Account Executive, Mid-Market ($220K - $320K + Equity) at Cooper

Cooper is an AI coworker for the $1T+ insurance industry, backed by Lightspeed, General Catalyst, and Valor. By automating mountains of paperwork and manual data entry, Cooper allows brokers to focus on advisory work rather than administrative tasks. The company has already reached significant traction, processing over $180M in premiums.

About the role

You will join a high-velocity founding team in San Francisco to own the end-to-end sales cycle for Cooper’s AI platform. Reporting directly to the CEO, you’ll drive revenue by prospecting, performing discovery, and closing mid-market deals. You will be a key voice in shaping the GTM playbook and translating customer feedback into actionable product insights.

Location: San Francisco, USA

Why this role is remarkable

• Join a category-defining AI startup at the ground floor, backed by top-tier investors including Lightspeed, General Catalyst, and Valor.
• Work directly with the CEO to build the sales motion from scratch, offering a unique opportunity to shape company strategy.
• Sell a high-traction product into a massive, overlooked market that is already processing over $180M in premiums for early customers.

Responsibilities

• Manage the full sales cycle from outbound prospecting and discovery to product demonstrations and final contract negotiations with mid-market clients.
• Partner with SDRs and leadership to iterate on messaging, pricing, and positioning as you take new products to the insurance market.
• Capture real-world customer objections and translate them into insights that help the product and engineering teams refine the AI platform.

Requirements

• Has 2–5 years of closing experience in SaaS or technology sales with a consistent track record of hitting or exceeding revenue targets.
• Demonstrates the ability to run structured sales processes and present technical product demos to non-technical buyers in traditional industries.
• Thrives in fast-paced, onsite startup environments and brings a high level of curiosity regarding AI, data-driven products, and insurance infrastructure.

Pay

$220K - $320K + Equity