Field Sales Representative, Head Start Programs

🌟 Sales Representative, Head Start Programs

Learning Genie Inc. | Remote | Full-Time | Early Childhood / EdTech

**IMPORTANT: If you have NO experience in HEAD START or similar, please DO NOT APPLY**

* Compensation: Base salary of $75,000–$90,000 per year, depending on experience, plus a performance-based commission of up to 50% of base salary.

Are You Ready to Transform Head Start Programs Across America? 🚀

Learning Genie Inc. is an award-winning EdTech startup headquartered in Carlsbad, California — recognized by ABC 10 News, the San Diego Business Journal, and proud winners of the Tech & Learning Best of Show Award! Our platform is already trusted by hundreds of Head Start programs nationwide, and we're growing fast. We need a passionate, Head Start-savvy sales professional to help us reach hundreds more.

The Opportunity

As our Head Start Sales Representative, you'll drive adoption of Learning Genie's purpose-built Head Start solutions — including our in-kind tracking tools, family engagement platform, and AI-powered educator tools — across Head Start and Early Head Start agencies nationwide.

You don't just sell software. You speak Head Start. You know what PIRs, ERSEA, in-kind match, and federal monitoring mean without Googling them. You understand what keeps a program director up at night — and you show up with real solutions that address compliance, family engagement, and child outcomes all at once.

This is a field and inside sales hybrid role with a national territory, a long and rewarding sales cycle, and unlimited potential to grow with a company that's genuinely changing lives.

What You'll Be Doing 🎯

Build & Own Your Pipeline

• Develop and manage a national pipeline of Head Start grantees, delegate agencies, Community Action Agencies, school district-based programs, and tribal Head Start agencies
• Balance field outreach, conference presence, and inside sales activities to maximize territory coverage and relationship depth

Sell Consultatively — Not Transactionally

• Conduct compelling demos for the full Head Start stakeholder ecosystem: Executive Directors, Head Start Directors, Education Managers, Family Service Managers, Fiscal Officers, and Policy Council representatives
• Navigate the dual Head Start governance structure — engaging both Governing Bodies and Policy Councils — to build true organizational buy-in
• Position Learning Genie's in-kind tools, family engagement features, and AI capabilities as direct solutions to HSPPS compliance needs and program goals
• Make the case for AI-powered tools confidently and credibly — even in front of skeptical, mission-first audiences

Conferences & Community

• Attend and represent Learning Genie at national, regional, and state Head Start conferences and association events
• Build lasting relationships with Head Start association board members, regional T/TA specialists, and program leaders
• Turn every conference into a pipeline-building and trust-building opportunity

Operate Like a Pro

• Manage long B2B SaaS sales cycles from first contact through signed contract
• Collaborate cross-functionally on pilots, proposals, and seamless onboarding handoffs

What Makes You the One 🌟

• 3 years of sales or business development experience in Head Start, early childhood EdTech, or long-cycle institutional B2B SaaS — industry background is required
• Deep working knowledge of Head Start Performance Standards (HSPPS), Head Start operations, in-kind/non-federal match requirements, and federal monitoring cycles
• Proven ability to manage multi-stakeholder, long-cycle sales and consistently meet or exceed quota
• Strong relationship-building skills with mission-driven leaders — you earn trust, not just contracts
• Confident presenting and demoing AI-powered tools to audiences at all tech comfort levels
• Experience attending and networking at Head Start conferences at the national, regional, and state level
• Existing relationships with Head Start agencies or associations — a serious advantage
• Proficient in CRM tools (Salesforce, HubSpot) and comfortable managing a remote territory independently
• Prior experience as a Head Start director, education manager, family service coordinator, or T/TA specialist is a huge plus — lived experience sells

Why You'll Love Working Here 💛

• 💻 100% remote
• 🕐 40-hour work week, Monday–Friday (Pacific Time)
• 💰 Competitive compensation tailored to your experience
• 📈 Real career growth at a fast-moving, award-winning EdTech startup
• ❤️ Work that creates genuine social impact for America's most vulnerable children and families

This Probably Isn't for You If…

• You're not genuinely passionate about the Head Start mission
• Complex, multi-stakeholder sales cycles frustrate rather than energize you
• You prefer routine over a fast-paced, ever-evolving startup environment
• You're looking for a job — not a mission

Learning Genie is already trusted by hundreds of Head Start programs. Now we need the right person to bring it to hundreds more. If you know Head Start, love building relationships, and are excited to put AI-powered tools in front of the people who need them most — we want to hear from you. Let's go. 🚀