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Founding Content Lead

Harper (YC W25), San Francisco, California, United States, 94199

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The Problem 36 million businesses in America need insurance—it’s not optional.

77% are underinsured.

40% have no coverage at all. The distribution system failed them: too slow, too opaque, too confusing.

The Thesis Commercial insurance is a $100B+ market with zero consumer brand. We want to become the voice of small business in America. Founder-led content is the highest-leverage motion—it compounds, it’s defensible, and it filters for the exact candidates and customers who belong here. In 6-12 months, you’ll have built a content engine that drives recruiting inbound, investor attention, and brand perception.

The Role You’ll build Harper’s content engine from zero. Strategy, production, distribution—all of it. A builder role, not a manager role. A producer who can also be the talent. You work directly with founders. No committee. No approval chain. You create it, you ship it, you measure the outcome.

What You’ll Do

Own entire content strategy — Short-form, long-form, LinkedIn, X, YouTube, whatever’s next

Produce content everywhere — Direct shoots, run recording blocks, get in the field with real business owners

Execute at every level — Record, edit, post, iterate; set up contractors as needed but never lose ability to ship solo

Measure what matters — Tie content to recruiting inbound, engagement, and eventually demand

You Might Be a Fit If…

You’ve built content that actually performed—not just posted, but moved numbers

You can pick up a camera, record, edit, and post; you work fast without making things feel cheap

You know the creator ecosystem: platforms, tools, trends, algorithms

You have strong storytelling instincts and can make insurance interesting

You thrive in ambiguity and take full ownership

Requirements

3+ years in content production or creative ops (or equivalent body of work)

Portfolio showing range: short-form, long-form, ability to build an audience

Ability to shoot, edit, and ship content independently

Strong understanding of platform algorithms and distribution

Experience directing talent or managing founder-led content

Based in San Francisco or willing to relocate

Nice to Have

Built content functions for startups or high-growth companies

Experience with B2B content that doesn’t feel like B2B

Understanding of regulated categories (finance/insurance)

Produced long-form content (YouTube, documentary-style, podcasts)

Compensation

Salary: $80,000–$110,000 + performance bonuses

Location: San Francisco, in-office

Benefits

Health, dental, and vision insurance

Commuter benefits

Team meals and snacks

The Process

Founder screen — Initial fit and alignment

Portfolio review — Walk us through your best work

Super day — See how you create in real time

To Apply Send to founders@harperinsure.com:

Your portfolio

A video telling us why you’re the person to bring this to life

Compensation Range: $80K - $110K

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