Overview

Head of Sales Jobs in United States at Prologue

Title: Head of Sales

Company: Prologue

Location: United States

Prologue is partnering with a fast-growing, VC-backed Higher Education SaaS startup to find their first Head of Sales.

Having established strong product-market fit and early customer traction, the company is entering its next phase of growth and is looking for a hands-on sales leader to build the commercial organization from the ground up. This is a rare opportunity to architect the sales function, establish go-to-market strategy, and help define the future of a mission-driven platform serving colleges and universities.

About the Role

As the Head of Sales, you'll partner directly with the CEO to build and scale the company's sales organization. You'll be responsible for developing the sales strategy, creating repeatable processes, closing strategic opportunities, and making the company's first sales hires as the team grows.

This is an ideal opportunity for a builder who thrives in startup environments and wants to make a lasting impact on both the business and the Higher Education community.

Key Responsibilities

  • Own new business revenue generation and overall sales strategy
  • Build the sales function from the ground up, including process, playbooks, forecasting, and KPIs
  • Personally lead enterprise sales opportunities while establishing a repeatable sales motion
  • Partner closely with Marketing, Product, and Customer Success to refine go-to-market strategy
  • Recruit, hire, coach, and develop the company's future sales team
  • Serve as a strategic advisor to the CEO on growth initiatives, pricing, market expansion, and customer feedback

Requirements

  • 8–12+ years of B2B SaaS sales experience with a history of exceeding quota
  • Experience selling into Higher Education institutions, with strong knowledge of the higher ed buying cycle
  • Previous experience as a founding sales leader, Head of Sales, or early sales executive within a SaaS startup
  • Demonstrated success building sales processes and creating scalable revenue engines from an early stage
  • Strong executive presence with the ability to engage university leadership and internal stakeholders alike
  • Entrepreneurial mindset with a willingness to wear multiple hats in a high-growth environment

Compensation & Benefits

  • Competitive base salary plus performance-based incentive package
  • Equity opportunity
  • Comprehensive medical, dental, and vision coverage
  • Flexible PTO and remote-first work environment
  • Opportunity to build and lead the commercial organization at a rapidly growing Higher Education SaaS company

Interested in learning more?

Apply directly here, or reach out to the Prologue team or email [email protected] to start a confidential conversation.

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