Enterprise Account Executive — Founding Sales Team
PeopleJoy
Job Description
<div class="description"><h3><strong>Read This First</strong></h3><p>This is a founding sales seat. We've spent ten years building something that works. Near-100% client retention. A profitable business serving nonprofit health systems, universities, and government agencies that are trying to do right by their employees. We help people navigate student loan debt and access education benefits that actually change their financial lives. The mission is real and our clients feel it.</p><p>We don't have Series A money or a flashy growth story. What we have is a proven product, paying clients who renew, and a market that is vastly underpenetrated. There is no ceiling — but there is also no proven sales motion waiting for you. We have scripts and playbooks battle-tested from ten years of CEO-led sales, ready to be proven at scale, and a Head of Customer Success and Operations who owns the infrastructure behind you. Your job is to take what exists, prove what works, discard what doesn't, and build the repeatable motion that scales beyond one person.</p><p>The buyer is a CHRO or Chief People Officer at a large nonprofit health system, a university, or a government agency. They care deeply about their people. They move slowly. They buy on trust and relationships, not on a slick deck. If you have sold to them before — navigated the long silence, survived the procurement committee, closed through the budget cycle — you know exactly how hard this is and why it is worth it. If you haven't, this is not the seat to learn it in.</p><p>Here's the part that matters just as much: you won't be doing it alone. We have a Head of Customer Success and Operations who owns the client infrastructure behind you, a VP of Engineering who ships, a sales advisor who has been in this market and will help keep you on track, and a CEO who has been in the room with these buyers for a decade and will open doors alongside you. We are builders who support each other. You will own your number but you will never be without people in your corner.</p><p>This is a rare opportunity — especially if you have sold a mission-driven benefit to a CHRO and know what it takes to build a sales motion from the ground up. If that excites you, keep reading. If it worries you, this isn't the seat.</p><h3><strong>About <a href="https://himalayas.app/companies/peoplejoy">PeopleJoy</a></strong></h3><p><a href="https://himalayas.app/companies/peoplejoy">PeopleJoy</a> helps mission-driven employers — health systems, and public sector organizations — deliver education assistance benefits that reduce turnover and change employees’ financial lives. </p><h3><strong>What This Actually Is</strong></h3><p>This is a hunter role. You will own the full sales motion from cold outreach to closed deal. You will build your own pipeline, run your own process, and close your own deals — with best-in-class AI tools at your disposal and the CEO in your corner.</p><h3><strong>Your Buyers</strong></h3><p>You’re selling to CHROs