Field Growth & Engagement Lead

Overview

Harper is building the fastest-growing AI-powered commercial insurance brokerage in the country. Our advantage isn’t just technology — it’s how quickly we learn from the market and turn those insights into scalable systems.

As a Field Marketer, you’ll own go-to-market execution in the real world. You’ll be embedded with sales, product, and engineering, working directly with customers in core verticals like construction, med spas, and manufacturing, while helping Harper expand rapidly into new segments.

This role is for an operator — someone who learns by doing, thrives in motion, and knows that the best GTM strategies are built on the ground, not in slides.

The Role

You will run field-driven growth initiatives end-to-end. That includes launching vertical-specific GTM motions, building relationships in the market, and feeding real customer insight directly back into Harper’s sales engine and automation stack.

You are not “supporting” marketing. You are creating demand, pressure-testing messaging, and helping turn human insight into scalable workflows.

What You’ll Do

Own Vertical GTM Execution

• Launch and scale field marketing efforts across construction, med spas, manufacturing, and new verticals

• Develop deep understanding of buyer behavior, decision cycles, and objections in each segment

• Build repeatable vertical-specific GTM playbooks

Be in the Market

• Meet customers on-site, attend industry events, host roundtables, and build partnerships

• Identify conferences, associations, and offline channels worth investing in

• Act as a direct extension of Harper’s brand in the field

Close the GTM Feedback Loop

• Translate field insights into better messaging, landing pages, and demand gen strategies

• Work closely with sales and engineering to turn insights into automation and tooling

• When something works in one vertical, help systematize and scale it across the org

Experiment and Iterate Fast

• Run fast GTM experiments — events, partnerships, outbound plays, localized campaigns

• Measure results, double down on what converts, kill what doesn’t

• Optimize for learning speed and impact, not perfection

What Success Looks Like

30 Days

• Deep understanding of Harper’s customers, funnel, and sales process

• Actively in the field talking to customers and partners

• First GTM experiments launched in at least one vertical

90 Days

• Clear traction from field-driven initiatives (leads, pipeline, or partnerships)

• At least one vertical playbook documented and in use

• Field insights actively shaping messaging and demand gen upstream

6 Months

• Multiple verticals running repeatable GTM motions you helped build

• Field learnings translated into scalable systems and automation

• Harper entering new segments faster because of your work

You’re a Fit If

• You’re an operator who likes owning outcomes, not just planning

• You’re energized by being in the market and close to customers

• You think in systems: insight playbook automation scale

• You thrive in fast, noisy, high-velocity environments

• You want to help build something from early innings

You’re Not a Fit If

• You prefer desk-only marketing roles

• You want rigid plans and long approval cycles

• You avoid ambiguity or real-time problem solving

Core Requirements

• 5+ years of experience in field marketing, growth, demand generation, sales, or a closely related GTM role

• Proven experience launching or scaling new markets, verticals, or regions, ideally in B2B, SMB, or services-heavy industries

• Strong track record of field-driven demand creation (events, partnerships, local campaigns, community-building, or direct customer engagement)

• Comfortable working directly with sales teams and owning outcomes tied to pipeline and revenue, not just leads

• Ability to translate qualitative customer insight into clear GTM playbooks and scalable processes

• Experience working in fast-moving environments where priorities change quickly and execution matters more than polish

• Strong written and verbal communication skills — able to synthesize what you’re seeing in the field and clearly articulate what to do next

• Willingness to be on-site in San Francisco and in the market regularly (events, customer visits, partner meetings)

Nice to Have

• Experience in construction, healthcare, med spas, manufacturing, or other regulated / traditional industries

• Prior startup experience or exposure to early-stage GTM teams

Nice to Have (Content)

• Experience creating or collaborating on fast, native content for distribution channels (short-form video, social-first, meme-adjacent, or community-driven content)

• Familiarity with Overtime-style content — highly engaging, simple, high-signal storytelling designed to travel organically

• Ability to spot moments in the field (events, customer stories, wins, trends) and turn them into content ideas that feed demand gen and brand awareness

• Comfort working with creators, internal teams, or lightweight tools to get content shipped quickly rather than perfectly

About Harper

Harper is a Y Combinator–backed, AI-powered commercial insurance brokerage serving thousands of businesses across complex industries. Our AI handles the majority of underwriting communication so humans can focus on judgment, relationships, and closing.

We operate like a trading floor — fast, loud, collaborative, and intensely execution-driven.

Compensation Range: $100K - $140K