Note: The job is a remote job and is open to candidates in USA. Learning Genie is an award-winning EdTech startup headquartered in Carlsbad, California, seeking a passionate Head Start Sales Representative to drive the adoption of their Head Start solutions nationwide. The role involves managing a national pipeline, conducting demos, and building relationships within the Head Start ecosystem to ensure compliance and improve program outcomes.

Responsibilities

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

Skills

• 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

Benefits

• Plus a performance-based commission of up to 50% of base salary.
• 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

Company Overview