Note: The job is a remote job and is open to candidates in USA. Outmarket AI is building the intelligence layer for commercial insurance with an AI-powered platform. They are seeking a Senior Account Executive to own the sales cycle, create urgency in a traditional industry, and help shape the company's go-to-market strategy.
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
Skills
- 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
- 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 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.
Company Overview