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.

Over 90% of commercial insurance is still human-led. We're building the inverse: 90%+ AI-led, pushing toward the higher 90s. Not by patching legacy workflows—by building AI that makes humans more effective, improves the customer experience, and eliminates friction at every step.

We're adding ~1,000 customers per month. We've grown 100x since last year. We're looking to do even more this year—and that's why we're hiring.

To grow that fast, we need to be the name small business owners say when they think about insurance—city by city, block by block.

The Thesis

You'll own Harper's presence in select markets from day one, shaping how those cities' small business owners discover us, talk about us, and choose us. You'll quickly expand to other markets as well—taking what you learn from the initial market and applying it elsewhere while adapting for local norms. Every event you run, every partnership you forge, every dollar of local spend you direct becomes part of how Harper shows up. Winning in 6-12 months means Harper is the name small business owners in the initial market reach for when they think about insurance, with two more markets moving in the same direction. "Talk to Harper" becomes the way small businesses advise each other on how to get insurance.

The Role

You're a field marketer who sits at the intersection of brand, growth, and community. You work closely with the Head of Marketing to put Harper everywhere small business owners look in the initial market and beyond: chamber of commerce events, industry meetups, newsletters, directories, digital channels, and the venues we create ourselves.

You work directly with founders. You see an opening, you take it, you own the outcome.

What You'll Do

• Build the events strategy — Identify and execute against the industry events worth showing up to, and design Harper-hosted events where the gap exists

• Map where small businesses look for services — Newsletters, chambers of commerce, directories, local trade groups, BIDs; get Harper into every channel that matters

• Direct local digital ad spend — Partner on geo-targeted campaigns across Google, Meta, and platforms we test; tie spend to pipeline

• Forge community partnerships — Build relationships with chambers, trade associations, business media, and the connectors that shape who local small business owners trust

• Make Harper the local name — Drive awareness from zero to "of course I've heard of Harper" across the initial market's small business community

• Report what's working — Tie programs to revenue and brand awareness; cut what doesn't deliver, double down on what does

You Might Be a Fit If...

• You've worked field marketing for a fast-moving company

• You've owned a market or region and made it yours

• You understand small business owners—how they buy, what they read, where they gather

• You think in first principles and move fast with limited oversight

• You're hungry. The best events happen at night, and you'll be there

Requirements

• 4–6 years of high-leverage field marketing experience, ideally for an SMB-focused product or service

• Demonstrated track record running events and local programs that drove measurable pipeline

• Experience directing local digital ad spend and partnering on attribution

• Comfort owning a number, not just a calendar of activities

• A demonstrated ability to quickly master and own a local market, regardless of location

Nice to Have

• Insurance industry experience, or familiarity with the SMB insurance buyer

• Background in high-growth startups or SMB-heavy environments

• Experience launching a market from scratch

• Deep, working knowledge of a major metro area's small business landscape, communities, and channels—with a preference for Atlanta or a willingness to relocate/travel extensively

Compensation

• Salary: $95,000–$135,000 + performance bonuses & equity

• Location: On-site in initial market

Benefits

• Health, dental, and vision insurance

• Commuter benefits

• Team meals and snacks

The Process

1. People screen — Initial fit and alignment

2. Lead screen — Skills and culture fit

3. Super day — See how you operate in real time

To Apply

If you've made a market your own and can show us how—send your resume and one example of a program you ran that moved the needle.

Compensation Range: $95K - $135K