Senior Account Executive

About the role

We are hiring a Senior Account Executive to help define how Outmarket wins in the market. This is a high-ownership role for someone who knows how to sell a new category, create urgency where none exists yet, and guide buyers through complex change. You will own deals end to end, partner closely with leadership, and help shape the go-to-market motion as the company grows.

Responsibilities

• Own the full sales cycle, including discovery, business case development, negotiation, and close.
• Lead complex deals ranging from $25K to $500K ACV, with room to grow beyond that.
• Lead with insight: teach buyers something meaningful about their distribution performance before you ever pitch a product
• Win new logos as the primary motion, and expand relationships as customers see results
• Represent Outmarket credibly with executive buyers at industry events and through association partnerships.
• Feed market intelligence back into product, messaging, and leadership decisions.

Requirements

• Proven track record of meeting or exceeding quota, with clear evidence of performance.
• Experience selling disruptive products or emerging categories where you had to create demand, not just respond to it.
• Ability to run multiple complex opportunities in parallel with rigor and velocity.
• Strong communication and storytelling skills, with a focus on business outcomes over features.
• Comfort operating in a fast-moving, early-stage environment where you build process rather than wait for it.
• High ownership, strong judgment, and the ability to earn trust quickly with buyers and teammates.

Bonus if you 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.

Qualifications

• Comfort operating in a fast-moving, early-stage environment where you build process rather than wait for it.
• High ownership, strong judgment, and the ability to earn trust quickly with buyers and teammates.

Skills

• Strong communication and storytelling skills, with a focus on business outcomes over features.
• Ability to run multiple complex opportunities in parallel with rigor and velocity.
• Experience selling disruptive products or emerging categories where you had to create demand, not just respond to it.
• Proven track record of meeting or exceeding quota, with clear evidence of performance.

Benefits

• Competitive salary and uncapped commission.
• Meaningful equity in a fast-growing company.
• Full health, dental, and vision benefits.
• Remote-first flexibility.
• Direct access to founders, leadership, and executive buyers from day one.

Pay

Competitive salary and uncapped commission.

Schedule

Remote-first flexibility.