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Enterprise Account Executive

Wingspan - New York, NY

Posted May 13, 2026

Benefits

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About this role

Enterprise Account Executive New York, NY Who We Are Wingspan serves independent contractors and the businesses that hire them. Our customers are the backbone of the modern economy and are radically underserved by legacy payroll platforms. Our job is to make working with them effortless. Wingspan is the first payroll platform built specifically for the independent workforce. We're different because of our end-to-end contractor management: seamless onboarding, automated payments, and built-in compliance, all in one place, for flexible workforces of any size. That's why the businesses that rely on contractors trust Wingspan to handle the complexity so they don't have to. This market is massive and ours to define. By 2027, half the U.S. workforce will be independent contractors, and we're the system of record they've never had. We're a Series B company backed by Andreessen Horowitz (a16z) and the founders and CEOs of Warby Parker, Harry's, Allbirds, Invision, and Flatiron Health. Enterprise Account Executive This is a 0-to-1 role. As our first Enterprise AE, you'll own the full sales lifecycle, build the playbook alongside the CEO, and work hand-in-hand with Product and Engineering to make sure we're delivering for our largest customers. There's no inherited process or predefined territory, you'll be the one defining how Wingspan wins in the enterprise market. If you're the type of seller who'd rather architect something than inherit it, this role is for you. What you'll do: - Own the full-cycle sales lifecycle for enterprise accounts, from prospecting to closing - Close six-figure+ ARR

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