Head of Sales, Wonderschool
Government
$450k
OTE
+ Equity
More information about location
Marketplace for child care
Open for applications
Marketplace for child care
101-200 employees
Open for applications
$450k
OTE
+ Equity
More information about location
101-200 employees
Company mission
To ensure all children have access to quality child care 5 minutes from home.
Role
Who you are
- 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
What the job involves
- We are seeking a Head of State Government Sales who is a first-principles thinker with a proven track record in government sales
- 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
- 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
- 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
Our take
Wonderschool is a digital platform that allows parents and families to identify and connect with programs and preschools for infants and toddlers in their area. The app has a huge database of potential providers, and uses intelligent software to identify the best child care and micro-schools for children.
This is an important service, as there are problems at both ends of the pipeline. Educators and carers are often paid insufficiently, while many parents struggle to find suitable education programs for their children. Wonderschool promises to solve those problems, while also providing a bespoke service that ensures that children get the care that they really require.
The childcare management platform has been instrumental in improving the quality and accessibility of care to children, as well as increasing the salaries of childcare professionals. It is fast-growing and can expect to continue this way following funding and partnerships.
Freddie
Company Specialist at Welcome to the Jungle
Insights
-4% employee growth in 12 months
Company
Funding (last 2 of 4 rounds)
Jan 2022
$25m
SERIES B
Aug 2018
$20m
SERIES A
Total funding: $49.1m
Company HQ
SoMa, San Francisco, CA
Leadership
Chris Bennett
(Co-Founder & CEO)Earned a BSc in Economics from UPenn Wharton School. Private Equity Associate at Heitman. Co-founder and CEO of Soldsie.
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