Head of Demand Generation and Growth

The Role

At Pilot were building something special in the fintech spaceremoving the headache from back-office financial operations for startups and SMBs. As we scale were seeking a strategic and hands-on leader to build a scalable AI-powered growth engine that fuels predictable high-quality pipeline across self-serve and sales-led motions.

This role is ideal for a senior marketing leader with a track record of building breakthrough demand programs in fast-growing companies. Youre equal parts strategist and experimenterexcited to unlock new growth channels rapidly test bold ideas and especially deepen and scale our partnership ecosystem as a key lever for acquisition.

Youll join at a pivotal moment with strong foundations in place a highly capable team of senior marketers and substantial runway to shape Pilots next chapter of growth on the path to $100M in revenue.

This is a hybrid role requiring presence in our San Francisco or Nashville office on Mondays Tuesdays and Thursdays.

What Youll Do

Strategic Growth Leadership

• Build and scale a partnerships-led growth strategyidentifying nurturing and optimizing relationships with key platforms communities influencers and strategic partners.
• Develop and execute high-impact creative growth plays that elevate brand awareness and drive net-new pipeline across the startup and SMB markets.
• Champion a culture of experimentationrapidly generating hypotheses testing unconventional approaches and scaling what works.
• Collaborate closely with Sales and RevOps on ICP alignment opportunity modeling and pipeline targets.
• Apply AI automation and data tooling to move faster personalize at scale and amplify team output.
• Use analytics to measure program performance uncover insights and guide strategic pivots.

Acquisition Strategy and Oversight

Funnel Acceleration

Marketing Operations & Tech Stack

Team & Agency Leadership

Cross-Functional Collaboration

About You

$50M >

$100M ARR

Ready to build a modern demand engine with precision velocity and buyer-first strategy Join us.

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 2000 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 Fintechs Newest Unicorn.

Why Pilot

The base pay range target for the role seniority described in this job description is $148k - $ 200k in Nashville TN. Final offer amounts depend on multiple factors such as candidate experience and expertise geographic location total compensation and market 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 Pilots 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 .

Required Experience :

Director

Key Skills

Marketing & Promotions,Attorney At Law,Jni,Airlines,Art

Employment Type : Full Time

Experience : years

Vacancy : 1