Senior Account Executive

The role

You will own the full sales cycle and lead complex deals from $25K to $500K ACV. You will help shape the go-to-market motion and create demand for a new category in the commercial insurance industry.

What you will do

• Own the full sales cycle, including discovery, business case development, negotiation, and close.
• Lead complex deals ranging from $25K to $500K ACV.
• Teach buyers about distribution performance before pitching a product.
• Win new logos and expand customer relationships.
• Represent Outmarket with executive buyers at industry events and through association partnerships.
• Feed market intelligence back into product, messaging, and leadership decisions.

Required qualifications

• Proven track record of meeting or exceeding quota.
• Experience selling disruptive products or emerging categories.
• Ability to run multiple complex opportunities in parallel with rigor and velocity.
• Strong communication and storytelling skills.
• Comfort operating in a fast-moving, early-stage environment.
• High ownership, strong judgment, and the ability to earn trust quickly.

Nice to have

• Background in insurance, insurtech, or adjacent regulated industries such as fintech, healthtech, or regtech.
• Familiarity with carriers, MGAs, brokers, wholesalers, or the commercial insurance distribution chain.
• Experience at a Seed, Series A, or Series B company where you helped shape go-to-market from an early stage.

Benefits

• Competitive salary
• Uncapped commission
• Meaningful equity
• Full health, dental, and vision benefits
• Remote-first flexibility
• Direct access to founders, leadership, and executive buyers

About the company

Outmarket is building the intelligence layer for commercial insurance using an AI-powered platform. The company helps brokers, MGAs, wholesalers, and carriers streamline workflows and unlock value from data.