Pilot.com · 1 day ago
Finance Content & Storytelling Lead
Nashville, TN
Full-time
Hybrid
Mid, Senior Level
$127K/yr - $172K/yrPilot.com is a company that provides financial resources and expertise to startups and SMBs. They are seeking a Finance Content & Storytelling Lead to create engaging content that simplifies financial concepts for founders and small business owners, using various media formats such as short-form videos and live discussions.
AccountingArtificial Intelligence (AI)Bookkeeping and PayrollFinancial ServicesFinTechProfessional ServicesSoftware
Responsibilities
Explain how Pilot’s 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 don’t 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 quickly—while keeping your strong human voice
Interview Pilot’s 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 what’s actually helping people
Qualification
Required
Strong portfolio of work that shows you can explain complex topics in a clear, engaging way
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
Comfortable being both the thinker and the doer. You like owning the idea and making the thing
Scrappy: you enjoy figuring out how to make a lot with a little, using AI, systems, and creativity more than large budgets
Curious about AI tools and already use them (or want to use them) to move faster and be more creative
Cares that your work helps real people: founders, small business owners, bookkeeping firms, and the ecosystems that support them to get to better outcomes
Preferred
A bookkeeper or accountant who loves teaching financial concepts
A creator (YouTube, TikTok, Shorts, Reels, LinkedIn) who enjoys breaking down complicated topics
A writer, educator, or operator who wants to translate your real-world knowledge into approachable content
Benefits
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
Company
Pilot.com
Pilot provides the most reliable accounting, CFO, and tax services for startups and small businesses.
Founded in 2016
201-500 employees
H1B Sponsorship
Pilot.com has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2025 (61)
2024 (18)
2023 (21)
2022 (31)
2021 (11)
2020 (1)
Funding
Current Stage
Growth StageTotal Funding
$172.1MKey Investors
Akkadian VenturesIndex Ventures
2022-01-01Series Unknown
2021-06-01Secondary Market
2021-01-26Series C· $110.5M
Leadership Team
Jessica McKellar
Founder and CEO
Recent News
2025-12-18
SV Angel
2025-12-01
Company data provided by crunchbase