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June 15, 2026

Sales Representative, Head Start Programs • 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. 🚀 Apply To This Job

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...

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