Enterprise Account Executive — Founding Sales Team

PeopleJoy

Remote regions

US

Salary range

$120,000–$130,000/yr

Benefits

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Role and Responsibilities:

  • Own the full sales motion from cold outreach to closed deal, building your own pipeline and managing long-cycle multi-stakeholder deals.
  • Build and manage a qualified pipeline from cold outreach, existing leads, and attending 2-4 tradeshows per year across the U.S.
  • Work directly with the CEO to set revenue targets and sharpen the ICP and sales playbook.

What You Will Own:

  • Pipeline creation and health, from first touch to closed-won.
  • Deal progression and a repeatable sales playbook refined from your own wins.
  • Achieving $600K in ARR per year once fully ramped.

Ideal Background:

  • 2-4+ years in B2B enterprise sales, with demonstrated experience selling to HR leaders at large enterprise organizations.
  • Nonprofit health systems, higher education, or government experience strongly preferred.
  • Proven ability to navigate long cycles, procurement committees, and budget processes.

Core Values and Support:

  • We serve mission-driven institutions with a philosophy of doing right by others.
  • We test, learn, and optimize, improving every time, with directness, transparency, and ownership.
  • You will have support from a Head of Customer Success and Operations, a VP of Engineering, a sales advisor, and a CEO who opens doors alongside you.

PeopleJoy

PeopleJoy helps mission-driven employers — health systems and public sector organizations — deliver education assistance benefits that reduce turnover and change employees’ financial lives. It is a profitable business with near-100% client retention, serving nonprofit health systems, universities, and government agencies, focusing on building a sustainable and supportive culture.

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