Senior Account Executive

Outmarket AI

9d • Remote

About The Position

Outmarket is building the intelligence layer for commercial insurance. Our AI-powered platform helps brokers, MGAs, wholesalers, and carriers unlock value from their data and streamline complex distribution workflows. In an industry that has operated the same way for decades, we are bringing modern infrastructure, automation, and intelligence to a market worth more than $1 trillion.
Our co-founders bring rare depth across product, engineering, and go-to-market leadership from Uber, Meta, Ethos, and IBM Watson. We are already partnering with some of the most innovative agencies and MGAs in the industry, and we are scaling quickly.
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.

Requirements

• You know how to sell something new. Our buyers didn't wake up this morning with budget allocated for what we build. You'll need to create the conviction, build the business case, and drive urgency around change in a traditional industry.
• 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.

Nice To Haves

• 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.

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.

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.

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed