Strategic Enterprise Account Executive

Wingspan•New York, NY

4h•Hybrid

About The Position

Wingspan serves independent contractors and the businesses that hire them, aiming to make working with them effortless. It is the first payroll platform built specifically for the independent workforce, offering end-to-end contractor management including seamless onboarding, automated payments, and built-in compliance for flexible workforces of any size. The company is a Series B startup backed by Andreessen Horowitz (a16z) and notable founders/CEOs. This Strategic Enterprise Account Executive role is a 0-to-1 position, the first enterprise hire on the commercial side, responsible for shaping the go-to-market strategy and collaborating closely with the CEO, Product, and Engineering teams to ensure product delivery aligns with customer needs. The ideal candidate is an expert who can translate complex product depth into customer trust and help write the enterprise playbook.

Requirements

You have 5+ years of experience in enterprise SaaS in a role that requires deep product and technical fluency. This could be solutions engineering, product management, or enterprise sales with a highly technical product
You've worked on or alongside a complex B2B product and can hold your own in conversations with both technical teams and finance/operations leaders
You are a self-starter and thrive in and are excited by an ambiguous environment where you can build something from 0-1
You become an expert in your domain, always seeking to deepen your understanding of the industry and prospects you sell to
You are based in NYC or willing to relocate and value the collaboration of building something great together in person
You think commercially: you understand how to move enterprise deals forward, build consensus across stakeholders, and create durable customer relationships that grow over time.

Responsibilities

Own the full customer lifecycle for enterprise accounts, from identifying the right prospects to navigating complex buying processes
Guide finance and accounting leaders and their teams through evaluating and adopting a genuinely technical product, translating complexity into clarity
Lead multi-threaded discovery and executive-level conversations across long sales cycles with multiple stakeholders
Partner closely with the CEO to build our enterprise go-to-market approach from the ground up
Collaborate with Product and Engineering as a direct conduit from customers, your field insights should shape what we build
Drive targeted, strategic outreach to the right customer profiles
Work with marketing to develop materials and messaging that reflect how enterprise buyers actually think about this problem
Travel roughly once a month to build relationships with customers and prospects in person
Be the face of our brand with enterprise buyers: technically credible, deeply empathetic, and sharp on the business problems we solve