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Pilot.com

Content Marketing & Creative Lead

Pilot.com, San Francisco, California, United States, 94199

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Content Marketing & Creative Lead Join Pilot.com as a content marketer who brings our story to life across modern marketing channels, including social‑first short‑form video, editorial content, and structured formats for live panels, roundtables, and thought‑leadership moments.

The Role At Pilot, we provide AI‑powered, human‑expert finance operations to startups and SMBs, taking the burden of the back office off their plate. You will craft and execute content that speaks to two core audiences:

Startup founders and SMB operators

and

Bookkeeping firms .

What You’ll Do

Build & Evolve Pilot’s Content Narrative

Shape the overarching story for founders and SMBs about how Pilot’s AI + human experts deliver elite financial operations at an accessible price.

Craft positioning and messaging that helps bookkeeping firms understand the value of partnering with—or joining—Pilot.

Develop narrative frameworks that ecosystem partners can confidently adopt when referring businesses to Pilot.

Drive Full‑Funnel Content Strategy

Build content that moves founders from “my books are overwhelming” to “Pilot has this handled so I can grow.”

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.”

Build a roadmap across formats: short video, live event scripts, written explainers, templates, and partner assets.

Hands‑On Content Creation Across Channels

Concept and script social‑first short‑form video.

Develop outlines for panels and roundtables to highlight subject‑matter experts and generate repurposable content.

Write long‑form content such as guides, teardowns, and playbooks about margins, cash flow, and modern back‑office operations.

Produce simple visual storyboards and repeatable content series.

AI‑First Content & Creative Ops (Scrappy by Design)

Use AI for research synthesis, outlining, summarization, and first drafts.

Turn signature content moments into multi‑asset content families.

Build scrappy systems and workflows that enable high output with minimal resourcing.

Deeply Understand SMEs, Customers & Partners

Extract insights from Pilot’s internal finance experts, customers, and ecosystem partners.

Translate interviews, calls, and raw data into structured narratives and market‑facing content.

Measure, Learn & Optimize

Define simple, clear KPIs such as engagement and conversion on founder‑, firm‑, and partner‑focused assets; content‑influenced leads and opportunities from SMBs and bookkeeping firms.

Partner with Demand Gen, Marketing Ops, RevOps, and Product Marketing to understand what’s working and adjust your roadmap accordingly.

Experiment with different hooks, lengths, visuals, and formats for each audience and double down on the ones that consistently build trust and drive action.

Why You’ll Love Working with Pilot’s Marketing Team

Senior, collaborative teammates – you’ll work with experienced demand gen, social media, product marketing, partner/local programs, and ops folks who know their craft and respect yours.

Tight partnership with leadership – you’ll be close to decisions and see your work turn into real programs quickly.

Room to experiment – the team values testing and learning; you’ll have space to try new formats, angles, and ideas.

Access to rich raw material – 3,000+ customers, deep finance expertise in-house, and a growing partner ecosystem keep the stories fresh.

Mission that actually matters – you’ll help make high‑quality financial operations accessible to businesses that usually get left behind through genuinely helpful content.

About You

You have a strong portfolio of work that shows you can explain complex topics in a clear, engaging way.

You’re excited by living in the bookkeeping/SMB finance ecosystem and turning that world into content that founders, bookkeeping firms, and partner organizations want to watch and read.

You’re comfortable being both the thinker and the doer; you like owning the idea and making it happen.

You’re scrappy: you enjoy figuring out how to make a lot with a little, using AI, systems, and creativity more than large budgets.

You’re curious about AI tools and already 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. We provide small businesses with dedicated finance experts—our own full‑time, U.S.‑based team—who learn the ins‑and‑outs of their business. We integrate directly with the billing, banking, expense, and payroll systems customers already use. With a 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.

Benefits

We invest in employees’ development and happiness.

Opportunity to join a seasoned founding team with a strong track record.

Flexible vacation/time‑off policy.

All federal holidays observed.

Competitive benefits package, including wellness benefits (Spring Health, Headspace, One Medical, Aaptiv, Rightway).

Parental leave for birthing or non‑birthing parents – 100% pay for 12 weeks.

401(k) plan.

Compensation Base pay range target for the role: $159,000 – $250,000 in San Francisco, CA. Final offer depends on experience, geography, total compensation, and market data. Full‑time positions are eligible for equity, 401(k), health benefits, and other perks; some benefits may be available for part‑time or temporary roles.

Equal Employment Opportunity Pilot commits to a work environment free of discrimination and harassment, and 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 our EEO policy, recruitment agency policy, recruitment scam notice, and important E‑Verify information. You may view our job candidate privacy policy here.

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