles.
• Deep understanding of SaaS and Professional Services business models, metrics, and value drivers.
• Expert financial modeling skills with a rigorous attention for detail when reviewing models.
• Experience scaling finance planning processes and reporting in high-growth environments.
• Possess a strategic mindset with the ability to balance short-term results and long-term value creation.
• Proven ability to be a self-starter capable of defining and driving outcomes without significant supervision.
• Excellent at articulating financial insights and influencing strategic finance decisions at the leadership level.
• 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 $168,800 - $286,000 in most remote locations, and between $211,000 - $286,000 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.