Senior Account Executive

ABOUT OUTMARKET 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. 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. WHY THIS ROLE • Sell into a category you are helping create in a traditional industry ready for change. • Work directly with experienced founders and sales leadership who are invested in your success. • Benefit from a strong mix of inbound momentum, referrals, investor introductions, and deep industry relationships. • Help shape messaging, market strategy, and the sales motion while building your own path for growth. • Earn meaningful equity and uncapped commission in a fast-growing company. WHAT YOU’LL DO • 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. WHAT WE’RE LOOKING FOR The most important thing: 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. Beyond that: • 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. WHAT YOU’LL GET • 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.