The Role

Every day, we do exciting work that makes a difference to startup founders and business owners. At Pilot, you will be helping clients solve critical financial and business strategy challenges. Our team works with a multitude of high-growth startup founders from different industries and stages as their trusted advisor and hands-on strategic finance consultant.

As a Senior Manager on the CFO Services team, you will work with colleagues from leading tech companies, private equity, consulting, and investment banking firms. Together, our team delivers world-class strategic finance advice, fundraising consulting, and hands-on support for complex financial engagements. You will have endless opportunities to be a problem solver, creative thinker, and new business builder.

That’s life at Pilot. It could be for you.

Key Responsibilities

This is a high-impact role working directly with our clients to:

Implement rigorous problem-solving to help solve clients’ most challenging issues on how to grow their businesses and manage their finances.
Lead complex financial engagements often with multiple junior team members to deliver exceptional results.
Own communication with clients regularly to provide recommendations, anticipate their needs, and manage expectations.
Utilize the latest analytical techniques plus a deep understanding of financial modeling to help clients develop financial models, budgets, and forecasts.
Research the latest developments and formulate insights into the clients’ industries to become a strategic partner in their business growth.
Be part of the world’s leading tech-enabled firm’s financial services, acting as a trusted advisor to our clients on critical financial and business decisions.
Build long-term client relationships and drive superior financial returns based on unique business insights.
Partner with clients to help them deliver measurable and sustainable improvements in financial and business KPIs.
Keep business plans and projects on track with ongoing budget management, variance reporting, and rolling forecasts.
Support successful investor discussions and board meetings by analyzing and tracking relevant key performance indicators and providing actionable insights.

In partnership with the team and cross-functional partners, you will also:

Identify areas of opportunity within Pilot CFO Services and develop strategies to address them.
Mentor and guide junior members of the team, helping them navigate complex financial engagements and build their skills.
Lead process improvements to maximize the accuracy and efficiency of Pilot’s service offerings.

About You

We are looking for people who demonstrate these aspects:

6+ years of relevant finance and strategy experience, including previous experience in investment banking, consulting, or fast-growing company environments.
Experience working on complex financial engagements with junior team members, leading them to deliver high-quality outcomes.
Exposure to technology, manufacturing, healthcare, or business services sectors, or experience leading internal functions at startups or small/medium-sized businesses (preferred but not required).
Advanced Excel modeling skills, with the ability to own financial models end-to-end, as well as ensure their quality, timeliness, and accuracy.
Highly analytical with the ability to consume, process, and prioritize large amounts of unstructured information.
Exceptional attention to detail and ability to work independently to deliver accurate, high-quality outputs with minimal oversight.
Excellent verbal and written communication skills with the ability to distill into structured frameworks and concrete action plans.
Maintain a high level of integrity in your work.
Highly entrepreneurial, proactive, and able to thrive in ambiguity and fast-paced environments.
A demonstrated ability to build strong collaborative working relationships with the immediate team, junior members, cross-functional partners, and function leads.
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 Modern Health, Headscape, 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 $125,000 - $247,000 in most remote locations, and between $156,000 - $211,000 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.