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.
Compensation
$450,000 OTE + equity
What You’ll Do
- 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
What We’re Looking For
- 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.
Skills Required
- Proven government sales background with experience closing SaaS-based contracts
- Demonstrated track record closing $1M to $15M+ ARR deals with government entities
- Deep familiarity with government procurement processes
- Experienced team leader and recruiter for salespeople
- Highly data-driven with accountability and measurable outcomes
Wonderschool Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Wonderschool and has not been reviewed or approved by Wonderschool.
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Healthcare Strength — Employer-paid medical premiums for employees and substantial dependent coverage are highlighted across postings, indicating robust healthcare value. This materially elevates total compensation, especially for those covering families.
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Leave & Time Off Breadth — The time-off program includes flexible PTO, paid holidays, a winter company shutdown, and recurring mental health days. This provides predictable rest periods in addition to flexible leave.
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Wellbeing & Lifestyle Benefits — Remote-friendly stipends like home-office setup and monthly Wi‑Fi, plus a monthly wellness/gym reimbursement, are consistently called out in postings. Such perks support day-to-day work and personal wellbeing.
Wonderschool Insights
What We Do
At Wonderschool (www.wonderschool.com) our mission is to ensure every child has access to early education that helps them realize their potential. There is a major shortage of childcare and preschools in the United States and we believe one of the best ways to increase access for families is to help teachers start great child cares and preschools out of their homes. We provide assistance with licensing, setting up a classroom, setting pricing, building a website, matching parents to their program, operating a school day to day, and everything in between. Our goal is to build product to let teachers focus on what they do best – caring for and educating children
