Finance Content & Storytelling Lead

• Explain how Pilots AI human experts take the weight of the financial back office off founders shoulders.
• Break down bookkeeping cash flow margins and growth concepts in ways that feel human useful and non-intimidating.
• Use content to move founders from my books are a mess and I dont want to think about them to Pilot has my back office handled so I can focus on growing.
• Design parallel content journeys for bookkeeping firms and ecosystem partners from why would I work with Pilot to this makes me more effective at serving my community/clients.

• Script and record social-first short videos that simplify financial topics and showcase real stories.
• Build outlines for panels and live discussions that make experts shine and produce reusable content.
• Write explainers guides and playbooks on SMB finance topics based on real-world problems customers face.
• Create simple storyboards and content series that help founders and bookkeeping firms learn in repeatable bingeable formats.

• Turn Zoom calls with experts customer stories and partner insights into scripts outlines and drafts.
• Repurpose a single conversation or panel into multiple assets (clips explainers templates partner resources).
• Use AI tools to brainstorm structure ideas and iterate quicklywhile keeping your strong human voice.

• Interview Pilots bookkeepers controllers CFOs and customer-facing teams.
• Pull insights from partners like CDFIs SBDCs and trade associations about what local businesses struggle with.
• Turn real conversations into content that feels grounded helpful and authentic.

• Test hooks formats visuals and topics to see what resonates with founders and firms.
• Track simple performance metrics like engagement watch time and content-influenced leads.
• Adjust your content strategy based on whats actually helping people.

• Senior collaborative teammates Youll work with experienced demand gen social media product marketing partner/local programs and ops folks who know their craft and respect yours. You bring the stories and creative formats; they bring distribution data and GTM alignment.
• Tight partnership with leadership Youll be close to decisions and able to see your work turn into real programs quickly not stuck in layers of approvals.
• Room to experiment The team values testing and learning. Youll have space to try new formats angles and ideas as long as were learning and getting sharper each time.
• Access to rich raw material 3000 customers deep finance expertise in-house and a growing partner ecosystem mean youll never be short on stories data points or real-world examples.
• Mission that actually matters Youll help make high-quality financial operations accessible to the kinds of businesses that usually get left behind through content that genuinely helps them.

• You have a strong portfolio of work that shows you can explain complex topics in a clear engaging way.
• You might be a former bookkeeper/accountant/operator a social media creator a writer/educator or something in between.
• Youre excited by the idea of living in the bookkeeping / SMB finance / small business ecosystem and turning that world into content that founders bookkeeping firms and partner organizations actually want to watch and read.
• Youre comfortable being both the thinker and the doer. You like owning the idea and making the thing.
• Youre scrappy: you enjoy figuring out how to make a lot with a little using AI systems and creativity more than large budgets.
• Youre curious about AI tools and already use them (or want to use them) to move faster and be more creative.
• You care that your work helps real people: founders small business owners bookkeeping firms and the ecosystems that support them to get to better outcomes.

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

• 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 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 $159000 - $215000 in San Francisco CA. 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 Pilotsrecruiting notices here including our EEO policy recruitment agency policy recruitment scam notice and important E-Verify information.You may view our job candidate privacy policyhere.