Head of People - Wonderschool
Location: San Francisco, CA (3 days in office)
About Wonderschool
Wonderschool is a technology-driven company revolutionizing early childhood education by empowering childcare providers with cutting-edge SaaS and marketplace solutions. Our platform leverages data, automation, and AI to streamline operations, increase provider revenue, and expand access to high-quality childcare for families across the U.S.
As we continue to scale, we are committed to fostering an inclusive, high-performing, and mission-driven workplace built on transparency, collaboration, and speed. We’re looking for a visionary and strategic Head of People to drive our talent strategy, build a high-performance culture, and help Wonderschool remain an industry pioneer. If you’re passionate about leading people-first strategies in a fast-moving tech environment, we’d love to hear from you.
The Opportunity
This role is ideal for a proactive, data-driven leader with a track record of scaling teams in fast-paced, high-growth tech companies. As Head of People, you will partner with executive leadership to design and execute a people strategy that aligns with Wonderschool’s growth, culture, and core values. You’ll be responsible for fostering a performance-driven, collaborative, and inclusive workplace, ensuring every team member is empowered to thrive.
Key Responsibilities
Build a High-Performance Culture
- Culture of Openness – Promote transparency and open dialogue, empowering employees to tackle challenges and share ideas freely.
- Data-Driven Performance Standards – Implement structured, quarterly performance reviews with measurable goals, reinforcing a culture of urgency, ownership, and excellence.
Foster In-Office Collaboration
- Hybrid Culture – Develop and sustain an engaging in-office experience that strengthens cross-functional collaboration and innovation.
- Team Engagement – Launch initiatives to maximize employee connection and team cohesion, making in-office days high-value.
Enhance Recruiting, Retention & Employer Brand
- Tech-Focused Talent Strategy – Scale a high-performing, diverse, and mission-aligned workforce, leveraging data-driven recruitment practices to attract top SaaS and marketplace talent.
- Retention & Engagement – Develop structured employee feedback loops, using insights to optimize engagement, career development, and retention.
Lead Team Offsites & Executive Alignment
- Strategic Leadership Events – Organize monthly executive offsites and bi annual company-wide events to drive alignment, innovation, and culture building.
Strengthen Compliance & HR Operations
- HR Compliance & Risk Management – Oversee HR policies and legal compliance across federal, state, and local levels.
- HR Tech & Automation – Implement scalable HR systems that enhance efficiency and data-driven decision-making.
Organizational Design & Leadership Development
- Leadership Growth – Develop a leadership training framework to support managers in leading high-performing, values-driven teams.
- Org Design & Scalability – Regularly assess and optimize organizational structure to support business expansion and agility.
Ideal Candidate Profile
- Tech & Growth-Stage Expertise – Experience leading People Ops in a SaaS, marketplace, or high-growth tech environment.
- Exceptional Judgment & Communication – Ability to navigate complexity, influence leadership, and communicate with clarity.
- Data-Driven & Scalable Mindset – Comfortable using HR analytics and automation tools to drive efficiency and strategic decision-making. • Commitment to High Standards – Sets ambitious goals, tracks progress, and adapts quickly in a fast-moving environment.
- Values-Driven Leadership – Embodies Wonderschool’s mission and core values, with a passion for empowering childcare providers.
Our Core Values
- Be Open and Transparent – Foster an environment of honesty and constructive feedback.
- Work Backwards – Set ambitious goals and break them into actionable steps. • Every Voice Matters – Value all perspectives; the best ideas win when all voices are heard.
- Make Providers More Money – Empower childcare providers by keeping their success at the forefront.
- Be a Driver – Take ownership with urgency and high standards. • Delight Customers – Exceed expectations through products and services. • Be Scrappy – Innovate and work resourcefully to overcome challenges. • No “I” in Wonderschool – Collaboration is key to achieving our mission. • Do the Right Thing – Act with integrity in every decision.
- Act with Urgency – Lead with speed and precision to remain an industry pioneer.
Ready to build the future of childcare with us? Join Wonderschool today!
Top Skills
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
