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Harper (YC W25) · 15 hours ago

Founding Account Executive

San Francisco, CA

Full-time

Onsite

Mid, Senior Level

$100K/yr - $200K/yr

Harper is an AI-native professional services company focused on transforming the commercial insurance distribution engine. The Founding Account Executive will be responsible for closing deals and building scalable sales systems to drive revenue and streamline processes using AI technology.

Artificial Intelligence (AI)FinTechInsurance

Responsibilities

Close deals. This is the core. You're the closer driving revenue. Master the playbook by end of week one, then improve it by week two. Measure success by deals closed and revenue generated, not hours worked

Build AI-assisted sales systems. Use AI to eliminate 95% of friction from lead-to-close workflow. Leverage AI for crafting pitches, automating lead generation, and building qualification workflows. Bridge the gap with AI tools until permanent automation is built

Transform the sales engine. Identify critical bottlenecks and launch AI-human workflows that improve throughput. Turn sales intuition and decision-making into scalable automated systems. Create processes that don't require additional headcount to scale

Design for rapid expansion. Build sales systems for new insurance lines. Create and continuously enhance playbooks that get smarter over time. Work closely with engineering to test AI solutions and provide rapid feedback

Question everything. If someone says "that's how insurance sales works," that's exactly where you start. The fastest sales process is no process. Every step must justify its existence. Make it smarter. Speed compounds

Qualification

Sales automationAI tools for salesBuilding scalable systemsHigh-performance salesSales playbooks designFirst principles thinkingTeam effectivenessAdaptabilityOwnership mentality