Founding Enterprise Account Executive

We are looking for a Founding Enterprise Account Executive with 3+ years of experience to own and build the enterprise sales motion at Effective AI from the ground up. You'll be joining a 16-person team backed by Lightspeed and Valor, selling an AI platform that's already winning 100% of head-to-head deals against legacy competitors and converting 80% of POCs into paying customers. This is a true founding role — you'll shape the playbook, build your own pipeline (85% outbound), and partner directly with a unicorn founder CEO to close six-figure deals with the largest insurance carriers in the country. We need someone with startup grit, at least one year of enterprise closing experience, and the hunger to build something from scratch in a $6 trillion market.

What will you be doing?

- Building and owning your pipeline end-to-end — sourcing outbound leads, running discovery, managing demos, and closing enterprise deals ($200K+ deal size)

- Shaping the entire sales playbook and processes as a founding member of the sales team — defining how Effective AI scales its go-to-market

- Partnering directly with the CEO to take over the full sales lifecycle he currently owns, from first call through close (30-60 day deal cycles)

- Driving customer expansion — one recent customer went from initial close to rolling out across 400+ people within months

- Navigating multi-stakeholder deals with technical, skeptical buyers like chief actuaries, heads of product, and P&L owners at major carriers