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!