Wonderschool
Head of State Government Sales
3w ago
USAHeadRemotegovernment salespipeline managementgo-to-market strategyteam leadership
Leading and scaling government sales efforts across multiple states, managing a sales team, and executing go-to-market strategies.
Conditions
- $450,000 OTE + equity
Other
- Wonderschool is harnessing the power of technology to provide comprehensive support to child care providers operating out of their homes as well as in the government and non-profit sectors. Our products enable child care providers to create high-quality environments and meet the demands of their business, while also helping parents in need of childcare solutions through the creation of an accessible marketplace.
- We are seeking a Head of State Government Sales who is a first-principles thinker with a proven track record in government sales. San Francisco is preferred, but we will consider exceptional candidates anywhere in the US. This role reports directly to the CEO.
- Wonderschool already has active partnerships across 15 states and a very rich pipeline. This is not a build-from-scratch role - you’re coming in to scale what’s already working.
- This is not a 9-to-5 job. It requires a significant amount of travel - you will attend events throughout the country, work alongside marketing to generate leads and attract the full funnel, and personally carry a bag while building and leading a sales team.
- Take ownership of a well-defined, proven sales playbook and scale it across states, cities, and counties
- Run meetings, develop pipeline, and own go-to-market strategy for government sales
- Sell - this is a player-coach role; a significant portion of your time will be in front of customers closing deals
- Hire, coach, and develop a high-performing sales team
- Partner with marketing to drive event presence, lead generation, and top-of-funnel pipeline
- Leverage AI tools to accelerate outreach, communications, and pipeline management
- Build and maintain strong relationships with key government stakeholders - agencies, elected officials, regulators, and associations
- Develop data-driven forecasts and report pipeline health and learnings to leadership
- Refine deal desk, sales qualification, and process as we grow
- A first-principles thinker who doesn’t just follow playbooks - you understand why they work and know how to adapt
- Proven government sales background with experience closing SaaS-based contracts with state, city, or county agencies
- Demonstrated track record closing $1M–$15M+ ARR deals with government entities
- Deep familiarity with government procurement processes
- Experienced team leader and recruiter who can attract and develop great salespeople
- Highly data-driven with a bias toward accountability and measurable outcomes
- Comfortable with significant travel and an events-heavy calendar
- Ready to work with and maximize AI-powered tools for outreach and communications
- Experienced enough to operate independently, but hungry enough to still love selling
- You’ll have strong support from the CEO, a clear playbook, and existing momentum across 15 states. The opportunity to build something meaningful is real. We want someone experienced, energized, and ready to scale.
- This is a full-time role, 5-6 days a week, with significant travel and an events-heavy calendar.